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Synthesis of novel nucleo-beta-amino acids and nucleobase-functionalized beta-peptides

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UNSPECIFIED. (2003) Synthesis of novel nucleo-beta-amino acids and nucleobase-functionalized beta-peptides. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY (18). pp. 3555-3561. ISSN 1434-193X

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Official URL: http://dx.doi.org/10.1002/ejoc.200300269

Abstract

Four novel beta-amino acids bearing the canonical nucleobases guanine, cytosine, adenine, and thymine in the side chain, are synthesized starting from BOC-L-aspartic acid 4-benzyl ester. The syntheses are accomplished in six steps by the nucleophilic substitution of (S)-beta-(tert-butoxycarbonylamino)-delta-bromopentanoic acid benzyl ester with the corresponding nucleobase derivative as the key step. The guaninyl and cytosinyl beta-amino acids were built into beta-peptides that were studied by temperature-dependent CD and UV spectroscopy. (C) Wiley-VCH Verlag GmbH Co.

Item Type: Journal Article
Subjects: Q Science > QD Chemistry
Journal or Publication Title: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Publisher: WILEY-V C H VERLAG GMBH
ISSN: 1434-193X
Date: 15 September 2003
Number: 18
Number of Pages: 7
Page Range: pp. 3555-3561
Identification Number: 10.1002/ejoc.200300269
Publication Status: Published
URI: http://wrap.warwick.ac.uk/id/eprint/9279

Data sourced from Thomson Reuters' Web of Knowledge

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