Straightforward synthesis of a tetrasaccharide repeating unit corresponding to the O-antigen of Escherichia coli O16

A straightforward synthesis of the tetrasaccharide repeating unit of the O-antigen of Escherichia coli O16 has been achieved following a sequential glycosylation strategy. A minimum number of steps was used for the synthesis of the target compound involving a one-pot glycosylation and a protecting g...

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Main Authors: Manas Jana, Anup Kumar Misra
Format: Article
Language:English
Published: Beilstein-Institut 2013-08-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.9.203
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author Manas Jana
Anup Kumar Misra
author_facet Manas Jana
Anup Kumar Misra
author_sort Manas Jana
collection DOAJ
description A straightforward synthesis of the tetrasaccharide repeating unit of the O-antigen of Escherichia coli O16 has been achieved following a sequential glycosylation strategy. A minimum number of steps was used for the synthesis of the target compound involving a one-pot glycosylation and a protecting group manipulation. All intermediate reactions afford their products in high yield, and the glycosylation steps are stereoselective.
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spelling doaj.art-f3e3f2af1af04770a3318a1358a8ec512022-12-21T23:04:53ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972013-08-01911757176210.3762/bjoc.9.2031860-5397-9-203Straightforward synthesis of a tetrasaccharide repeating unit corresponding to the O-antigen of Escherichia coli O16Manas Jana0Anup Kumar Misra1Bose Institute, Division of Molecular Medicine, P-1/12, C.I.T. Scheme VII-M, Kolkata-700054, India, Fax: 91-33-2355 3886Bose Institute, Division of Molecular Medicine, P-1/12, C.I.T. Scheme VII-M, Kolkata-700054, India, Fax: 91-33-2355 3886A straightforward synthesis of the tetrasaccharide repeating unit of the O-antigen of Escherichia coli O16 has been achieved following a sequential glycosylation strategy. A minimum number of steps was used for the synthesis of the target compound involving a one-pot glycosylation and a protecting group manipulation. All intermediate reactions afford their products in high yield, and the glycosylation steps are stereoselective.https://doi.org/10.3762/bjoc.9.203Escherichia coliglycosylationlipopolysaccharideO-antigentetrasaccharide
spellingShingle Manas Jana
Anup Kumar Misra
Straightforward synthesis of a tetrasaccharide repeating unit corresponding to the O-antigen of Escherichia coli O16
Beilstein Journal of Organic Chemistry
Escherichia coli
glycosylation
lipopolysaccharide
O-antigen
tetrasaccharide
title Straightforward synthesis of a tetrasaccharide repeating unit corresponding to the O-antigen of Escherichia coli O16
title_full Straightforward synthesis of a tetrasaccharide repeating unit corresponding to the O-antigen of Escherichia coli O16
title_fullStr Straightforward synthesis of a tetrasaccharide repeating unit corresponding to the O-antigen of Escherichia coli O16
title_full_unstemmed Straightforward synthesis of a tetrasaccharide repeating unit corresponding to the O-antigen of Escherichia coli O16
title_short Straightforward synthesis of a tetrasaccharide repeating unit corresponding to the O-antigen of Escherichia coli O16
title_sort straightforward synthesis of a tetrasaccharide repeating unit corresponding to the o antigen of escherichia coli o16
topic Escherichia coli
glycosylation
lipopolysaccharide
O-antigen
tetrasaccharide
url https://doi.org/10.3762/bjoc.9.203
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