Tautomerism, protonation, and ionization of formycin in aqueous solution by the ph dependence of 13c chemical shifts and 13c-1h coupling constants
Document Type
Article
Date of Original Version
3-1-1994
Abstract
Analyses of the pH dependence of 13C chemical shifts and 13C-1H coupling constants of formycin in aqueous solution revealed two pKa’s, at 4.4 and 9.7, corresponding to a protonation at N4 and an ionization at N1. The N4-protonation results in the transfer of a pyrazolo ring hydrogen from N1 to N2. At physiological pH, formycin was found to exist as a mixture of N1H and N2H tautomers, with the former being predominant (>94%). © 1994, Taylor & Francis Group, LLC. All rights reserved.
Publication Title, e.g., Journal
Nucleosides and Nucleotides
Volume
13
Issue
1-3
Citation/Publisher Attribution
Cho, Bongsup P., and Michael A. Mcgregor. "Tautomerism, protonation, and ionization of formycin in aqueous solution by the ph dependence of 13c chemical shifts and 13c-1h coupling constants." Nucleosides and Nucleotides 13, 1-3 (1994): 481-490. doi: 10.1080/15257779408013256.