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Information on EC 4.2.3.110 - (+)-sabinene synthase
for references in articles please use BRENDA:EC4.2.3.110
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EC Tree 4 Lyases
4.2 Carbon-oxygen lyases
4.2.3 Acting on phosphates
4.2.3.110 (+)-sabinene synthase
IUBMB Comments
Isolated from Salvia officinalis (sage). The recombinant enzyme gave 63% (+)-sabinene, 21% γ-terpinene, and traces of other monoterpenoids. See EC 4.2.3.114 γ-terpinene synthase.
The enzyme appears in viruses and cellular organisms
- 4.2.3.110
-
monoterpene
- synthases
- officinalis
-
salvia
-
+-bornyl
-
terpene
- sage
- camphor
-
lamiaceae
-
spasmolytic
-
astringent
-
plastidial
showSynonyms
(+)-sabinene synthase, mktps1, more
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
MKTPS1
SaBS
SSS
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
geranyl diphosphate = (+)-sabinene + diphosphate
-
-
-
-
geranyl diphosphate = (+)-sabinene + diphosphate
major products sabinene and gamma-terpinene are formed by a cyclization mechanism involving a 1,2-hydride shift in the a-terpinyl cation intermediate
geranyl diphosphate = (+)-sabinene + diphosphate
proposed reaction mechanism of sabinene synthase via (3R)-3-linalyl diphosphate and (3R)-3-alpha-terpinyl cation
geranyl diphosphate = (+)-sabinene + diphosphate
proposed reaction mechanism of sabinene synthase via (3R)-3-linalyl diphosphate and (3R)-3-alpha-terpinyl cation
geranyl diphosphate = (+)-sabinene + diphosphate
proposed reaction mechanism of sabinene synthase via (3R)-3-linalyl diphosphate and (3R)-3-alpha-terpinyl cation
-
geranyl diphosphate = (+)-sabinene + diphosphate
proposed reaction mechanism of sabinene synthase via (3R)-3-linalyl diphosphate and (3R)-3-alpha-terpinyl cation
-
geranyl diphosphate = (+)-sabinene + diphosphate
proposed reaction mechanism of sabinene synthase via (3R)-3-linalyl diphosphate and (3R)-3-alpha-terpinyl cation
geranyl diphosphate = (+)-sabinene + diphosphate
proposed reaction mechanism of sabinene synthase via (3R)-3-linalyl diphosphate and (3R)-3-alpha-terpinyl cation
geranyl diphosphate = (+)-sabinene + diphosphate
proposed reaction mechanism of sabinene synthase via (3R)-3-linalyl diphosphate and (3R)-3-alpha-terpinyl cation
-
geranyl diphosphate = (+)-sabinene + diphosphate
proposed reaction mechanism of sabinene synthase via (3R)-3-linalyl diphosphate and (3R)-3-alpha-terpinyl cation
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SYSTEMATIC NAME
IUBMB Comments
geranyl-diphosphate diphosphate-lyase [cyclizing, (+)-sabinene-forming]
Isolated from Salvia officinalis (sage). The recombinant enzyme gave 63% (+)-sabinene, 21% gamma-terpinene, and traces of other monoterpenoids. See EC 4.2.3.114 gamma-terpinene synthase.
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CAS REGISTRY NUMBER
COMMENTARY
141907-26-8
-
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
LITERATURE
COMMENTARY
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
geranyl diphosphate
(+)-sabinene + limonene + diphosphate
-
Substrates: -
Products: -
Products: -
?
geranyl diphosphate
sabinene + diphosphate
Substrates: -
Products: -
Products: -
?
geranyl diphosphate
terpineol + sabinene + diphosphate
A0A165YWY2, A0A165YWL0
Substrates: -
Products: -
Products: -
?
geranyl diphosphate + H2O
(+)-sabinene + diphosphate
Substrates: -
Products: 63% sabinene, 21% gamma-terpinene, 7% terpinolene, 6.5% limonene, and 2.5% myrcene
Products: 63% sabinene, 21% gamma-terpinene, 7% terpinolene, 6.5% limonene, and 2.5% myrcene
?
geranyl diphosphate
(+)-sabinene + diphosphate
-
Substrates: -
Products: -
Products: -
?
geranyl diphosphate
(+)-sabinene + diphosphate
Substrates: -
Products: products are alpha-thujene and (+)-sabinene
Products: products are alpha-thujene and (+)-sabinene
?
geranyl diphosphate
(+)-sabinene + diphosphate
Substrates: -
Products: -
Products: -
?
geranyl diphosphate
(+)-sabinene + diphosphate
Substrates: -
Products: -
Products: -
?
geranyl diphosphate
(+)-sabinene + diphosphate
Substrates: -
Products: product is precursor of alpha- and beta-thujone
Products: product is precursor of alpha- and beta-thujone
?
geranyl diphosphate
(+)-sabinene + diphosphate
-
Substrates: -
Products: product is precursor of alpha- and beta-thujone
Products: product is precursor of alpha- and beta-thujone
?
geranyl diphosphate
(+)-sabinene + diphosphate
Substrates: -
Products: -
Products: -
?
geranyl diphosphate
(+)-sabinene + diphosphate
Substrates: -
Products: -
Products: -
?
geranyl diphosphate
(+)-sabinene + diphosphate
Substrates: -
Products: -
Products: -
?
additional information
?
-
Substrates: the enzyme produces also (-)-sabinene
Products: -
Products: -
?
additional information
?
-
Substrates: the enzyme produces also (-)-sabinene
Products: -
Products: -
?
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
LITERATURE
COMMENTARY
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
geranyl diphosphate
sabinene + diphosphate
Substrates: -
Products: -
Products: -
?
geranyl diphosphate
(+)-sabinene + diphosphate
-
Substrates: -
Products: -
Products: -
?
geranyl diphosphate
(+)-sabinene + diphosphate
Substrates: -
Products: -
Products: -
?
geranyl diphosphate
(+)-sabinene + diphosphate
Substrates: -
Products: -
Products: -
?
geranyl diphosphate
(+)-sabinene + diphosphate
Substrates: -
Products: -
Products: -
?
geranyl diphosphate
(+)-sabinene + diphosphate
Substrates: -
Products: -
Products: -
?
geranyl diphosphate
(+)-sabinene + diphosphate
Substrates: -
Products: -
Products: -
?
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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pI VALUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
-
a total of 36 volatile compounds are detected in the flowers of Cara Cara navel orange, including 27 terpenoids, with sabinene as the most abundant compound. Fully open flowers show increased levels of four terpene alcohols and a decrease in sabinene content compared with balloon-stage flowers
brenda
sabinene synthase transcripts show the highest monoterpene synthase transcript expression, about an order of magnitude higher than cineole synthase and borneol synthase
brenda
-
gene expression of monoterpene synthases and actual monoterpene formation is highest in young leaf. Steady increase of alpha- and beta-thujone concentration during the growing period of leaf
brenda
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LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
Highest Expressing Human Cell Lines
Cell Line LinksPlease wait a moment until the data is sorted. This message will disappear when the data is sorted.
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
metabolism
sabinene synthase is responsible for the first step in the formation of alpha- and beta-thujone
physiological function
physiological function
Phomopsis sp. EC-4
-
the endophytic fungus, Phomopsis sp. EC-4, shows the ability to emit sabinene as a primary component of its volatile organic compounds
physiological function
sabinene synthase generates sabinene, the precursor of thujone. Drought stress induces changes in monoterpene contents
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UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable).
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable). R9WS05_THUPL
604
0
69510
TrEMBL
other Location (Reliability: 1)
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
62000
x * 67400, calculated, x * 62000, SDS-PAGE of recombinant protein lacking signal peptide
67400
x * 67400, calculated, x * 62000, SDS-PAGE of recombinant protein lacking signal peptide
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SUBUNIT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
?
x * 67400, calculated, x * 62000, SDS-PAGE of recombinant protein lacking signal peptide
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POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
additional information
-
strategies in engineering sabinene production, overview
additional information
-
strategies in engineering sabinene production, overview
additional information
strategies in engineering sabinene production, overview
additional information
strategies in engineering sabinene production, overview
additional information
exchange of sequences corresponding by homology to the C-terminal domain including the domain spanning alpha-helix, between sabinene synthase and both bornyl diphosphate synthase and cineole synthase. Exchange of tresidues 304377 from cineole synthase into sabinene synthase is sufficient to impart the alternative termination chemistry involving water capture to alpha-terpineol and cyclization to 1,8-cineole
additional information
-
exchange of sequences corresponding by homology to the C-terminal domain including the domain spanning alpha-helix, between sabinene synthase and both bornyl diphosphate synthase and cineole synthase. Exchange of tresidues 304377 from cineole synthase into sabinene synthase is sufficient to impart the alternative termination chemistry involving water capture to alpha-terpineol and cyclization to 1,8-cineole
additional information
strategies in engineering sabinene production, overview
additional information
strategies in engineering sabinene production, overview. Biosynthetic pathway using both the non-mevalonate MEP and mevalonate MVA pathways combining the geranyl diphosphate synthase genes and sabinene synthase from Salvia pomifera, and engineering native Erg20p into a GPP synthase and heterologous expression of sabinene synthase from Salvia pomifera
additional information
SabS1 is truncated at three different positions within its N-terminus at L34, generating proteins t34SabS1. Truncation at L34 not only improve the expression level of soluble protein, but also benefits the catalytic activity. Collaborative subcellular compartmentalization to improve GPP utilization and boost sabinene accumulation in Saccharomyces cerevisiae strain YJGZ1 harboring overexpressed tHMGR (truncated 3-hydroxy-3-methylglutaryl-coenzyme reductase) and IDI1 (isopentenyl diphosphate isomerase), location of N-truncated sabinene synthase (t34SabS1) in yeast cytosol. Expression of t34SabS1 in an ERG20-downregulated host only obtains 19.4 mg/l sabinene. Combined targeting t34SabS1 into CM (cytosol and mitochondria) increases sabinene production to 64.6 mg/l. Overexpression of gene AIM25 enhances the sabinene production to 90.4 mg/l. Integrating all engineered genes FIS1, LSB3, MBA1 and AIM25 into the host chromosome achieves 154.9 mg/l of sabinene. Regulation of mitochondria dynamics. Method, detailed overview
additional information
strategies in engineering sabinene production, overview
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CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
expression in Escherichia coli
gene SabS1, recombinant expression in Saccharomyces cerevisiae strain YJGZ1 harboring overexpressed tHMGR (truncated 3-hydroxy-3-methylglutaryl-coenzyme reductase) and IDI1 (isopentenyl diphosphate isomerase)
sequence comparisons and phylogenetic analysis
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EXPRESSION
ORGANISM
UNIPROT
LITERATURE
accumulation of alpha- and beta-thujone is not transcriptionally regulated
-
daminozide significantly decreases gene expression of the monoterpene synthases sabinene synthase, borneol synthase, and 1,8-cineole synthase
enzyme expression is induced by drought stress (about twice within 14 days), quantitative real-time PCR expression analysis, overview
the foliar application of gibberellic acid increases gene expression of the monoterpene synthases sabinene synthase, borneol synthase, and 1,8-cineole synthase. The amounts of alpha- and beta-thujene are not transcriptionally regulated
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REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Wise, M.L.; Savage, T.J.; Katahira, E.; Croteau, R.
Monoterpene synthases from common sage (Salvia officinalis). cDNA isolation, characterization, and functional expression of (+)-sabinene synthase, 1,8-cineole synthase, and (+)-bornyl diphosphate synthase
J. Biol. Chem.
273
14891-14899
1998
Salvia officinalis (O81193)
brenda
Schmiderer, C.; Grausgruber-Groeger, S.; Grassi, P.; Steinborn, R.; Novak, J.
Influence of gibberellin and daminozide on the expression of terpene synthases and on monoterpenes in common sage (Salvia officinalis)
J. Plant Physiol.
167
779-786
2010
Salvia officinalis (O81193)
brenda
Peters, R.J.; Croteau, R.B.
Alternative termination chemistries utilized by monoterpene cyclases: chimeric analysis of bornyl diphosphate, 1,8-cineole, and sabinene synthases
Arch. Biochem. Biophys.
417
203-211
2003
Salvia officinalis (O81193), Salvia officinalis
brenda
Grausgruber-Groeger, S.; Schmiderer, C.; Steinborn, R.; Novak, J.
Seasonal influence on gene expression of monoterpene synthases in Salvia officinalis (Lamiaceae)
J. Plant Physiol.
169
353-359
2012
Salvia officinalis
brenda
Chang, Y.; Chu, F.
Molecular cloning and characterization of monoterpene synthases from Litsea cubeba (Lour.) Persoon
Tree Genet. Genomes
7
835-844
2011
Litsea cubeba (G0Y7D3)
-
brenda
Cao, Y.; Zhang, H.; Liu, H.; Liu, W.; Zhang, R.; Xian, M.; Liu, H.
Biosynthesis and production of sabinene current state and perspectives
Appl. Microbiol. Biotechnol.
102
1535-1544
2018
Salvia officinalis (O81193), Salvia pomifera (A6XH06), Picea sitchensis (F1CKJ1), Thuja plicata (R9WS05), Murraya koenigii (A0A1U9M7Y9), Phomopsis sp. EC-4, Citrus jambhiri, Citrus unshiu, Hedychium coronarium
brenda
Radwan, A.; Kleinwaechter, M.; Selmar, D.
Impact of drought stress on specialised metabolism biosynthesis and the expression of monoterpene synthases in sage (Salvia officinalis)
Phytochemistry
141
20-26
2017
Salvia officinalis (O81193)
brenda
Jia, H.; Chen, T.; Qu, J.; Yao, M.; Xiao, W.; Wang, Y.; Li, C.; Yuan, Y.
Collaborative subcellular compartmentalization to improve GPP utilization and boost sabinene accumulation in Saccharomyces cerevisiae
Biochem. Eng. J.
164
107768
2020
Salvia pomifera (A6XH06)
-
brenda
Zhang, H.; Chen, M.; Wen, H.; Wang, Z.; Chen, J.; Fang, L.; Zhang, H.; Xie, Z.; Jiang, D.; Cheng, Y.; Xu, J.
Transcriptomic and metabolomic analyses provide insight into the volatile compounds of citrus leaves and flowers
BMC Plant Biol.
20
0007
2020
Citrus sinensis
brenda
Reichardt, S.; Budahn, H.; Lamprecht, D.; Riewe, D.; Ulrich, D.; Dunemann, F.; Kopertekh, L.
The carrot monoterpene synthase gene cluster on chromosome 4 harbours genes encoding flavour-associated sabinene synthases
Hortic. Res.
7
190
2020
Daucus carota subsp. sativus (A0A165YWY2), Daucus carota subsp. sativus (A0A165YWL0)
brenda
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