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

Ankita Mitra; Balaram Mukhopadhyay

doi:10.1002/ejoc.201900815

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

Ankita Mitra, Balaram Mukhopadhyay

Centre for Analysis and Synthesis

Indian Institute of Science Education and Research, Kolkata

Research output: Contribution to journal › Article › peer-review

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.

Original language	English
Pages (from-to)	4869-4878
Number of pages	10
Journal	European Journal of Organic Chemistry
Volume	2019
Issue number	30
DOIs	https://doi.org/10.1002/ejoc.201900815
Publication status	Published - 2019 Aug 15

Subject classification (UKÄ)

Organic Chemistry

Free keywords

Antigens
Glycosylation
Oxidation
Synthetic methods
Total synthesis

Access to Document

10.1002/ejoc.201900815

Cite this

@article{94637ed4e20b42af8d9dbc94eeba13cc,

title = "Convergent Synthesis of the Hexasaccharide Repeating Unit of the O-Antigenic OPS of Escherichia coli O133",

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.",

keywords = "Antigens, Glycosylation, Oxidation, Synthetic methods, Total synthesis",

author = "Ankita Mitra and Balaram Mukhopadhyay",

year = "2019",

month = aug,

day = "15",

doi = "10.1002/ejoc.201900815",

language = "English",

volume = "2019",

pages = "4869--4878",

journal = "European Journal of Organic Chemistry",

issn = "1434-193X",

publisher = "Wiley-VCH Verlag",

number = "30",

}

TY - JOUR

T1 - Convergent Synthesis of the Hexasaccharide Repeating Unit of the O-Antigenic OPS of Escherichia coli O133

AU - Mitra, Ankita

AU - Mukhopadhyay, Balaram

PY - 2019/8/15

Y1 - 2019/8/15

N2 - 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.

AB - 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.

KW - Antigens

KW - Glycosylation

KW - Oxidation

KW - Synthetic methods

KW - Total synthesis

UR - http://www.scopus.com/inward/record.url?scp=85070079468&partnerID=8YFLogxK

U2 - 10.1002/ejoc.201900815

DO - 10.1002/ejoc.201900815

M3 - Article

AN - SCOPUS:85070079468

SN - 1434-193X

VL - 2019

SP - 4869

EP - 4878

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 30

ER -

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

Abstract

Subject classification (UKÄ)

Free keywords

Access to Document

Other files and links

Fingerprint

Cite this