Conformational studies of the linear homooligomers of a glucose-derived furanoid sugar amino acid

Chakraborty, Tushar K. ; Srinivasu, P. ; Sakunthala Madhavendra, S. ; Kiran Kumar, S. ; Kunwar, Ajit C. (2004) Conformational studies of the linear homooligomers of a glucose-derived furanoid sugar amino acid Tetrahedron Letters, 45 (18). pp. 3573-3577. ISSN 0040-4039

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...

Related URL: http://dx.doi.org/10.1016/j.tetlet.2004.03.048

Abstract

Conformational analysis of the linear tetramer of the glucose-derived furanoid sugar amino acid 1 by NMR and constrained molecular dynamics studies revealed that the fully protected tetramer 2a has a well-defined structure in CDCl3 with repeating β-turns, each involving a 10-membered ring structure with intramolecular hydrogen bonds between NHi → C = Oi-2. Its deprotected versions 2b and 2c showed aggregation in organic solvents with structures similar to that of 2a.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Sugar Amino Acids; Oligomer; Hydrogen Bonding; Conformation; NMR
ID Code:20570
Deposited On:20 Nov 2010 14:17
Last Modified:22 May 2011 15:06

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