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

Fu-Tong Liu

Research output: Contribution to journalArticle

25 Citations (Scopus)

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

Fingerprint

Cytidine Monophosphate
Photochemistry
Cytidine
Stereochemistry
Photochemical reactions
Cytosine
Dehydration
Chemical properties
Nuclear magnetic resonance spectroscopy
Protons
Magnetic Resonance Spectroscopy
Nuclear magnetic resonance
Derivatives
Acids

ASJC Scopus subject areas

  • Biochemistry

Cite this

@article{f9c6e9e715cd4fbdb363db8f17ee79da,
title = "Photochemistry of cytosine derivatives. 2. Photohydration of cytosine derivatives. proton magnetic resonance study on the chemical structure and property of photohydrates",
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.",
author = "Fu-Tong Liu",
year = "1978",
language = "English (US)",
volume = "17",
pages = "4877--4885",
journal = "Biochemistry",
issn = "0006-2960",
publisher = "American Chemical Society",
number = "23",

}

TY - JOUR

T1 - Photochemistry of cytosine derivatives. 2. Photohydration of cytosine derivatives. proton magnetic resonance study on the chemical structure and property of photohydrates

AU - Liu, Fu-Tong

PY - 1978

Y1 - 1978

N2 - 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.

AB - 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.

UR - http://www.scopus.com/inward/record.url?scp=0018267912&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0018267912&partnerID=8YFLogxK

M3 - Article

VL - 17

SP - 4877

EP - 4885

JO - Biochemistry

JF - Biochemistry

SN - 0006-2960

IS - 23

ER -