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Preparation of analogues of cytosine and 2-pyrimidinone nucleosides and their effect on bacterial (Escherichia coli A 19) cytidine aminohydrolase by Holý, Antonín; Ludziša, Anita; Votruba, Ivan; Šedivá, Kateřina; Pischel, Helmut is a Chemistry article available to read on EtoBox.

What is Preparation of analogues of cytosine and 2-pyrimidinone nucleosides and their effect on bacterial (Escherichia coli A 19) cytidine aminohydrolase about?

The set of compounds investigated as substrates and inhibitors of bacterial cytidine aminohydrolase (EC 3.5.4.5) consists of cytidine analogues modified in the heterocyclic base or the sugar moiety and analogues of the similar type derived from l-(β-D-ribofuranosyl)-2-pyrimidone (I) and its isomers. The latter group of compounds includes also open-chain derivatives of neutral and acidic character. These compounds were prepared by novel synthetic procedures. Minimum necessary conditions for the structure of an inhibitor of cytidine aminohydrolase from E. coli A 19 include: a heterocyclic system containing an Rf-N-CO-N(H) fragment of a basic character in which Rf denotes a β-D-aldopentafuranoside with a 3-hydroxy group of ribo-configuration; the 5-hydroxy group of the sugar moiety may bear a substituent, except a phosphomonoester function. The heterocyclic base may also bear substituents in positions other than α to the nucleoside bond which do not reduce substantially the basicity of the system and do not change the conformation of the nucleoside molecule.

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Author

Holý, Antonín; Ludziša, Anita; Votruba, Ivan; Šedivá, Kateřina; Pischel, Helmut

Publisher

UOCHB; Institute of Organic Chemistry & Biochemistry, Academy of Sciences of the Czech Republic; Akademie Ved Ceske Republiky; Institute of Organic Chemistry & Biochemistry (ISSN 0010-0765)

Published

1985

Language

EN

Field

Chemistry (Physical Sciences)