Design and synthesis of heterocyclic carboxamides as natural nucleic acid base mimics

D. E. Bergtrom; P. Zhang; W. T. Johnson

doi:10.1080/07328319608002370

Design and synthesis of heterocyclic carboxamides as natural nucleic acid base mimics

D. E. Bergtrom, P. Zhang, W. T. Johnson

Research output: Contribution to journal › Article › peer-review

25 Scopus citations

Abstract

A series of heterocyclic carboxamides have been designed as mimics for the natural nucleic acid bases. The nucleosides 1-(2'-deoxy-β-D-ribofuranosyl)imidazole-4-carboxamide (1), 1-(2'-deoxy-β-D-ribofuranosyl)pyrazole-3-carboxamide (2), and 1-(2'deoxy-β-D-ribofuranosyl)pyrrole-3-carboxamide (3) were synthesized and their structures confirmed by spectroscopic and analytical means.

Original language	English (US)
Pages (from-to)	59-68
Number of pages	10
Journal	Nucleosides and Nucleotides
Volume	15
Issue number	1-3
DOIs	https://doi.org/10.1080/07328319608002370
State	Published - 1996
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Genetics

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10.1080/07328319608002370

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abstract = "A series of heterocyclic carboxamides have been designed as mimics for the natural nucleic acid bases. The nucleosides 1-(2'-deoxy-β-D-ribofuranosyl)imidazole-4-carboxamide (1), 1-(2'-deoxy-β-D-ribofuranosyl)pyrazole-3-carboxamide (2), and 1-(2'deoxy-β-D-ribofuranosyl)pyrrole-3-carboxamide (3) were synthesized and their structures confirmed by spectroscopic and analytical means.",

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AU - Bergtrom, D. E.

AU - Zhang, P.

AU - Johnson, W. T.

PY - 1996

Y1 - 1996

N2 - A series of heterocyclic carboxamides have been designed as mimics for the natural nucleic acid bases. The nucleosides 1-(2'-deoxy-β-D-ribofuranosyl)imidazole-4-carboxamide (1), 1-(2'-deoxy-β-D-ribofuranosyl)pyrazole-3-carboxamide (2), and 1-(2'deoxy-β-D-ribofuranosyl)pyrrole-3-carboxamide (3) were synthesized and their structures confirmed by spectroscopic and analytical means.

AB - A series of heterocyclic carboxamides have been designed as mimics for the natural nucleic acid bases. The nucleosides 1-(2'-deoxy-β-D-ribofuranosyl)imidazole-4-carboxamide (1), 1-(2'-deoxy-β-D-ribofuranosyl)pyrazole-3-carboxamide (2), and 1-(2'deoxy-β-D-ribofuranosyl)pyrrole-3-carboxamide (3) were synthesized and their structures confirmed by spectroscopic and analytical means.

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Design and synthesis of heterocyclic carboxamides as natural nucleic acid base mimics

Abstract

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