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Literature summary for 4.2.3.11 extracted from

  • Krause, S.; K๖llner, T.; Asbach, J.; Degenhardt, J.
    Stereochemical mechanism of two sabinene hydrate synthases forming antipodal monoterpenes in thyme (Thymus vulgaris) (2013), Arch. Biochem. Biophys., 529, 112-121.
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
expression in Escherichia coli Thymus vulgaris

Protein Variants

Protein Variants Comment Organism
I346N mutation to the corresponding residue in isoform Tps6. Mutation alters the stereospecificity to that of TPS6. (1S,2S,4R)-(E)-sabinene hydrate is still the main product of this mutant, but I346N also produces the (4S)-enantiomers of (E)-sabinene hydrate and (Z)-sabinene hydrate Thymus vulgaris
N350I mutation to the corresponding residue in isoform Tps7. Mutation alters the stereospecificity to that of TPS7, mutant produces only the (1S,2S,4R)-enantiomer of (E)-sabinene hydrate Thymus vulgaris

Organism

Organism UniProt Comment Textmining
Thymus vulgaris L0HAM7 isoform Tps6
-
Thymus vulgaris L0HB77 isoform Tps7
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(3R)-linalyl diphosphate + H2O
-
Thymus vulgaris (1S,2S,4R)-(E)-sabinene hydrate + diphosphate exclusive product of both isoforms Tps6 and Tps7 ?
(3S)-linalyl diphosphate + H2O
-
Thymus vulgaris (1R,2R,4S)-(E)-sabinene hydrate + diphosphate
-
?
(3S)-linalyl diphosphate + H2O
-
Thymus vulgaris (1S,2R,4S)-(Z)-sabinene hydrate + diphosphate no formation of the stereoisomer (1R,2S,4R)-(Z)-sabinene hydrate ?
geranyl diphosphate + H2O
-
Thymus vulgaris (1S,2R,4S)-(Z)-sabinene hydrate + diphosphate the stereospecificity of the reaction is determined by the formation of the first intermediate, linalyl diphosphate. Products of isoform Tps6 are 60.4% (Z)-sabinene hydrate, 20.9% (E)-sabinene hydrate, 3.2% alpha-pinene, 2.6% myrcene plus traces of 12 more monoterpenes ?
geranyl diphosphate + H2O
-
Thymus vulgaris (1S,2S,4R)-(E)-sabinene hydrate + diphosphate the stereospecificity of the reaction is determined by the formation of the first intermediate, linalyl diphosphate. Products of isoform Tps7 are 77.8% (1S,2S,4R)-(E)-sabinene hydrate, 6.3% limonene, 1.43% (Z)-sabinene hydrate plus traces of other monoterpenes ?
geranyl diphosphate + H2O
-
Thymus vulgaris (E)-sabinene hydrate + diphosphate the stereospecificity of the reaction is determined by the formation of the first intermediate, linalyl diphosphate. Products of isoform Tps6 are 60.4% (Z)-sabinene hydrate, 20.9% (E)-sabinene hydrate, 3.2% alpha-pinene, 2.6% myrcene plus traces of 12 more monoterpenes ?

Synonyms

Synonyms Comment Organism
TPS6
-
Thymus vulgaris
Tps7
-
Thymus vulgaris