Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary for 4.2.3.22 extracted from

  • He, X.; Cane, D.E.
    Mechanism and stereochemistry of the germacradienol/germacrene D synthase of Streptomyces coelicolor A3(2) (2004), J. Am. Chem. Soc., 126, 2678-2679.
    View publication on PubMed
Search for more literature for 4.2.3.22

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2-trans,6-trans-farnesyl diphosphate + H2O Streptomyces coelicolor key step in biosynthesis of geosmin (4S,7R)-germacra-1(10)E,5E-dien-11-ol + diphosphate
-
 ?
2-trans,6-trans-farnesyl diphosphate + H2O Streptomyces coelicolor A3(2) key step in biosynthesis of geosmin (4S,7R)-germacra-1(10)E,5E-dien-11-ol + diphosphate
-
 ?

Organism

Organism UniProt Comment Textmining
Streptomyces coelicolor
-
 gene SC9B1.20
-
Streptomyces coelicolor A3(2)
-
 gene SC9B1.20
-

Reaction

Reaction Comment Organism Reaction ID
(2E,6E)-farnesyl diphosphate + H2O = (1E,4S,5E,7R)-germacra-1(10),5-dien-11-ol + diphosphate catalytic mechanism via intermediate is (7R)-germacra-1(10),4-diene-11-ol Streptomyces coelicolor
a

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2-trans,6-trans-farnesyl diphosphate + H2O key step in biosynthesis of geosmin Streptomyces coelicolor (4S,7R)-germacra-1(10)E,5E-dien-11-ol + diphosphate
-
 ?
2-trans,6-trans-farnesyl diphosphate + H2O cyclization reaction, detailed mechanism, an intermediate is (7R)-germacra-1(10),4-diene-11-ol Streptomyces coelicolor (4S,7R)-germacra-1(10)E,5E-dien-11-ol + diphosphate GC-MS and NMR product configuration analysis ?
2-trans,6-trans-farnesyl diphosphate + H2O key step in biosynthesis of geosmin Streptomyces coelicolor A3(2) (4S,7R)-germacra-1(10)E,5E-dien-11-ol + diphosphate
-
 ?
2-trans,6-trans-farnesyl diphosphate + H2O cyclization reaction, detailed mechanism, an intermediate is (7R)-germacra-1(10),4-diene-11-ol Streptomyces coelicolor A3(2) (4S,7R)-germacra-1(10)E,5E-dien-11-ol + diphosphate GC-MS and NMR product configuration analysis ?
additional information stereospecificity, the 1,3-hydride shift of the (-)-germacrene D synthase of Streptomyces coelicolor A3(2) is opposite to the enzyme from Solidago canadensis Streptomyces coelicolor ?
-
 ?
additional information stereospecificity, the 1,3-hydride shift of the (-)-germacrene D synthase of Streptomyces coelicolor A3(2) is opposite to the enzyme from Solidago canadensis Streptomyces coelicolor A3(2) ?
-
 ?

Synonyms

Synonyms Comment Organism
germacradienol/germacrene D synthase
-
 Streptomyces coelicolor