Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
The Absolute Stereochemistry of Nebularine-Methanol Photoadduct. A Potential Transition-State Analog of Adenosine Deaminase
島崎 正美中村 光飯高 洋一大野 雅二
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キーワード: isocoformycin
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1983 年 31 巻 9 号 p. 3104-3112

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A stereoselective photoaddition of methanol to nebularine and 2', 3', 5'-tri-O-acetylnebularine was investigated. The absolute stereochemistry of the nebularine-methanol photoadduct (2a), a potential transition-state analog of adenosine deaminase, was determined to be 6 (S) by X-ray analysis. The addition site of methanol on the purine ring was also chemically demonstrated to be at C (6).

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© The Pharmaceutical Society of Japan
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