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Information on EC 4.2.3.187 - (2Z,6E)-hedycaryol synthase for references in articles please use BRENDA:EC4.2.3.187
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EC Tree
IUBMB Comments Isolated from the bacterium Kitasatospora setae. The stereochemistry suggests the farnesyl diphosphate rearranges to nerolidyl diphosphate or an equivalent intermediate before cyclization. See also EC 4.2.3.174 (2E,6E)-hedycaryol synthase.
The expected taxonomic range for this enzyme is: Kitasatospora setae
Synonyms
HCS,
KSE_00200t ,
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HCS
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KSE_00200t
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(2E,6E)-farnesyl diphosphate + H2O = (2Z,6E)-hedycaryol + diphosphate
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(2E,6E)-farnesyl-diphosphate diphosphate-lyase [cyclizing, (2Z,6E)-hedycaryol-forming]
Isolated from the bacterium Kitasatospora setae. The stereochemistry suggests the farnesyl diphosphate rearranges to nerolidyl diphosphate or an equivalent intermediate before cyclization. See also EC 4.2.3.174 (2E,6E)-hedycaryol synthase.
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(2E,6E)-farnesyl diphosphate + H2O
(2Z,6E)-hedycaryol + diphosphate
additional information
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(2E,6E)-farnesyl diphosphate + H2O
(2Z,6E)-hedycaryol + diphosphate
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(2E,6E)-farnesyl diphosphate + H2O
(2Z,6E)-hedycaryol + diphosphate
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additional information
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no substrates: geranyl diphosphate, (2Z,6E)-farnesyl diphosphate, (2E,6E,10E)-geranygeranyl diphosphate and (2Z,6E)-2-fluorofarnesyl diphosphate
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additional information
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no substrates: geranyl diphosphate, (2Z,6E)-farnesyl diphosphate, (2E,6E,10E)-geranygeranyl diphosphate and (2Z,6E)-2-fluorofarnesyl diphosphate
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(2E,6E)-farnesyl diphosphate + H2O
(2Z,6E)-hedycaryol + diphosphate
(2E,6E)-farnesyl diphosphate + H2O
(2Z,6E)-hedycaryol + diphosphate
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(2E,6E)-farnesyl diphosphate + H2O
(2Z,6E)-hedycaryol + diphosphate
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UniProt
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UniProt
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HCS_KITSK
Kitasatospora setae (strain ATCC 33774 / DSM 43861 / JCM 3304 / KCC A-0304 / NBRC 14216 / KM-6054)
338
0
37591
Swiss-Prot
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Kitasatospora setae (strain ATCC 33774 / DSM 43861 / JCM 3304 / KCC A-0304 / NBRC 14216 / KM-6054)
Kitasatospora setae (strain ATCC 33774 / DSM 43861 / JCM 3304 / KCC A-0304 / NBRC 14216 / KM-6054)
Kitasatospora setae (strain ATCC 33774 / DSM 43861 / JCM 3304 / KCC A-0304 / NBRC 14216 / KM-6054)
Kitasatospora setae (strain ATCC 33774 / DSM 43861 / JCM 3304 / KCC A-0304 / NBRC 14216 / KM-6054)
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structure in complex with nerolidol shows the key carbonyl oxygen of Val179, a highly conserved helix break (G1/2) and its corresponding helix dipole acting in . stabilisation of the carbocation at the substrate's C1 position and catalyzing 1,10 ring closure, thereby exclusively generating the anti-Markovnikov product
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41
two-step transition, melting temperatures of 41°C and 49°C
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two-step transition, melting temperatures of 41°C and 49°C
52
melting temperature in presence of 2-fluorofarnesyl diphosphate
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Baer, P.; Rabe, P.; Citron, C.; De Oliveira Mann, C.; Kaufmann, N.; Groll, M.; Dickschat, J.
Hedycaryol synthase in complex with nerolidol reveals terpene cyclase mechanism
ChemBioChem
15
213-216
2014
Kitasatospora setae (E4MYY0), Kitasatospora setae DSM 43861 (E4MYY0)
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