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EC Tree
IUBMB Comments The cyclization mechanism involves an intermediate nerolidyl diphosphate leading to a helminthogermacradienyl cation. After a 1,3-hydride shift of the original 1-pro-S hydrogen of farnesyl diphosphate, cyclization and deprotonation result in (+)-T-muurolol.
The enzyme appears in viruses and cellular organisms
Synonyms
SCLAV_p0068 , SSCG_03688,
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SCLAV_p0068
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SSCG_03688
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(2E,6E)-farnesyl diphosphate + H2O = (+)-T-muurolol + diphosphate
(2E,6E)-farnesyl diphosphate + H2O = (+)-T-muurolol + diphosphate
cyclization mechanism involves an intermediate nerolidyl diphosphate leading to a helminthogermacradienyl cation. After a 1,3-hydride shift of the original H-1si of FPP, cyclization and deprotonation result in product (+)-T-muurolol
(2E,6E)-farnesyl diphosphate + H2O = (+)-T-muurolol + diphosphate
cyclization mechanism involves an intermediate nerolidyl diphosphate leading to a helminthogermacradienyl cation. After a 1,3-hydride shift of the original H-1si of FPP, cyclization and deprotonation result in product (+)-T-muurolol
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(2E,6E)-farnesyl diphosphate + H2O = (+)-T-muurolol + diphosphate
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-
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-
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(2E,6E)-farnesyl-diphosphate diphosphate-lyase (cyclizing, (+)-T-muurolol-forming)
The cyclization mechanism involves an intermediate nerolidyl diphosphate leading to a helminthogermacradienyl cation. After a 1,3-hydride shift of the original 1-pro-S hydrogen of farnesyl diphosphate, cyclization and deprotonation result in (+)-T-muurolol.
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(2E,6E)-farnesyl diphosphate + H2O
(+)-T-muurolol + diphosphate
(2E,6E)-farnesyl diphosphate + H2O
(+)-T-muurolol + diphosphate
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(+)-T-muurolol i.e. (1R,4R,4aS,8aR)-1,6-dimethyl-4-(propan-2-yl)-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-ol
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?
(2E,6E)-farnesyl diphosphate + H2O
(+)-T-muurolol + diphosphate
cyclization mechanism a 1,3-hydride shift of the original H-1si of FPP
more than 95% of product
-
?
(2E,6E)-farnesyl diphosphate + H2O
(+)-T-muurolol + diphosphate
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(+)-T-muurolol i.e. (1R,4R,4aS,8aR)-1,6-dimethyl-4-(propan-2-yl)-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-ol
-
?
(2E,6E)-farnesyl diphosphate + H2O
(+)-T-muurolol + diphosphate
cyclization mechanism a 1,3-hydride shift of the original H-1si of FPP
more than 95% of product
-
?
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0.0027
(2E,6E)-farnesyl diphosphate
0.0027
(2E,6E)-farnesyl diphosphate
30°C, pH not specified in the publication, presence of Mg2+
0.0027
(2E,6E)-farnesyl diphosphate
30°C, pH not specified in the publication
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0.00163
(2E,6E)-farnesyl diphosphate
0.00163
(2E,6E)-farnesyl diphosphate
30°C, pH not specified in the publication, presence of Mg2+
0.00163
(2E,6E)-farnesyl diphosphate
30°C, pH not specified in the publication
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UniProt
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UniProt
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TMUUS_ROSCS
Roseiflexus castenholzii (strain DSM 13941 / HLO8)
326
0
37422
Swiss-Prot
-
TMUUS_STRCL
418
0
46002
Swiss-Prot
-
A0A6P2LIM4_BURL3
Burkholderia lata (strain ATCC 17760 / DSM 23089 / LMG 22485 / NCIMB 9086 / R18194 / 383)
309
0
35473
TrEMBL
-
A0A3N6FL97_9ACTN
370
0
40672
TrEMBL
-
A0A1V2RNU6_9ACTN
360
0
38908
TrEMBL
-
A0A445N6C8_STRNE
382
0
42028
TrEMBL
-
A0A1C0U771_9GAMM
363
0
42258
TrEMBL
-
A0A2U9PTA8_MYCSE
Mycolicibacterium smegmatis (strain MKD8)
363
0
41319
TrEMBL
-
A0A6C0QD73_9ACTN
360
0
40485
TrEMBL
-
A0A3G4VNL4_9ACTN
367
0
40310
TrEMBL
-
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expression in Escherichia coli
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Hu, Y.; Chou, W.K.; Hopson, R.; Cane, D.E.
Genome mining in Streptomyces clavuligerus: expression and biochemical characterization of two new cryptic sesquiterpene synthases
Chem. Biol.
18
32-37
2011
Streptomyces clavuligerus (B5GW45), Streptomyces clavuligerus, Streptomyces clavuligerus ATCC 27064 (B5GW45)
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History
Enzyme Nomenclature
4.2.3.98 (+)-T-muurolol synthase
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