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Isopentenyl pyrophosphate
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Encyclopedia results for Isopentenyl pyrophosphate

Isopentenyl pyrophosphate





Encyclopedia results for Isopentenyl pyrophosphate

  1. Isopentenyl pyrophosphate

    chembox verifiedrevid 451189391 ImageFile IPP.png ImageSize 210px ImageName Skeletal formula of IPP ImageFile1 Isopentenyl pyrophosphate 3D balls.png ImageSize1 220px ImageName1 Ball and stick model of IPP IUPACName hydroxy 3 methylbut 3 enoxy phosphoryl oxyphosphonic acid OtherNames Section1 Chembox Identifiers ChemSpiderID Ref chemspidercite correct chemspider ChemSpiderID 13115335 InChI 1 C5H12O7P2 c1 5 2 3 4 11 14 9,10 12 13 6,7 8 h1,3 4H2,2H3, H,9,10 H2,6,7,8 p 3 InChIKey NUHSROFQTUXZQQ DFZHHIFOAI StdInChI Ref stdinchicite correct chemspider StdInChI 1S C5H12O7P2 c1 5 2 3 4 11 14 9,10 12 13 6,7 8 h1,3 4H2,2H3, H,9,10 H2,6,7,8 p 3 StdInChIKey Ref stdinchicite correct chemspider StdInChIKey NUHSROFQTUXZQQ UHFFFAOYSA K CASNo Ref cascite correct ?? CASNo 358 71 4 PubChem 15983957 ChEBI Ref ebicite correct EBI ChEBI 128769 SMILES CC C CCOP O O OP O O O MeSHName isopentenyl pyrophosphate Section2 Chembox Properties Formula C sub 5 sub H sub 12 sub O sub 7 sub P sub 2 sub MolarMass 246.092 Appearance Density MeltingPt BoilingPt Solubility Section3 Chembox Hazards MainHazards FlashPt Autoignition Isopentenyl pyrophosphate IPP is an intermediate in the classical, HMG CoA reductase pathway used by organisms in the biosynthesis of terpene s and terpenoid s. IPP is formed from acetyl CoA via mevalonic acid . IPP can then be isomerized to dimethylallyl pyrophosphate by the enzyme isopentenyl pyrophosphate isomerase . Image Mevalonate pathway.png 350px thumb center Mevalonate pathway Image Sterol synthesis.svg thumb center 350px Simplified version of the steroid synthesis pathway with the intermediates isopentenyl pyrophosphate IPP , dimethylallyl pyrophosphate DMAPP , geranyl pyrophosphate GPP and squalene shown. Some intermediates are omitted. IPP can be synthesized via the alternative, non mevalonate pathway of isoprenoid biosynthesis instead, where it is formed from E 4 hydroxy 3 methyl but 2 enyl pyrophosphate HMB PP by the enzyme HMB PP reductase LytB, IspH . The non m ...   more details



  1. Pyrophosphate

    Chembox verifiedrevid 444077628 ImageFile Pyrophosphate anion.png ImageSize 150px ImageFile1 Pyrophosphate 3D balls.png ImageSize1 150px ImageAlt1 ImageName1 Pyrophosphate anion IUPACName OtherNames Diphosphate Section1 Chembox Identifiers ChemSpiderID Ref chemspidercite correct chemspider ChemSpiderID 559142 InChI 1 H4O7P2 c1 8 2,3 7 9 4,5 6 h H2,1,2,3 H2,4,5,6 p 4 InChIKey XPPKVPWEQAFLFU XBHQNQODAI StdInChI Ref stdinchicite correct chemspider StdInChI 1S H4O7P2 c1 8 2,3 7 9 4,5 6 h H2,1,2,3 H2,4,5,6 p 4 StdInChIKey Ref stdinchicite correct chemspider StdInChIKey XPPKVPWEQAFLFU UHFFFAOYSA J CASNo Ref cascite correct ?? CASNo PubChem 644102 DrugBank Ref drugbankcite correct drugbank DrugBank DB04160 ChEBI Ref ebicite correct EBI ChEBI 18361 SMILES O P O O OP O O O Section2 Chembox Properties .... Pyrophosphate is the first member of an entire series of polyphosphate s. The term pyrophosphate ... compound with inorganic phosphate as for dimethylallyl pyrophosphate . This bond is also referred to as a high energy phosphate bond. The synthesis of tetraethyl pyrophosphate was first described ... , pyrophosphate PP sub i sub is released. Pyrophosphorolysis is the reverse of the polymerization reaction in which pyrophosphate reacts with the 3 nucleotidemonophosphate NMP or dNMP , which is removed ... . The pyrophosphate anion has the structure P sub 2 sub O sub 7 sub sup 4&minus sup , and is an acid ..., hydrolysis reactions of simple polyphosphates such as pyrophosphate, linear triphosphate, Adenosine .... ref name Huebner cite journal author Huebner PWA, Milburn RM title Hydrolysis of pyrophosphate to orthophosphate ... Biochemistry Bone Calcium pyrophosphate Calcium pyrophosphate dihydrate deposition disease Catalysis ... pyrophosphate Superphosphate Thiamine pyrophosphate Tooth Zinc pyrophosphate Div col end References ... pyrophosphate MeshName Pyrophosphates footer templates Phosphorus compounds categories Category ... Anions bg ca Pirofosfat de Diphosphate es Pirofosfato fa fr Pyrophosphate gl Pirofosfato ...   more details



  1. Geranyl pyrophosphate

    fa fr G ranyl pyrophosphate ja pt Pirofosfato de geranilo fi Geranyylipyrofosfaatti ...   more details



  1. Dimethylallyl pyrophosphate

    isopentenyl pyrophosphate IPP , dimethylallyl pyrophosphate DMAPP , geranyl pyrophosphate ...   more details



  1. Farnesyl pyrophosphate

    Unreferenced stub auto yes date December 2009 Chembox verifiedrevid 424660305 ImageFile Farnesyl pyrophosphate.png ImageSize 220px ImageName Skeletal formula ImageFile1 Farnesyl pyrophosphate 3D balls.png ImageSize1 250px ImageName1 Ball and stick model IUPACName OtherNames Section1 Chembox Identifiers CASNo Ref cascite correct ?? CASNo 13058 04 3 PubChem 706 SMILES MeSHName farnesyl pyrophosphate Section2 Chembox Properties Formula C sub 15 sub H sub 28 sub O sub 7 sub P sub 2 sub MolarMass 382.326 Appearance Density MeltingPt BoilingPt Solubility Section3 Chembox Hazards MainHazards FlashPt Autoignition Farnesyl pyrophosphate FPP , also known as farnesyl diphosphate FDP , is an intermediate in the HMG CoA reductase pathway used by organisms in the biosynthesis of terpene s, terpenoid s, and sterol s. It is the immediate precursor of squalene via the enzyme squalene synthase , dehydrodolichol diphosphate a precursor of dolichol , and geranylgeranyl pyrophosphate GGPP . Biosynthesis Farnesyl pyrophosphate synthase a prenyl transferase catalyzes sequential condensation reactions of dimethylallyl pyrophosphate with 2 units of 3 isopentenyl pyrophosphate to form farnesyl pyrophosphate, as is shown in the following two steps Dimethylallyl pyrophosphate reacts with 3 isopentenyl pyrophosphate to form geranyl pyrophosphate Image Cholesterol Synthesis Reaction8.png Geranyl pyrophosphate then reacts with another molecule of 3 isopentenyl pyrophosphate to form farnesyl pyrophosphate Image Cholesterol Synthesis Reaction9.png Regulation The above reactions are inhibited by bisphosphonate s used for osteoporosis . Related compounds Farnesene Farnesol Geranyl pyrophosphate Geranylgeranyl pyrophosphate Cholesterol metabolism intermediates DEFAULTSORT Farnesyl Pyrophosphate Category Organophosphates Category Sesquiterpenes Biochem stub fa fi Farnesyylipyrofosfaatti zh ...   more details



  1. C55-isoprenyl pyrophosphate

    chembox verifiedrevid 403176984 ImageFile undecaprenyl pyrophosphate.png ImageSize 280px ImageName Skeletal formula of C55 isoprenyl pyrophosphate ImageFile1 C55 isoprenyl pyrophosphate 3D balls.png ImageSize1 280px ImageName1 Ball and stick model of C55 isoprenyl pyrophosphate IUPACName phosphono 2 E ,6 E ,10 E ,14 E ,18 E ,22 E ,26 E ,30 E ,34 E ,38 E 3,7,11,15,19,23,27,31,35,39,43 undecamethyltetratetraconta 2,6,10,14,18,22,26,30,34,38,42 undecaenyl hydrogen phosphate IUPACName hidden yes OtherNames C55 undecaprenyl pyrophosphate Undecaprenyl pyrophosphate Pyrophosphoryl undecaprenol Undecaisoprenyl pyrophosphate Undecaprenyl diphosphate Section1 Chembox Identifiers CASNo 31867 59 1 PubChem 5280604 SMILES CC CCC C C CC C C CC C C CC C C CC C C CC C C CC C C CC C C CC C C CC C C COP O O OP O O O C C C C C C C C C C C Section2 Chembox Properties C 55 H 92 O 7 P 2 Appearance Density MeltingPt BoilingPt Solubility Section3 Chembox Hazards MainHazards FlashPt Autoignition C55 isoprenyl pyrophosphate undecaprenyl pyrophosphate is an essential molecule involved in construction of the bacterial peptidoglycan cell wall . organic compound stub microbiology stub Category Organophosphates Category Terpenes and terpenoids ...   more details



  1. Tetrasodium pyrophosphate

    CRC Press ISBN 0 8493 8671 3 ref Sodium pyrophosphate is used as a buffering agent , an emulsifier ... s containing sodium pyrophosphate include chicken nugget s, marshmallows , pudding , crab meat, imitation ... powder s. In toothpaste and dental floss, sodium pyrophosphate acts as a Calculus dental tartar ... deposited on teeth . Sodium pyrophosphate is sometimes used in household detergent s to prevent ... , promoting algae growth. Calcium pyrophosphate is the crystal deposited in joints in the medical condition ... de Tetranatriumdiphosphat fa fr Pyrophosphate de sodium it Pirofosfato di ...   more details



  1. Geranylgeranyl pyrophosphate

    Chembox Watchedfields changed verifiedrevid 443835762 ImageFile Geranylgeranyl pyrophosphate.png ImageSize IUPACName OtherNames Section1 Chembox Identifiers ChemSpiderID Ref chemspidercite correct chemspider ChemSpiderID 394418 InChI 1 C20H36O7P2 c1 17 2 9 6 10 18 3 11 7 12 19 4 13 8 14 20 5 15 16 26 29 24,25 27 28 21,22 23 h9,11,13,15H,6 8,10,12,14,16H2,1 5H3, H,24,25 H2,21,22,23 b18 11 ,19 13 ,20 15 InChIKey OINNEUNVOZHBOX QIRCYJPOBR StdInChI Ref stdinchicite correct chemspider StdInChI 1S C20H36O7P2 c1 17 2 9 6 10 18 3 11 7 12 19 4 13 8 14 20 5 15 16 26 29 24,25 27 28 21,22 23 h9,11,13,15H,6 8,10,12,14,16H2,1 5H3, H,24,25 H2,21,22,23 b18 11 ,19 13 ,20 15 StdInChIKey Ref stdinchicite correct chemspider StdInChIKey OINNEUNVOZHBOX QIRCYJPOSA N CASNo 6699 20 3 PubChem 447277 ChEBI Ref ebicite correct EBI ChEBI 48861 SMILES O P O O OP O O OC C C CC C C C CC C C C CC C C C C C MeSHName geranylgeranyl pyrophosphate Section2 Chembox Properties C 20 H 36 O 7 P 2 Appearance Density MeltingPt BoilingPt Section3 Chembox Hazards Solubility MainHazards FlashPt Autoignition Geranylgeranyl pyrophosphate is an intermediate in the HMG CoA reductase pathway used by organisms in the biosynthesis of terpene s and terpenoid s. ref http www.rpi.edu dept bcbp molbiochem MBWeb mb2 part1 cholesterol.htm Cholesterol Synthesis , Rensselaer Polytechnic Institute ref In plants it is also the precursor to carotenoid s, gibberellin s, tocopherol s, and chlorophyll s. It is also a precursor to geranylgeranylation geranylgeranylated proteins. Related compounds Geranylgeraniol Geranyl pyrophosphate Farnesyl pyrophosphate References reflist Cholesterol metabolism intermediates DEFAULTSORT Geranylgeranyl Pyrophosphate Category Organophosphates Category Diterpenes Biochem stub ja fi Geranyyligeranyylipyrofosfaatti ...   more details



  1. Disodium pyrophosphate

    pyrophosphate also is found in frozen hash brown s and other potato products, where it is used to keep ...   more details



  1. Calcium pyrophosphate

    Unreferenced stub auto yes date December 2009 Chembox Watchedfields changed verifiedrevid 443496302 ImageFile calcium pyrophosphate.png ImageSize 200px IUPACName Calcium diphosphate OtherNames Diphosphoric acid, calcium salt 1 2 Section1 Chembox Identifiers ChemSpiderID Ref chemspidercite correct chemspider ChemSpiderID 23034 UNII Ref fdacite correct FDA UNII X69NU20D19 InChI 1 2Ca.H4O7P2 c 1 8 2,3 7 9 4,5 6 h H2,1,2,3 H2,4,5,6 q2 2 p 4 InChIKey JUNWLZAGQLJVLR XBHQNQODAN StdInChI Ref stdinchicite correct chemspider StdInChI 1S 2Ca.H4O7P2 c 1 8 2,3 7 9 4,5 6 h H2,1,2,3 H2,4,5,6 q2 2 p 4 StdInChIKey Ref stdinchicite correct chemspider StdInChIKey JUNWLZAGQLJVLR UHFFFAOYSA J CASNo 7790 76 3 CASNo Ref cascite correct CAS PubChem 24632 ChEBI Ref ebicite correct EBI ChEBI 32598 SMILES Ca 2 . Ca 2 . O P O O OP O O O MeSHName Calcium pyrophosphate Section2 Chembox Properties Formula Ca sub 2 sub O sub 7 sub P sub 2 sub MolarMass 254.053 g mol Appearance white powder ExactMass 253.837108 Density 3.09 g cm sup 3 sup MeltingPtC 1353 BoilingPt Solubility insoluble SolubleOther soluble in hydrochloric acid HCl , nitric acid s RefractIndex 1.585 Section3 Chembox Hazards EUIndex Not listed NFPA H 2 NFPA F 0 NFPA R 0 NFPA O FlashPt Non flammable Section8 Chembox Related OtherAnions Calcium phosphate OtherCations Magnesium pyrophosphate br Sodium pyrophosphate Calcium pyrophosphate Ca sub 2 sub O sub 7 sub P sub 2 sub is a chemical compound that can be formed by the reaction of pyrophosphoric acid and a calcium base or by strongly heating calcium phosphate or calcium ammonium phosphate. It is commonly used as a mild abrasive agent in toothpastes . Deposition of CPPD in articular joints causes an arthritis condition called pseudogout . See also Calcium pyrophosphate deposition disease Calcium compounds DEFAULTSORT Calcium Pyrophosphate Category Calcium compounds Category Pyrophosphates Inorganic compound stub ar ja sr Kalcijum pirofosfat zh ...   more details



  1. Isopentenyl-diphosphate Delta-isomerase

    enzyme Name isopentenyl diphosphate delta isomerase EC number 5.3.3.2 CAS number 9033 27 6 IUBMB EC number 5 3 3 2 GO code 0004452 image width caption In enzymology , an isopentenyl diphosphate Delta isomerase EC number 5.3.3.2 is an enzyme that catalysis catalyzes the chemical reaction isopentenyl diphosphate math rightleftharpoons math dimethylallyl diphosphate Hence, this enzyme has one substrate biochemistry substrate , isopentenyl diphosphate , and one product chemistry product , dimethylallyl diphosphate . This enzyme belongs to the family of isomerase s, specifically those intramolecular oxidoreductase s transposing C C bonds. The systematic name of this enzyme class is isopentenyl diphosphate Delta3 Delta2 isomerase . Other names in common use include isopentenylpyrophosphate Delta isomerase , methylbutenylpyrophosphate isomerase , and isopentenylpyrophosphate isomerase . This enzyme participates in biosynthesis of steroids and terpenoid biosynthesis . Structural studies As of late 2007, 25 tertiary structure structures have been solved for this class of enzymes, with Protein Data Bank PDB accession codes PDB link 1HX3 , PDB link 1HZT , PDB link 1I9A , PDB link 1NFS , PDB link 1NFZ , PDB link 1OW2 , PDB link 1P0K , PDB link 1P0N , PDB link 1PPV , PDB link 1PPW , PDB link 1PVF , PDB link 1Q54 , PDB link 1R67 , PDB link 1VCF , PDB link 1VCG , PDB link 1X83 , PDB link 1X84 , PDB link 2B2K , PDB link 2DHO , PDB link 2G73 , PDB link 2G74 , PDB link 2I6K , PDB link 2ICJ , PDB link 2ICK , and PDB link 2PNY . References reflist 1 cite journal author Kaneda K, Kuzuyama T, Takagi M, Hayakawa Y, Seto H date 2001 title An unusual isopentenyl diphosphate isomerase found in the mevalonate pathway gene cluster from Streptomyces sp. strain CL190 journal Proc. Natl. Acad. Sci. U.S.A. ... AGRANOFF BW, EGGERER H, HENNING U, LYNEN F date 1960 title Biosynthesis of terpenes. VII. Isopentenyl pyrophosphate isomerase journal J. Biol. Chem. volume 235 pages 326&ndash 32 pmid 13792054 Category ...   more details



  1. Zinc pyrophosphate

    chembox verifiedrevid 402890942 Name Zinc pyrophosphate Reference ref name hand Citation last Lide first David R. author link last2 first2 author2 link publication date date year 1998 title Handbook of Chemistry and Physics edition 87 volume series publication place Boca Raton, FL place publisher CRC Press id isbn 0 8493 0594 2 doi oclc pages 4 96 url accessdate ref ImageFile Zinc pyrophosphate.png ImageSize ImageName Zinc pyrophosphate OtherNames Section1 Chembox Identifiers ChemSpiderID Ref chemspidercite correct chemspider ChemSpiderID 56393 PubChem 62641 InChI 1 H4O7P2.2Zn c1 8 2,3 7 9 4,5 6 h H2,1,2,3 H2,4,5,6 q 2 2 p 4 InChIKey OMSYGYSPFZQFFP XBHQNQODAA SMILES Zn 2 . Zn 2 . O P O O OP O O O StdInChI Ref stdinchicite correct chemspider StdInChI 1S H4O7P2.2Zn c1 8 2,3 7 9 4,5 6 h H2,1,2,3 H2,4,5,6 q 2 2 p 4 StdInChIKey Ref stdinchicite correct chemspider StdInChIKey OMSYGYSPFZQFFP UHFFFAOYSA J CASNo 7446 26 6 Section2 Chembox Properties Formula Zn sub 2 sub P sub 2 sub O sub 7 sub MolarMass 304.72 g mol Appearance white crystalline powder Density 3.75 g cm sup 3 sup MeltingPt BoilingPt Solubility insoluble SolubleOther soluble in dilute acid s Section3 Chembox Structure CrystalStruct Section7 Chembox Hazards EUClass Zinc pyrophospate Zn sub 2 sub P sub 2 sub O sub 7 sub is an inorganic chemical compound . It is useful in gravimetric analysis of zinc. Zinc pyrophosphate is obtained by precipitating zinc as a phosphate, then heating over 1123 K. Fact date May 2009 References Reflist Zinc compounds Category Pyrophosphates Category Zinc compounds inorganic compound stub el fa ...   more details



  1. Thiamine pyrophosphate

    , which is in turn connected to a pyrophosphate diphosphate functional group . The part of TPP molecule ... The TPP thiazolium ring can be deprotonated at C2 to become an ylid. Image Thiamine pyrophosphate ... pyrophosphate gl Pirofosfato de tiamina it Tiamina pirofosfato ja pl Pirofosforan tiaminy ...   more details



  1. Tetraethyl pyrophosphate

    Chembox verifiedrevid 457790064 ImageFile Tetraethyl pyrophosphate.png ImageSize IUPACName tetraethyl diphosphate OtherNames Section1 Chembox Identifiers CASNo Ref cascite correct CAS CASNo 107 49 3 ChEMBL Ref ebicite correct EBI ChEMBL 293787 PubChem 7873 ChemSpiderID Ref chemspidercite correct chemspider ChemSpiderID 7585 SMILES O P OP O OCC OCC OCC OCC InChI 1 C8H20O7P2 c1 5 11 16 9,12 6 2 15 17 10,13 7 3 14 8 4 h5 8H2,1 4H3 InChIKey IDCBOTIENDVCBQ UHFFFAOYAI StdInChI Ref stdinchicite correct chemspider StdInChI 1S C8H20O7P2 c1 5 11 16 9,12 6 2 15 17 10,13 7 3 14 8 4 h5 8H2,1 4H3 StdInChIKey Ref stdinchicite correct chemspider StdInChIKey IDCBOTIENDVCBQ UHFFFAOYSA N Section2 Chembox Properties C 8 H 20 O 7 P 2 Appearance Density MeltingPt BoilingPt Solubility Section3 Chembox Hazards MainHazards FlashPt Autoignition Tetraethyl pyrophosphate , abbreviated TEPP, is an organophosphate compound . It is used as a pesticide . This compound is a clear, colorless liquid. It is soluble in water, but hydrolyzes rapidly. ref Ullmann s doi 10.1002 14356007.a14 263 title Insect Control author Robert L. Metcalf ref It was first synthesized by Philippe de Clermont . This compound may be prepared by two equivalents of diethyl chlorophosphate with one equivalent of water in the presence of pyridine to scavenge the hydrogen chloride formed ref cite journal doi 10.1021 ja01191a104 journal J. Am. Chem. Soc. year 1948 last1 Toy first1 A. D. F. volume 70 issue 11 pages 3882 title The Preparation of Tetraethyl Pyrophosphate and Other Tetraalkyl Pyrophosphates ref File Synthesis of tetraethyl pyrophosphate.png 400px References References Category Pyrophosphates fa sr Tetraetil pirofosfat fi Tetraetyylipyrofosfaatti ...   more details



  1. Isopentenyl-diphosphate delta isomerase

    protein Name isopentenyl diphosphate delta isomerase 1 caption image width HGNCid 5387 Symbol IDI1 AltSymbols EntrezGene 3422 OMIM 604055 RefSeq NM 004508 UniProt Q13907 PDB ECnumber 5.3.3.2 Chromosome 10 Arm p Band 15.3 LocusSupplementaryData Isopentenyl diphosphate delta isomerase or isopentenyl pyrophosphate isomerase IPP isomerase is an isomerase which catalysis catalyzes the conversion of the relatively un reactive isopentenyl pyrophosphate IPP to the more reactive electrophile dimethylallyl pyrophosphate DMAPP . This isomerization is a key step in the biosynthesis of terpenoid isoprenoids through the mevalonate pathway . Enzyme Mechanism IPP isomerase catalyzes the isomerization of IPP to DMAPP by an Antarafacial and suprafacial antarafacial transposition of hydrogen . ref name Cornforth69 Cite pmid 4288360 ref ref Cornforth, R. H. and G. Popj k 1969 . Chemical syntheses of substrates of sterol biosynthesis. Methods in Enzymology. B. C. Raymond, Academic Press. Volume 15 359 390. ref The empirical evidence suggests that this reaction proceeds by a protonation deprotonation mechanism, with the addition of a proton to the Cahn Ingold Prelog priority rules re face of the inactivated C sub 3 sub C sub 4 sub double bond resulting in a transient carbocation reaction intermediate intermediate . ref name Reardon Cite pmid 3022798 ref ref Street, I. P., D. J. Christensen, et al. 1990 . Hydrogen exchange during the enzyme catalyzed isomerization of isopentenyl diphosphate and dimethylallyl diphosphate. Journal of the American Chemical Society 112 23 8577 8578. ref The removal of the pro R proton from C sub 2 sub forms the C sub 2 sub C sub 3 sub double bond of DMAPP. File IPP isomerase mechanism.png frame none alt IPP isomerase mechanism The mechanism for the isomerization between IPP and DMAPP. Generic proton donors and acceptors are shown because the identities of the amino acids that carry out these functions have not conclusively been established. Enzyme Structure Image ...   more details



  1. (E)-4-Hydroxy-3-methyl-but-2-enyl pyrophosphate

    DISPLAYTITLE E 4 Hydroxy 3 methyl but 2 enyl pyrophosphate chembox verifiedrevid 456493945 Name E 4 Hydroxy 3 methyl but 2 enyl pyrophosphate ImageFile HMB PP.PNG ImageSize 190px ImageName Chemical structure of HMB PP ImageFile1 HMBPP 3D balls.png ImageSize1 240px ImageName1 Ball and stick model, shown here as a 3 ion IUPACName E 4 hydroxy 3 methylbut 2 enoxy oxidophosphoryl phosphate OtherNames E 4 hydroxy dimethylallyl pyrophosphate br HDMAPP br E 4 Hydroxy 3 methyl but 2 enyl diphosphate br HMBDP Section1 Chembox Identifiers ChemSpiderID Ref chemspidercite correct chemspider ChEBI Ref ebicite correct EBI ChEBI 15664 ChemSpiderID 4445244 InChI 1 C5H12O8P2 c1 5 4 6 2 3 12 15 10,11 13 14 7,8 9 h2,6H,3 4H2,1H3, H,10,11 H2,7,8,9 b5 2 InChIKey MDSIZRKJVDMQOQ GORDUTHDBB SMILES1 O P OP O O O OC C C CO C O StdInChI Ref stdinchicite correct chemspider StdInChI 1S C5H12O8P2 c1 5 4 6 2 3 12 15 10,11 13 14 7,8 9 h2,6H,3 4H2,1H3, H,10,11 H2,7,8,9 b5 2 StdInChIKey Ref stdinchicite correct chemspider StdInChIKey MDSIZRKJVDMQOQ GORDUTHDSA N CASNo Ref cascite correct ?? CASNo ChEMBL Ref ebicite correct EBI ChEMBL 145233 PubChem 21597501 SMILES CC CCOP O O OP O O O CO Section2 Chembox Properties C 5 H 12 O 8 P 2 Appearance Density MeltingPt BoilingPt Solubility Section3 Chembox Hazards MainHazards FlashPt Autoignition E 4 Hydroxy 3 methyl but 2 enyl pyrophosphate HMBPP or HMB PP is an intermediate of the non mevalonate pathway of isoprenoid biosynthesis. ref name Rohmer cite journal last1 Rohmer first1 M title The discovery of a mevalonate independent pathway for isoprenoid biosynthesis in bacteria, algae and higher plants journal Natural product reports volume 16 issue 5 pages 565 74 year ... erythritol 2,4 cyclopyrophosphate MEcPP into HMB PP, and HMB PP is then converted further to isopentenyl pyrophosphate IPP and dimethylallyl pyrophosphate DMAPP by HMB PP reductase LytB, IspH . HMB ... links MeshName 4 hydroxy 3 methylbut 2 enyl pyrophosphate DEFAULTSORT Hydroxymethylbutenyl Pyrophosphate ...   more details



  1. C5H12O7P2

    DISPLAYTITLE C sub 5 sub H sub 12 sub O sub 7 sub P sub 2 sub The molecular formula C sub 5 sub H sub 12 sub O sub 7 sub P sub 2 sub molar mass 246.09 g mol may refer to Dimethylallyl pyrophosphate Isopentenyl pyrophosphate molFormDisambig sr C5H12O7P2 ...   more details



  1. Dimethylallyltranstransferase

    protein Name farnesyl diphosphate synthase farnesyl pyrophosphate synthetase, dimethylallyltranstransferase, geranyltranstransferase caption image width HGNCid 3631 Symbol FDPS AltSymbols EntrezGene 2224 OMIM 134629 RefSeq NM 002004 UniProt P14324 PDB ECnumber 2.5.1.1 Chromosome 1 Arm q Band 22 LocusSupplementaryData Dimethylallyltranstransferase is an enzyme that converts dimethylallylpyrophosphate and isopentenyl pyrophosphate into farnesylpyrophosphate . It is also referred to as farnesylpyrophosphate synthase or farnesyldiphosphate synthase. Pyrophosphate is also involved, as both a reactant and a product. Geranylpyrophosphate is created in an intermediate step. See also Geranyltranstransferase External links MeshName Dimethylallyltranstransferase transferase stub Alkyl and aryl transferases Ketone and cholesterol metabolism enzymes fi Dimetyyliallyylitranstransferaasi ...   more details



  1. Trans-pentaprenyltranstransferase

    enzyme Name trans pentaprenyltranstransferase EC number 2.5.1.33 CAS number 83745 07 7 IUBMB EC number 2 5 1 33 GO code 0048045 image width caption In enzymology , a trans pentaprenyltranstransferase EC number 2.5.1.33 is an enzyme that catalysis catalyzes the chemical reaction all trans pentaprenyl diphosphate isopentenyl diphosphate math rightleftharpoons math diphosphate all trans hexaprenyl diphosphate Thus, the two substrate biochemistry substrates of this enzyme are all trans pentaprenyl diphosphate and isopentenyl diphosphate , whereas its two product chemistry products are diphosphate and all trans hexaprenyl diphosphate . This enzyme belongs to the family of transferase s, specifically those transferring aryl or alkyl groups other than methyl groups. The systematic name of this enzyme class is all trans pentaprenyl diphosphate isopentenyl diphosphate pentaprenyltranstransferase . Other names in common use include all trans hexaprenyl diphosphate synthase , hexaprenyl diphosphate synthase , and hexaprenyl pyrophosphate synthetase . This enzyme participates in biosynthesis of steroids . References reflist 1 cite journal author Fujii H, Koyama T, Ogura K date 1982 title Hexaprenyl pyrophosphate synthetase from Micrococcus luteus B P 26 Separation of two essential components journal J. Biol. Chem. volume 257 pages 14610&ndash 2 pmid 7174655 issue 24 transferase stub Category EC 2.5.1 Category Enzymes of unknown structure ...   more details



  1. Rubber cis-polyprenylcistransferase

    enzyme Name rubber cis polyprenylcistransferase EC number 2.5.1.20 CAS number 62213 41 6 IUBMB EC number 2 5 1 20 GO code 0050267 image width caption In enzymology , a rubber cis polyprenylcistransferase EC number 2.5.1.20 is an enzyme that catalysis catalyzes the chemical reaction poly cis polyprenyl diphosphate isopentenyl diphosphate math rightleftharpoons math diphosphate a poly cis polyprenyl diphosphate longer by one C sub 5 sub unit Thus, the two substrate biochemistry substrates of this enzyme are poly cis polyprenyl diphosphate and isopentenyl diphosphate , whereas its two product chemistry products are diphosphate and poly cis polyprenyl diphosphate longer by one C5 unit . This enzyme belongs to the family of transferase s, specifically those transferring aryl or alkyl groups other than methyl groups. The systematic name of this enzyme class is poly cis polyprenyl diphosphate isopentenyl diphosphate polyprenylcistransferase . Other names in common use include rubber allyltransferase , rubber transferase , isopentenyl pyrophosphate cis 1,4 polyisoprenyl transferase , cis prenyl transferase , rubber polymerase , and rubber prenyltransferase . This enzyme participates in biosynthesis of steroids . References reflist 1 cite journal author Archer BL and Cockbain EG date 1969 title Rubber transferase from Hevea brasiliensis latex journal Methods Enzymol. volume 15 pages 476&ndash 480 doi 10.1016 S0076 6879 69 15018 1 series Methods in Enzymology isbn 9780121818722 cite journal author McMullen AI and McSweeney GP date 1966 title The biosynthesis of rubber Incorporation of isopentenyl pyrophosphate into purified rubber particles by a soluble latex serum enzyme journal Biochem. J. volume 101 pages 42&ndash 47 pmid 16742418 issue 1 pmc 1270063 transferase stub Category EC 2.5.1 Category Enzymes of unknown structure ...   more details



  1. Diphosphomevalonate decarboxylase

    enzyme Name diphosphomevalonate decarboxylase EC number 4.1.1.33 CAS number 9024 66 2 IUBMB EC number 4 1 1 33 GO code 0004163 image width caption In enzymology , a diphosphomevalonate decarboxylase EC number 4.1.1.33 is an enzyme that catalysis catalyzes the chemical reaction ATP R 5 diphosphomevalonate math rightleftharpoons math ADP phosphate isopentenyl diphosphate CO sub 2 sub Thus, the two substrate biochemistry substrates of this enzyme are adenosine triphosphate ATP and R 5 diphosphomevalonate , whereas its 4 product chemistry products are adenosine diphosphate ADP , phosphate , isopentenyl diphosphate , and carbon dioxide CO sub 2 sub . This enzyme belongs to the family of lyase s, specifically the carboxy lyases, which cleave carbon carbon bonds. The systematic name of this enzyme class is ATP R 5 diphosphomevalonate carboxy lyase adding ATP isopentenyl diphosphate forming . Other names in common use include pyrophosphomevalonate decarboxylase , mevalonate 5 pyrophosphate decarboxylase , pyrophosphomevalonic acid decarboxylase , 5 pyrophosphomevalonate decarboxylase , mevalonate 5 diphosphate decarboxylase , and ATP R 5 diphosphomevalonate carboxy lyase dehydrating . This enzyme participates in biosynthesis of steroids . Structural studies As of late 2007, 4 tertiary structure structures have been solved for this class of enzymes, with Protein Data Bank PDB accession codes PDB link 1FI4 , PDB link 2HK2 , PDB link 2HK3 , and PDB link 2HKE . References reflist 1 cite journal author Bloch K, Chaykin S, Phillips AH and de Waard A date 1959 title Mevalonic acid pyrophosphate and isopentenyl pyrophosphate journal J. Biol. Chem. volume 234 pages 2595&ndash 2604 4.1 enzyme stub Category EC 4.1.1 Category Enzymes of known structure ...   more details



  1. TRNA isopentenyltransferase

    enzyme Name tRNA isopentenyltransferase EC number 2.5.1.8 CAS number 37277 78 4 IUBMB EC number 2 5 1 8 GO code 0004811 image width caption lowercase In enzymology , a tRNA isopentenyltransferase EC number 2.5.1.8 is an enzyme that catalysis catalyzes the chemical reaction isopentenyl diphosphate tRNA math rightleftharpoons math diphosphate tRNA containing 6 isopentenyladenosine Thus, the two substrate biochemistry substrates of this enzyme are isopentenyl diphosphate and tRNA , whereas its two product chemistry products are diphosphate and tRNA containing 6 isopentenyladenosine . This enzyme belongs to the family of transferase s, specifically those transferring aryl or alkyl groups other than methyl groups. The systematic name of this enzyme class is isopentenyl diphosphate tRNA isopentenyltransferase . Other names in common use include transfer ribonucleate isopentenyltransferase , Delta2 isopentenyl pyrophosphate tRNA Delta2 isopentenyl , transferase , Delta2 isopentenyl pyrophosphate transfer ribonucleic acid , and Delta2 isopentenyltransferase . File Isopentenyladenosine.svg thumb 200px none N sup 6 sup Isopentenyladenosine Structural studies As of late 2007, only one tertiary structure structure has been solved for this class of enzymes, with the Protein Data Bank PDB accession code PDB link 2QGN . References reflist 1 Literature cite journal author Kline LK, Fittler F, Hall RH date 1969 title N sup 6 sup sup 2 sup isopentenyl adenosine. Biosynthesis in transfer ribonucleic acid in vitro journal Biochemistry volume 8 issue 11 pages 4361 4371 pmid 4311031 doi 10.1021 bi00839a021 cite journal author Rosenbaum N, Gefter ML date 1972 title sup 2 sup Isopentenylpyrophosphate Transfer Ribonucleic Acid sup 2 sup Isopentenyltransferase from Escherichia coli . Purification and properties of the enzyme journal J. Biol. Chem. volume 247 issue 18 pages 5675 5680 pmid 4341485 transferase stub Category EC 2.5.1 Category Enzymes of known structure ...   more details



  1. Farnesyltranstransferase

    enzyme Name farnesyltranstransferase EC number 2.5.1.29 CAS number 9032 58 0 IUBMB EC number 2 5 1 29 GO code 0004311 image width caption In enzymology , a farnesyltranstransferase EC number 2.5.1.29 is an enzyme that catalysis catalyzes the chemical reaction trans,trans farnesyl diphosphate isopentenyl diphosphate math rightleftharpoons math diphosphate geranylgeranyl diphosphate Thus, the two substrate biochemistry substrates of this enzyme are trans,trans farnesyl diphosphate and isopentenyl diphosphate , whereas its two product chemistry products are diphosphate and geranylgeranyl diphosphate . This enzyme belongs to the family of transferase s, specifically those transferring aryl or alkyl groups other than methyl groups. The systematic name of this enzyme class is trans,trans farnesyl diphosphate isopentenyl diphosphate farnesyltranstransferase . Other names in common use include geranylgeranyl diphosphate synthase , geranylgeranyl pyrophosphate synthetase , geranylgeranyl PP synthetase , farnesyltransferase , and geranylgeranyl pyrophosphate synthase . This enzyme participates in biosynthesis of steroids and terpenoid biosynthesis . This protein may use the morpheein model of allosteric regulation . ref name pmid22182754 cite journal author T. Selwood and E. K. Jaffe. title Dynamic dissociating homo oligomers and the control of protein function. journal Arch. Biochem. Biophys. volume 519 issue 2 pages 131 43 year 2011 pmid 22182754 url http www.ncbi.nlm.nih.gov entrez query.fcgi?cmd Retrieve&db PubMed&dopt Citation&list uids 22182754 doi 10.1016 j.abb.2011.11.020 ref Structural studies As of late 2007, two tertiary structure structures have been solved for this class of enzymes, with Protein Data Bank PDB accession codes PDB link 2DH4 and PDB link 2Q80 . References reflist 1 cite journal author Sagami H, Ishi K and Ogura K date 1981 title Occurrence and unusual properties of geranylgeranyl pyrophosphate synthetase of pig liver journal Biochem. Int. volume 3 p ...   more details



  1. Trans-hexaprenyltranstransferase

    enzyme Name trans hexaprenyltranstransferase EC number 2.5.1.30 CAS number 74506 59 5 IUBMB EC number 2 5 1 30 GO code 0000010 image width caption In enzymology , a trans hexaprenyltranstransferase EC number 2.5.1.30 is an enzyme that catalysis catalyzes the chemical reaction all trans hexaprenyl diphosphate isopentenyl diphosphate math rightleftharpoons math diphosphate all trans heptaprenyl diphosphate Thus, the two substrate biochemistry substrates of this enzyme are all trans hexaprenyl diphosphate and isopentenyl diphosphate , whereas its two product chemistry products are diphosphate and all trans heptaprenyl diphosphate . This enzyme belongs to the family of transferase s, specifically those transferring aryl or alkyl groups other than methyl groups. The systematic name of this enzyme class is all trans hexaprenyl diphosphate isopentenyl diphosphate hexaprenyltranstransferase . Other names in common use include all trans heptaprenyl diphosphate synthase , heptaprenyl pyrophosphate synthase , heptaprenyl diphosphate synthase , and heptaprenyl pyrophosphate synthetase . This enzyme participates in biosynthesis of steroids . Structural studies As of late 2007, 11 tertiary structure structures have been solved for this class of enzymes, with Protein Data Bank PDB accession codes PDB link 2E8T , PDB link 2E8U , PDB link 2E8V , PDB link 2E8W , PDB link 2E8X , PDB link 2E90 , PDB link 2E91 , PDB link 2E92 , PDB link 2E93 , PDB link 2E94 , and PDB link 2E95 . References reflist 1 cite journal author Takahashi I, Ogura K, Seto S date 1980 title Heptaprenyl pyrophosphate synthetase from Bacillus subtilis journal J. Biol. Chem. volume 255 pages 4539&ndash 43 pmid 6768722 issue 10 transferase stub Category EC 2.5.1 Category Enzymes of known structure ...   more details



  1. Geranyltranstransferase

    Tokyo title The purification of prenyltransferase and isopentenyl pyrophosphate isomerase of pumpkin ... pyrophosphate synthetase from Bacillus subtilis journal J. volume Biochem. pages 1581&ndash 7 ... subtilis undecaprenyl pyrophosphate synthetase and geranylgeranyl pyrophosphate synthetase ...   more details




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