The Enzyme Database

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EC 2.3.1.91     
Accepted name: sinapoylglucose—choline O-sinapoyltransferase
Reaction: 1-O-sinapoyl-β-D-glucose + choline = D-glucose + sinapoylcholine
Glossary: sinapoyl = 4-hydroxy-3,5-dimethoxycinnamoyl
Other name(s): sinapine synthase
Systematic name: 1-O-sinapoyl-β-D-glucose:choline 1-O-sinapoyltransferase
Links to other databases: BRENDA, EXPASY, KEGG, MetaCyc, PDB, CAS registry number: 85205-00-1
References:
1.  Gräwe, W. and Strack, D. Partial-purification and some properties of 1-sinapoylglucose-choline sinapoyltransferase (sinapine synthase) from seeds of Raphanus sativus L. and Sinapis alba L. Z. Naturforsch. C: Biosci. 41 (1986) 28–33.
[EC 2.3.1.91 created 1986]
 
 
EC 2.3.1.92     
Accepted name: sinapoylglucose—malate O-sinapoyltransferase
Reaction: 1-O-sinapoyl-β-D-glucose + (S)-malate = D-glucose + sinapoyl-(S)-malate
Other name(s): 1-sinapoylglucose-L-malate sinapoyltransferase; sinapoylglucose:malate sinapoyltransferase
Systematic name: 1-O-sinapoyl-β-D-glucose:(S)-malate O-sinapoyltransferase
Links to other databases: BRENDA, EXPASY, KEGG, MetaCyc, PDB, CAS registry number: 76095-65-3
References:
1.  Strack, D. Development of 1-O-sinapoyl-β-D-glucose-l-malate sinapoyltransferase activity in cotyledons of red radish (Raphanus sativus L. var sativus). Planta 155 (1982) 31–36. [PMID: 24271623]
[EC 2.3.1.92 created 1986]
 
 
EC 2.3.1.103     
Accepted name: sinapoylglucose—sinapoylglucose O-sinapoyltransferase
Reaction: 2 1-O-sinapoyl-β-D-glucose = D-glucose + 1,2-bis-O-sinapoyl-β-D-glucose
Glossary: 1-O-sinapoyl-β-D-glucose = 1-O-[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)-2-propenoyl]-β-D-glucopyranose
Other name(s): hydroxycinnamoylglucose-hydroxycinnamoylglucose hydroxycinnamoyltransferase; 1-(hydroxycinnamoyl)-glucose:1-(hydroxycinnamoyl)-glucose hydroxycinnamoyltransferase; 1-O-(4-hydroxy-3,5-dimethoxycinnamoyl)-β-D-glucoside:1-O-(4-hydroxy-3,5-dimethoxycinnamoyl)-β-D-glucoside 1-O-sinapoyltransferase
Systematic name: 1-O-sinapoyl-β-D-glucose:1-O-sinnapoyl-β-D-glucose 1-O-sinapoyltransferase
Comments: The plant enzyme, characterized from Brassicaceae, is involved in secondary metabolism.
Links to other databases: BRENDA, EXPASY, KEGG, MetaCyc, CAS registry number: 103537-11-7
References:
1.  Dahlbender, B. and Strack, D. Purification and properties of 1-(hydroxycinnamoyl)-glucose-1-(hydroxycinnamoyl)-glucose hydroxycinnamoyl-transferase from radish seedlings. Phytochemistry 25 (1986) 1043–1046.
2.  Fraser, C.M., Thompson, M.G., Shirley, A.M., Ralph, J., Schoenherr, J.A., Sinlapadech, T., Hall, M.C. and Chapple, C. Related Arabidopsis serine carboxypeptidase-like sinapoylglucose acyltransferases display distinct but overlapping substrate specificities. Plant Physiol. 144 (2007) 1986–1999. [PMID: 17600138]
[EC 2.3.1.103 created 1989]
 
 
EC 2.4.1.120     
Accepted name: sinapate 1-glucosyltransferase
Reaction: UDP-α-D-glucose + sinapate = UDP + 1-O-sinapoyl-β-D-glucose
Glossary: sinapate = (2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
Other name(s): uridine diphosphoglucose-sinapate glucosyltransferase; UDP-glucose:sinapic acid glucosyltransferase; uridine 5′-diphosphoglucose-hydroxycinnamic acid acylglucosyltransferase; UDP-glucose:sinapate D-glucosyltransferase
Systematic name: UDP-α-D-glucose:sinapate D-glucosyltransferase
Comments: Some other hydroxycinnamates, including 4-coumarate, ferulate and caffeate, can act as acceptors, but more slowly. Only glucose esters, not glucosides, are formed (cf. EC 2.4.1.126 hydroxycinnamate 4-β-glucosyltransferase).
Links to other databases: BRENDA, EXPASY, GTD, KEGG, MetaCyc, CAS registry number: 74082-53-4
References:
1.  Strack, D. Enzymatic synthesis of 1-sinapoylglucose from free sinapic acid and UDP-glucose by a cell free system from Raphanus sativus seedlings. Z. Naturforsch. C: Biosci. 35 (1980) 204–208.
[EC 2.4.1.120 created 1984]
 
 
EC 2.4.1.299     
Accepted name: cyanidin 3-O-glucoside 5-O-glucosyltransferase (acyl-glucose)
Reaction: 1-O-sinapoyl-β-D-glucose + cyanidin 3-O-β-D-glucoside = sinapate + cyanidin 3,5-di-O-β-D-glucoside
For diagram of anthocyanidin glucoside biosynthesis, click here
Glossary: sinapate = 4-hydroxy-3,5-dimethoxycinnamate
cyanidin = 3,3′,4′,5,7-pentahydroxyflavylium
Other name(s): AA5GT
Systematic name: 1-O-sinapoyl-β-D-glucose:cyanidin-3-O-β-D-glucoside 5-O-β-D-glucosyltransferase
Comments: Isolated from the plant Dianthus caryophyllus (carnation). Also acts on other anthocyanidins and with other acyl-glucose donors. cf. EC 2.4.1.298, anthocyanidin 3-O-glucoside 5-O-glucosyltransferase.
Links to other databases: BRENDA, EXPASY, KEGG, MetaCyc
References:
1.  Matsuba, Y., Sasaki, N., Tera, M., Okamura, M., Abe, Y., Okamoto, E., Nakamura, H., Funabashi, H., Takatsu, M., Saito, M., Matsuoka, H., Nagasawa, K. and Ozeki, Y. A novel glucosylation reaction on anthocyanins catalyzed by acyl-glucose-dependent glucosyltransferase in the petals of carnation and delphinium. Plant Cell 22 (2010) 3374–3389. [DOI] [PMID: 20971893]
2.  Nishizaki, Y., Matsuba, Y., Okamoto, E., Okamura, M., Ozeki, Y. and Sasaki, N. Structure of the acyl-glucose-dependent anthocyanin 5-O-glucosyltransferase gene in carnations and its disruption by transposable elements in some varieties. Mol. Genet. Genomics 286 (2011) 383–394. [DOI] [PMID: 22048706]
[EC 2.4.1.299 created 2013]
 
 


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