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Information on EC 4.2.3.82 - alpha-santalene synthase and Organism(s) Santalum album and UniProt Accession E3W202

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EC Tree
     4 Lyases
         4.2 Carbon-oxygen lyases
             4.2.3 Acting on phosphates
                4.2.3.82 alpha-santalene synthase
IUBMB Comments
The enzyme synthesizes a mixture of sesquiterpenoids from (2E,6E)-farnesyl diphosphate. As well as (+)-alpha-santalene, (-)-beta-santalene and (-)-exo-alpha-bergamotene are formed with traces of (+)-epi-beta-santalene. See EC 4.2.3.83 [(-)-beta-santalene synthase], and EC 4.2.3.81 [(-)-exo-alpha-bergamotene synthase]. cf. EC 4.2.3.50 alpha-santalene synthase [(2Z,6Z)-farnesyl diphosphate cyclizing]
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This record set is specific for:
Santalum album
UNIPROT: E3W202
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Word Map
The taxonomic range for the selected organisms is: Santalum album
The enzyme appears in selected viruses and cellular organisms
Synonyms
santalene synthase, sansyn, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
santalene synthase
-
PATHWAY SOURCE
PATHWAYS
-
-
SYSTEMATIC NAME
IUBMB Comments
(2E,6E)-farnesyl diphosphate lyase (cyclizing, (+)-alpha-santalene-forming)
The enzyme synthesizes a mixture of sesquiterpenoids from (2E,6E)-farnesyl diphosphate. As well as (+)-alpha-santalene, (-)-beta-santalene and (-)-exo-alpha-bergamotene are formed with traces of (+)-epi-beta-santalene. See EC 4.2.3.83 [(-)-beta-santalene synthase], and EC 4.2.3.81 [(-)-exo-alpha-bergamotene synthase]. cf. EC 4.2.3.50 alpha-santalene synthase [(2Z,6Z)-farnesyl diphosphate cyclizing]
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(2E,6E)-farnesyl diphosphate
(+)-alpha-santalene + diphosphate
show the reaction diagram
(2E,6E)-farnesyl diphosphate
alpha-santalene + diphosphate
show the reaction diagram
-
products are alpha-santalene, beta-, and epi-beta-santalene, exo-alpha-bergamotene, as well as traces of alpha- and beta-farnesene
-
?
(2E,6E)-farnesyl diphosphate
alpha-santalene + diphosphate
show the reaction diagram
-
synthesis of a mixture of sesquiterpenes namely alpha-santalene, beta-santalene, epi-beta-santalene and alpha-bergamotene
-
?
additional information
?
-
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
(2E,6E)-farnesyl diphosphate
(+)-alpha-santalene + diphosphate
show the reaction diagram
-
-
-
?
(2E,6E)-farnesyl diphosphate
alpha-santalene + diphosphate
show the reaction diagram
-
products are alpha-santalene, beta-, and epi-beta-santalene, exo-alpha-bergamotene, as well as traces of alpha- and beta-farnesene
-
?
additional information
?
-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Mn2+
when incubated in the presence of 10 mM Mg2+ the enzyme converts (E,E)-farnesyl diphosphate into alpha-santalene, beta-santalene and epi-beta-santalene,alpha-exo-bergamotene, as well as traces of alpha-farnesene and beta-farnesene. Incubations with Mn2+ yields mainly alpha-exo-bergamotene
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0014 - 0.0027
(2E,6E)-farnesyl diphosphate
additional information
additional information
Michaelis-Menten kinetic analysis, overview. Kinetics are measured by IPP1 coupled colorimetric assay
-
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.073 - 0.34
(2E,6E)-farnesyl diphosphate
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
27.04 - 242.9
(2E,6E)-farnesyl diphosphate
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.067
purified recombinant His-tagged enzyme, pH 7.4, 37°C
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pI VALUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5.6
calculated
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
-
UniProt
Manually annotated by BRENDA team
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
verly low expression
Manually annotated by BRENDA team
expression in mature outer and transition zone is higher by 10% as compared to immature wood sample
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
physiological function
the enzyme is involved in sandalwood oil biosynthesis
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION?
SASY_SANAL
569
0
65163
Swiss-Prot
other Location (Reliability: 2)
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
65163
x * 65163, calculated from sequence
65100
x * 65100, calculated, x * 66000, SDS-PAGE
66000
x * 65100, calculated, x * 66000, SDS-PAGE
SUBUNIT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
?
x * 65100, calculated, x * 66000, SDS-PAGE
PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
recombinant His-tagged enzyme from Escherichia coli strain BL21(DE3) ickel affinity chromatography, dialysis, and ultrafiltration to near homogeneity
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
DNA and amino acid sequence determination and analysis, recombinant expression of His-tagged enzyme in Escherichia coli strain BL21(DE3)
expression in Escherichia coli
heterologous expression of a His6-tagged protein in Escherichia coli
expression in Escherichia coli
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Jones, C.G.; Moniodis, J.; Zulak, K.G.; Scaffidi, A.; Plummer, J.A.; Ghisalberti, E.L.; Barbour, E.L.; Bohlmann, J.
Sandalwood fragrance biosynthesis involves sesquiterpene synthases of both the terpene synthase (TPS)-a and TPS-b subfamilies, including santalene synthases
J. Biol. Chem.
286
17445-17454
2011
Santalum album (E3W202), Santalum austrocaledonicum (E3W203), Santalum spicatum (E3W204)
Manually annotated by BRENDA team
Rani, A.; Ravikumar, P.; Reddy, M.D.; Kush, A.
Molecular regulation of santalol biosynthesis in Santalum album L.
Gene
527
642-648
2013
Santalum album (K7WTQ7), Santalum album
Manually annotated by BRENDA team
Hua, G.; Hu, Y.; Yang, C.; Liu, D.; Mao, Z.; Zhang, L.; Zhang, Y.
Characterization of santalene synthases using an inorganic pyrophosphatase coupled colorimetric assay
Anal. Biochem.
547
26-36
2018
Clausena lansium (E5LLI1), Clausena lansium, Santalum album (E3W202), Santalum spicatum (E3W204)
Manually annotated by BRENDA team