Synthesis of the dodecasaccharide fragment representing the O-polysaccharide of Vibrio cholerae O:1, serotype Ogawa, bearing an aglycon offering flexibility for chemical linking to proteins.

Abstract:

:Two azidohexasaccharide building blocks, of which the glycosyl acceptor was the 5-(methoxycarbonyl)pentyl glycoside, were coupled using the trichloroacetimidate technology. The 12 azido functions present in the dodecasaccharide thus formed were then converted to amino groups using hydrogen sulfide as a reducing reagent. Subsequent N-acylation with 4-O-benzyl-L-glycero-tetronic acid, followed by catalytic debenzylation yielded the desired spacer-equipped, title dodecasaccharide.

journal_name

Glycoconj J

journal_title

Glycoconjugate journal

authors

Ogawa Y,Kovac P

doi

10.1023/a:1018591132723

subject

Has Abstract

pub_date

1997-06-01 00:00:00

pages

433-8

issue

4

eissn

0282-0080

issn

1573-4986

journal_volume

14

pub_type

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