KEGG   ENZYME: 2.4.1.385
Entry
EC 2.4.1.385                Enzyme                                 
Name
sterol 27-beta-glucosyltransferase
Class
Transferases;
Glycosyltransferases;
Hexosyltransferases
Sysname
UDP-alpha-D-glucose:sterol 27-O-beta-D-glucosyltransferase
Reaction(IUBMB)
UDP-alpha-D-glucose + a 27-hydroxysteroid = UDP + a sterol 27-beta-D-glucoside
Substrate
UDP-alpha-D-glucose [CPD:C00029];
27-hydroxysteroid
Product
UDP [CPD:C00015];
sterol 27-beta-D-glucoside
Comment
The enzyme, isolated from the plant Withania somnifera (ashwagandha), transfers D-glucose to a beta-hydroxyl group present at the C-27 position in sterols/withanolides, provided the substrate possesses a 17alpha-OH group. Natural substrates are 17alpha-hydroxywithaferin A, 27beta-hydroxywithanone, and 5alpha,6beta,17alpha,27beta-tetrahydroxywithanolide. The enzyme's activity with withanolide A and withanolide U, which lack a 17alpha-hydroxyl group, suggests it may also be able to glucosylate the C-20 beta-OH position, although this has not been verified yet. The enzyme does not glucosylate sterols at the C-3 position.
History
EC 2.4.1.385 created 2021
Reference
1  [PMID:17704015]
  Authors
Madina BR, Sharma LK, Chaturvedi P, Sangwan RS, Tuli R.
  Title
Purification and characterization of a novel glucosyltransferase specific to 27beta-hydroxy steroidal lactones from Withania somnifera and its role in stress responses.
  Journal
Biochim Biophys Acta 1774:1199-207 (2007)
DOI:10.1016/j.bbapap.2007.06.015
Other DBs
ExplorEnz - The Enzyme Database: 2.4.1.385
IUBMB Enzyme Nomenclature: 2.4.1.385
ExPASy - ENZYME nomenclature database: 2.4.1.385
BRENDA, the Enzyme Database: 2.4.1.385

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