Importance of 3′-hydroxyl group of the nucleosides for the reactivity of thymidine phosphorylase from Escherichia coli

Akihiko Hatano; Aiko Harano; Masayuki Kirihara

doi:10.1246/cl.2006.232

Importance of 3′-hydroxyl group of the nucleosides for the reactivity of thymidine phosphorylase from Escherichia coli

Akihiko Hatano, Aiko Harano, Masayuki Kirihara

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

9 Citations (Scopus)

Abstract

Thymidine phosphorylase in phosphate buffer catalyzed the conversion of thymidine to unnatural nucleosides. The 3′-OH, but not the 5′-OH of ribosyl moiety is necessary to be recognized as a substrate. Thus 3′-deoxythymidine could not convert to 5-fluorouracil-2′,3′- dideoxyribose. However, 5′-deoxythymidine was converted to 5-fluorouracil-2′,5′-dideoxyribose.

Original language	English
Pages (from-to)	232-233
Number of pages	2
Journal	Chemistry Letters
Volume	35
Issue number	2
DOIs	https://doi.org/10.1246/cl.2006.232
Publication status	Published - 2006 Feb 5
Externally published	Yes

ASJC Scopus subject areas

Chemistry(all)

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10.1246/cl.2006.232

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abstract = "Thymidine phosphorylase in phosphate buffer catalyzed the conversion of thymidine to unnatural nucleosides. The 3′-OH, but not the 5′-OH of ribosyl moiety is necessary to be recognized as a substrate. Thus 3′-deoxythymidine could not convert to 5-fluorouracil-2′,3′- dideoxyribose. However, 5′-deoxythymidine was converted to 5-fluorouracil-2′,5′-dideoxyribose.",

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AU - Kirihara, Masayuki

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AB - Thymidine phosphorylase in phosphate buffer catalyzed the conversion of thymidine to unnatural nucleosides. The 3′-OH, but not the 5′-OH of ribosyl moiety is necessary to be recognized as a substrate. Thus 3′-deoxythymidine could not convert to 5-fluorouracil-2′,3′- dideoxyribose. However, 5′-deoxythymidine was converted to 5-fluorouracil-2′,5′-dideoxyribose.

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Importance of 3′-hydroxyl group of the nucleosides for the reactivity of thymidine phosphorylase from Escherichia coli

Abstract

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