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Synthesis of mono- and dideoxygenated alpha,alpha-trehalose analogs.

Synthesis of mono- and dideoxygenated alpha,alpha-trehalose analogs. Research Abstract Details 

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  • Synthesis of mono- and dideoxygenated alpha,alpha-trehalose analogs. Abstract Text:

    fiona l linFiona L Lin,herman van halbeekHerman van Halbeek,carolyn r bertozziCarolyn R Bertozzi,

    In this work, we describe the synthesis and NMR characterization of four mono- and four dideoxygenated analogs of alpha,alpha-D-trehalose. The symmetrical (2,2'-, 3,3'-, 4,4'- and 6,6'-) dideoxy analogs were obtained via selective protection and subsequent radical deoxygenation of the desired hydroxyl group set. The unsymmetrical (2'-, 3'-, 4'- and 6'-) monodeoxy analogs were synthesized by desymmetrization of alpha,alpha-trehalose and subsequent deoxygenation under radical conditions. Complete assignment of all (1)H and (13)C resonances in the spectra of these deoxytrehaloses was achieved through the extensive use of 2D [(1)H,(1)H] and [(1)H,(13)C] correlation NMR experiments. The synthesis of these trehalose analogs sets the stage for future biochemical and NMR-based studies to probe the substrate interactions of trehalose with the recently identified mycobacterial sulfotransferase Stf0.

    Synthesis of mono- and dideoxygenated alpha,alpha-trehalose analogs. Publishing Authors By Initials

    fl linFL Lin,h van halbeekH van Halbeek,cr bertozziCR Bertozzi,

    For similar trehalose research abstracts see: trehalose research

    PUBMED ID PMID:

    MEDLINE DATE:

    Synthesis of mono- and dideoxygenated alpha,alpha-trehalose analogs. Journal Published:

    PUBLICATION TYPE: Research Support, N.I.H., Extr

    Journal: Carbohydrate research

    VOLUME: 342

    Page Numbers: 2014-30

    Journal Abbreviation: Carbohydr. Res.

    ISSN: 0008-6215

    DAY: 18

    MONTH: 05

    YEAR: 2007

    Synthesis of mono- and dideoxygenated alpha,alpha-trehalose analogs. Information

    Number of References:

    LANGUAGE: eng

    NlmUniqueID: 43535

    Synthesis of mono- and dideoxygenated alpha,alpha-trehalose analogs. Keywords Mesh Terms:

    KEYWORDS: Trehalose

    MESH TERMS: chemistry

    Chemical & Substance for Abstract: Synthesis of mono- and dideoxygenated alpha,alpha-trehalose analogs. Information

    Substance Name: Trehalose

    Registry Number: 99-20-7

    Grant and Affiliation Information for Synthesis of mono- and dideoxygenated alpha,alpha-trehalose analogs.

    AFFILIATION: Department of Chemistry, University of California, Berkeley, CA 94720, USA.

    Country: Netherlands

    Netherlands Research PublicationNetherlands Research Publication

    AGENCY: United States NIAID

    GRANT: R01 AI051622-05

    ACRONYM: AI

    MEDLINETA: Carbohydr Res

    REFSOURCE:

    DATABASENAME:

    ACCESSION NUMBER:

    Number Hits: 0

    Synthesis of mono- and dideoxygenated alpha,alpha-trehalose analogs Related Publications

     

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