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Concise synthesis of a heptasaccharide antigen found in the cell-wall lipopolysaccharide of Mycobacterium gordonae strain 990

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Abstract

A straight forward synthesis of a heptasaccharide part of the cell-wall lipopolysaccharide of Mycobacterium gordonae strain 990, known to have antigenicity, has been achieved in excellent yield. Judicious choice of protecting groups in the intermediates played a significant role throughout the synthesis. Most of the intermediate steps furnished satisfactory yield.

A concise synthesis of an antigenic heptasaccharide motif of the cell-wall glycolipid of Mycobacterium gordonae strain 990 in its preserved natural structure is presented using a general glycosylation condition and judicious protecting group manipulation

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Acknowledgements

Instrumentation facilities from SAIF, CDRI is gratefully acknowledged. R.P. thanks CSIR, New Delhi for providing a Junior Research fellowship. This work was supported by Ramanna Fellowship (AKM), Department of Science and Technology, New Delhi (SR/S1/RFPC-06/2006).

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Authors and Affiliations

  1. Medicinal and Process Chemistry Division, Central Drug Research Institute, Chattar Manzil Palace, Lucknow, 226 001, India

    Rajib Panchadhayee & Anup Kumar Misra

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  1. Rajib Panchadhayee
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  2. Anup Kumar Misra
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Correspondence to Anup Kumar Misra.

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C.D.R.I. communication number 7377.

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Panchadhayee, R., Kumar Misra, A. Concise synthesis of a heptasaccharide antigen found in the cell-wall lipopolysaccharide of Mycobacterium gordonae strain 990. Glycoconj J 25, 817–826 (2008). https://doi.org/10.1007/s10719-008-9142-8

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  • DOI: https://doi.org/10.1007/s10719-008-9142-8

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