| Bicyclic amino acid-carbohydrate-conjugates as conformationally restricted hydroxyethylamine (HEA) transition-state isosteres. | |
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MedLine Citation:
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PMID: 21915421 Owner: NLM Status: Publisher |
Abstract/OtherAbstract:
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This communication describes a general synthetic route to bicyclic amino acid-carbohydrate-conjugates, which would be useful as conformationally restricted hydroxyethylamine (HEA) transition-state isosteres. The synthesis was achieved in 12 steps starting from d-glucose. The striking features of this system are the bicyclic rigid core displaying an α-amino acid side chain and hydroxyethylamine moiety - both of which would be potentially important for receptor interactions, leading to various biomedical responses, as described in the literature. Crystal structure investigation suggested extensive intermolecular hydrogen-bonding interactions in this system, involving the backbone amide and hydroxyl groups. |
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Authors:
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Sangram S Kale; Sanjay T Chavan; Sushma G Sabharwal; Vedavati G Puranik; Gangadhar J Sanjayan |
Publication Detail:
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Type: JOURNAL ARTICLE Date: 2011-9-14 |
Journal Detail:
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Title: Organic & biomolecular chemistry Volume: - ISSN: 1477-0539 ISO Abbreviation: - Publication Date: 2011 Sep |
Date Detail:
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Created Date: 2011-9-14 Completed Date: - Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 101154995 Medline TA: Org Biomol Chem Country: - |
Other Details:
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Languages: ENG Pagination: - Citation Subset: - |
Affiliation:
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Division of Organic Chemistry, National Chemical Laboratory, Dr Homi Bhabha Road, Pune, 411 008, India. gj.sanjayan@ncl.res.in. |
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From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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