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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. doi:10.1002/ejoc.200300269 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 | ||||
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Subjects: | Q Science > QD Chemistry | ||||
Journal or Publication Title: | EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | ||||
Publisher: | WILEY-V C H VERLAG GMBH | ||||
ISSN: | 1434-193X | ||||
Official Date: | 15 September 2003 | ||||
Dates: |
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Number: | 18 | ||||
Number of Pages: | 7 | ||||
Page Range: | pp. 3555-3561 | ||||
DOI: | 10.1002/ejoc.200300269 | ||||
Publication Status: | Published |
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