BRENDA - Enzyme Database
show all sequences of 4.1.99.16

Geosmin biosynthesis. Mechanism of the fragmentation-rearrangement in the conversion of germacradienol to geosmin

Jiang, J.; Cane, D.E.; J. Am. Chem. Soc. 130, 428-429 (2008)

Data extracted from this reference:

Organism
Organism
UniProt
Commentary
Textmining
Streptomyces coelicolor
Q9X839
C-terminal domain; germacradienol/germacrene D synthase
-
Reaction
Reaction
Commentary
Organism
Reaction ID
(1E,4S,5E,7R)-germacra-1(10),5-dien-11-ol + H2O = (-)-geosmin + acetone
conversion of germacradienol to geosmin results in the release of the three-carbon side chain as acetone and involves a 1,2-hydride shift of the bridgehead hydrogen exclusively into ring B of geosmin
Streptomyces coelicolor
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
Substrate Product ID
(1E,4S,5E,7R)-germacra-1(10),5-dien-11-ol + H2O
catalysed by the C-terminal domain of the bifunctional enzyme
692761
Streptomyces coelicolor
(-)-geosmin + acetone
-
-
-
?
additional information
conversion of germacradienol to geosmin results in the release of the three-carbon side chain as acetone and involves a 1,2-hydride shift of the bridgehead hydrogen exclusively into ring B of geosmin
692761
Streptomyces coelicolor
?
-
-
-
-
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
ID
(1E,4S,5E,7R)-germacra-1(10),5-dien-11-ol + H2O
catalysed by the C-terminal domain of the bifunctional enzyme
692761
Streptomyces coelicolor
(-)-geosmin + acetone
-
-
-
?
additional information
conversion of germacradienol to geosmin results in the release of the three-carbon side chain as acetone and involves a 1,2-hydride shift of the bridgehead hydrogen exclusively into ring B of geosmin
692761
Streptomyces coelicolor
?
-
-
-
-
Other publictions for EC 4.1.99.16
No.
1st author
Pub Med
title
organims
journal
volume
pages
year
Activating Compound
Application
Cloned(Commentary)
Crystallization (Commentary)
Engineering
General Stability
Inhibitors
KM Value [mM]
Localization
Metals/Ions
Molecular Weight [Da]
Natural Substrates/ Products (Substrates)
Organic Solvent Stability
Organism
Oxidation Stability
Posttranslational Modification
Purification (Commentary)
Reaction
Renatured (Commentary)
Source Tissue
Specific Activity [micromol/min/mg]
Storage Stability
Substrates and Products (Substrate)
Subunits
Synonyms
Temperature Optimum [°C]
Temperature Range [°C]
Temperature Stability [°C]
Turnover Number [1/s]
pH Optimum
pH Range
pH Stability
Cofactor
Ki Value [mM]
pI Value
IC50 Value
Activating Compound (protein specific)
Application (protein specific)
Cloned(Commentary) (protein specific)
Cofactor (protein specific)
Crystallization (Commentary) (protein specific)
Engineering (protein specific)
General Stability (protein specific)
IC50 Value (protein specific)
Inhibitors (protein specific)
Ki Value [mM] (protein specific)
KM Value [mM] (protein specific)
Localization (protein specific)
Metals/Ions (protein specific)
Molecular Weight [Da] (protein specific)
Natural Substrates/ Products (Substrates) (protein specific)
Organic Solvent Stability (protein specific)
Oxidation Stability (protein specific)
Posttranslational Modification (protein specific)
Purification (Commentary) (protein specific)
Renatured (Commentary) (protein specific)
Source Tissue (protein specific)
Specific Activity [micromol/min/mg] (protein specific)
Storage Stability (protein specific)
Substrates and Products (Substrate) (protein specific)
Subunits (protein specific)
Temperature Optimum [°C] (protein specific)
Temperature Range [°C] (protein specific)
Temperature Stability [°C] (protein specific)
Turnover Number [1/s] (protein specific)
pH Optimum (protein specific)
pH Range (protein specific)
pH Stability (protein specific)
pI Value (protein specific)
Expression
General Information
General Information (protein specific)
Expression (protein specific)
KCat/KM [mM/s]
KCat/KM [mM/s] (protein specific)
743387
Schifrin
A single terpene synthase is ...
Sorangium cellulosum, Sorangium cellulosum Soce56
Org. Biomol. Chem.
14
3385-3393
2016
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747096
Harris
Structural studies of geosmin ...
Streptomyces coelicolor, Streptomyces coelicolor ATCC BAA-471 / A3(2) / M145
Biochemistry
54
7142-7155
2015
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747590
Zhou
-
Cloning and expression analys ...
Aphanizomenon gracile, Aphanizomenon gracile WH-1
Chin. J. Appl. Environ. Biol.
21
824-829
2015
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728186
Giglio
Expression of the geosmin synt ...
Dolichospermum circinale, Dolichospermum circinale AWQC318
J. Phycol.
47
1338-1343
2011
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712642
Singh
Exploration of geosmin synthas ...
Streptomyces peucetius, Streptomyces peucetius ATCC 27952
J. Ind. Microbiol. Biotechnol.
36
1257-1265
2009
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692761
Jiang
Geosmin biosynthesis. Mechanis ...
Streptomyces coelicolor
J. Am. Chem. Soc.
130
428-429
2008
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680396
Cane
Geosmin biosynthesis in Strept ...
Streptomyces avermitilis
J. Antibiot.
59
471-479
2006
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