Photochemistry of cytosine derivatives. 2. Photohydration of cytosine derivatives. proton magnetic resonance study on the chemical structure and property of photohydrates

Fu-Tong Liu

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Abstract

Photohydrates of cytidine and cytidylic acids have been definitively characterized to be isomeric 6-hydroxy-5,6-dihydrocytosine derivatives. It has also been demonstrated by nuclear magnetic resonance spectroscopy that (1) the stereochemistry of photohydration is random, (2) the C5-H trans to the C6-OH undergoes a rapid selective exchange in the presence of proton acids, and (3) the dehydration of photohydrates is a trans-elimination. The mechanism of these processes is discussed.

Original languageEnglish (US)
Pages (from-to)4877-4885
Number of pages9
JournalBiochemistry
Volume17
Issue number23
StatePublished - 1978
Externally publishedYes

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ASJC Scopus subject areas

  • Biochemistry

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