Convergent Synthesis of the Hexasaccharide Repeating Unit of the O-Antigenic OPS of Escherichia coli O133
(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.
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https://lup.lub.lu.se/record/94637ed4-e20b-42af-8d9d-bc94eeba13cc
- author
- Mitra, Ankita LU and Mukhopadhyay, Balaram
- organization
- publishing date
- 2019-08-15
- 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
- John Wiley & Sons Inc.
- 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
- 2022-04-26 03:57:55
@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 = {{John Wiley & Sons Inc.}}, 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}}, }