Abstract:
:Macrolides are a group of antibiotics structurally characterized by a macrocyclic lactone to which one or several deoxy-sugar moieties are attached. The sugar moieties are transferred to the different aglycones by glycosyltransferases (GTF). The OleI GTF of an oleandomycin producer, Streptomyces antibioticus, catalyzes the inactivation of this macrolide by glycosylation. The product of this reaction was isolated and its structure elucidated. The donor substrate of the reaction was UDP-alpha-D-glucose, but the reaction product showed a beta-glycosidic linkage. The inversion of the anomeric configuration of the transferred sugar and other data about the kinetics of the reaction and primary structure analysis of several GTFs are compatible with a reaction mechanism involving a single nucleophilic substitution at the sugar anomeric carbon in the catalytic center of the enzyme.
journal_name
FEBS Lettjournal_title
FEBS lettersauthors
Quirós LM,Carbajo RJ,Salas JAdoi
10.1016/s0014-5793(00)01721-xkeywords:
subject
Has Abstractpub_date
2000-07-07 00:00:00pages
186-9issue
3eissn
0014-5793issn
1873-3468pii
S0014-5793(00)01721-Xjournal_volume
476pub_type
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