Document Detail

Upper rim appended hybrid calixarenes via click chemistry.
MedLine Citation:
PMID:  17696438     Owner:  NLM     Status:  MEDLINE    
We report the application of "click" chemistry for the synthesis of hybrid calixarenes appended on the upper rim with carbohydrate and N,C-protected alpha-amino acids. The chemoselective N- or C-deprotection of the alpha-amino acids and their subsequent transformation into dipeptides is described. The first example of a chemo-enzymatic synthesis on upper rim derived calix[4]arenes using trans-sialidase affords sialylated lactose calix[4]arenes. Our innovative chemo-enzymatic process paves the way for further applications.
Sean P Bew; Rebecca A Brimage; Nathalie L'Hermite; Sunil V Sharma
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2007-08-15
Journal Detail:
Title:  Organic letters     Volume:  9     ISSN:  1523-7060     ISO Abbreviation:  Org. Lett.     Publication Date:  2007 Sep 
Date Detail:
Created Date:  2007-09-06     Completed Date:  2007-11-06     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  100890393     Medline TA:  Org Lett     Country:  United States    
Other Details:
Languages:  eng     Pagination:  3713-6     Citation Subset:  IM    
School of Chemical Sciences & Pharmacy, University of East Anglia, Norwich NR4 7TJ, UK.
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MeSH Terms
Calixarenes / chemical synthesis*,  chemistry*,  metabolism
Carbohydrates / chemistry
Glycoproteins / metabolism
Molecular Structure
Neuraminidase / metabolism
Trypanosoma cruzi / enzymology
Reg. No./Substance:
0/Carbohydrates; 0/Glycoproteins; 130036-26-9/Calixarenes; EC 3.2.1.-/trans-sialidase; EC

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