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Literature summary for 3.1.1.49 extracted from

  • Milkowski, C.; Strack, D.
    Sinapate esters in brassicaceous plants: biochemistry, molecular biology, evolution and metabolic engineering (2010), Planta, 232, 19-35.
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
functional expression of Brassica napus BnSCE3 in Arabidopsis thaliana developing seeds resulting in a dramatic decrease in the sinapine content Brassica napus
gene At1g28640, the BnSCE3 homologue is tagged on chromosome I Arabidopsis thaliana
gene At1g28650, the BnSCE3 homologue is tagged on chromosome I Arabidopsis thaliana
gene At1g28660, the BnSCE3 homologue is tagged on chromosome I Arabidopsis thaliana
gene At1g28670, the BnSCE3 homologue is tagged on chromosome I Arabidopsis thaliana

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
additional information Brassica napus BnSCE3 reveals a broad substrate specificity toward phenolic choline esters, even accepting phosphatidylcholine, pointing to a phospholipase A-like activity ?
-
?
O-sinapoylcholine + H2O Brassica napus i.e. sinapine choline + sinapate
-
?
O-sinapoylcholine + H2O Arabidopsis thaliana i.e. sinapine choline + sinapate
-
?

Organism

Organism UniProt Comment Textmining
Arabidopsis thaliana P0C8Z7 gene At1g28640
-
Arabidopsis thaliana Q38894 gene At1g28670
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Arabidopsis thaliana Q3E7I6 gene At1g28650
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Arabidopsis thaliana Q9FPE4 At1g28660
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Brassica napus
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
seed germinating Brassica napus
-
seed germinating Arabidopsis thaliana
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
additional information BnSCE3 reveals a broad substrate specificity toward phenolic choline esters, even accepting phosphatidylcholine, pointing to a phospholipase A-like activity Brassica napus ?
-
?
O-sinapoylcholine + H2O i.e. sinapine Brassica napus choline + sinapate
-
?
O-sinapoylcholine + H2O i.e. sinapine Arabidopsis thaliana choline + sinapate
-
?

Synonyms

Synonyms Comment Organism
SCE
-
Brassica napus
SCE
-
Arabidopsis thaliana
sinapine esterase
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Brassica napus
sinapoylcholine(sinapine) esterase
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Brassica napus
sinapoylcholine(sinapine) esterase
-
Arabidopsis thaliana

General Information

General Information Comment Organism
evolution BnSCE3 is classifed as a member of the SGNH hydrolase subfamily of GDSL-lipases which cleave ester bonds in a wide array of lipids. Sinapine esterase BnSCE3 kept the catalytic mechanism of the hydrolytic ancestor but experienced a change in substrate specificity Brassica napus
evolution sinapine esterase is classifed as a member of the SGNH hydrolase subfamily of GDSL-lipases which cleave ester bonds in a wide array of lipids Arabidopsis thaliana
metabolism 1-O-sinapoylglucose, produced by UDP-glucose:sinapate glucosyltransferase during seed development, is converted to sinapine by sinapoylglucose:choline sinapoyltransferase and hydrolyzed by sinapoylcholine (sinapine) esterase in germinating seeds. The released sinapate feeds via sinapoylglucose into the biosynthesis of sinapoylmalate in the seedlings catalyzed by sinapoylglucose:L-malate sinapoyltransferase. Pathway of sinapate ester biosynthesis, overview Brassica napus
metabolism 1-O-sinapoylglucose, produced by UDP-glucose:sinapate glucosyltransferase during seed development, is converted to sinapine by sinapoylglucose:choline sinapoyltransferase and hydrolyzed by sinapoylcholine (sinapine) esterase in germinating seeds. The released sinapate feeds via sinapoylglucose into the biosynthesis of sinapoylmalate in the seedlings catalyzed by sinapoylglucose:L-malate sinapoyltransferase. Pathway of sinapate ester biosynthesis, overview Arabidopsis thaliana
additional information SCE activity in seedlings of Brassica napus is mediated by a GDSL lipase-like enzyme designated as BnSCE3, one of three detected SCE isoforms Brassica napus
physiological function sinapoylmalate is involved in protecting the leaves against the deleterious effects of UV-B radiation. Sinapine might function as storage vehicle for ready supply of choline for phosphatidylcholine biosynthesis in young seedlings Arabidopsis thaliana
physiological function sinapoylmalate is involved in protecting the leaves against the deleterious effects of UV-B radiation. Sinapine might function as storage vehicle for ready supply of choline for phosphatidylcholine biosynthesis in young seedlings. Antinutritive character of sinapine and related sinapate esters Brassica napus