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Convergent Synthesis of the Hexasaccharide Repeating Unit of the O-Antigenic OPS of Escherichia coli O133

Mitra, Ankita LU and Mukhopadhyay, Balaram (2019) In European Journal of Organic Chemistry 2019(30). p.4869-4878
Abstract

Synthesis of the hexasaccharide repeating unit of the O-antigen from E. coli O133 has been accomplished with rational protecting group manipulations on commercially available monosaccharides and stereoselective glycosylations through a convergent protocol. A late stage TEMPO mediated oxidation is used to install the required uronic acid moiety. Chloroacetate group is used extensively as a temporary protecting group.

Please use this url to cite or link to this publication:
author
and
organization
publishing date
type
Contribution to journal
publication status
published
subject
keywords
Antigens, Glycosylation, Oxidation, Synthetic methods, Total synthesis
in
European Journal of Organic Chemistry
volume
2019
issue
30
pages
10 pages
publisher
Wiley-VCH Verlag
external identifiers
  • scopus:85070079468
ISSN
1434-193X
DOI
10.1002/ejoc.201900815
language
English
LU publication?
yes
id
94637ed4-e20b-42af-8d9d-bc94eeba13cc
date added to LUP
2019-08-27 09:22:43
date last changed
2025-10-14 08:57:43
@article{94637ed4-e20b-42af-8d9d-bc94eeba13cc,
  abstract     = {{<p>Synthesis of the hexasaccharide repeating unit of the O-antigen from E. coli O133 has been accomplished with rational protecting group manipulations on commercially available monosaccharides and stereoselective glycosylations through a convergent protocol. A late stage TEMPO mediated oxidation is used to install the required uronic acid moiety. Chloroacetate group is used extensively as a temporary protecting group.</p>}},
  author       = {{Mitra, Ankita and Mukhopadhyay, Balaram}},
  issn         = {{1434-193X}},
  keywords     = {{Antigens; Glycosylation; Oxidation; Synthetic methods; Total synthesis}},
  language     = {{eng}},
  month        = {{08}},
  number       = {{30}},
  pages        = {{4869--4878}},
  publisher    = {{Wiley-VCH Verlag}},
  series       = {{European Journal of Organic Chemistry}},
  title        = {{Convergent Synthesis of the Hexasaccharide Repeating Unit of the O-Antigenic OPS of Escherichia coli O133}},
  url          = {{http://dx.doi.org/10.1002/ejoc.201900815}},
  doi          = {{10.1002/ejoc.201900815}},
  volume       = {{2019}},
  year         = {{2019}},
}