Document Detail

Synthesis and conformational analysis of fructose-derived scaffolds: molecular diversity from a single molecule.
MedLine Citation:
PMID:  12360938     Owner:  NLM     Status:  MEDLINE    
Bi- and tricyclic compounds were synthesized starting from fructose. The different hydroxyl groups present in fructose were exploited in the formation of a number of conformationally constrained sugar-based scaffolds, including azido acids. Introduction of an azido group and carboxy terminus into different bicyclic iodo ethers, allowed the synthesis of different conformationally constrained azido acids. Conformational analysis of compounds 10, 11, 17, and 20 by NMR experiments assisted by molecular mechanics, allowed the determination of the distances between the relevant functional groups, that is the azido and carboxy functionalities.
Laura Cipolla; Eleanora Forni; Jesus Jiménez-Barbero; Francesco Nicotra
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Chemistry (Weinheim an der Bergstrasse, Germany)     Volume:  8     ISSN:  0947-6539     ISO Abbreviation:  Chemistry     Publication Date:  2002 Sep 
Date Detail:
Created Date:  2002-10-02     Completed Date:  2002-11-19     Revised Date:  2009-08-04    
Medline Journal Info:
Nlm Unique ID:  9513783     Medline TA:  Chemistry     Country:  Germany    
Other Details:
Languages:  eng     Pagination:  3976-83     Citation Subset:  IM    
Dipartmento di Biotecnologie e Bioscienze, Università degli Studi di Milano-Bicocca, Italy.
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MeSH Terms
Fructose / chemical synthesis,  chemistry*
Magnetic Resonance Spectroscopy
Molecular Conformation*
Molecular Structure
Reg. No./Substance:

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