Sulfonate analogs of adenosine nucleotides as inhibitors of nucleotide-binding enzymes
- 1 April 1981
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 24 (4) , 474-477
- https://doi.org/10.1021/jm00136a021
Abstract
2-(Adenin-9-yl)ethanesulfonic acid (1), 3-(adenin-9-yl)propanesulfonic acid (2), 9-(5-deoxy-.beta.-D-ribofuranosyl)-adenine-5''-sulfonic acid (3) and 9-(3-deoxy-.beta.-D-arabinofuranosyl)adenine-3''-sulfonic acid (4) were prepared by reaction of the corresponding chlorides by sodium sulfite (1-3) or by reaction of an epoxide with sodium hydrogen sulfite (4). They inhibited a typical nucleotide-binding enzyme, horse liver alcohol dehydrogenase, with inhibition constants in the range of 0.18-4.9 mM at pH 8 and 25.degree. C.This publication has 3 references indexed in Scilit:
- Modification of the 5' position of purine nucleosides. 2. Synthesis and some cardiovascular properties of adenosine-5'-(N-substituted)carboxamidesJournal of Medicinal Chemistry, 1980
- Halo sugar nucleosides. 6. Synthesis of some 5'-deoxy-5'-iodo and 4',5'-unsaturated purine nucleosidesThe Journal of Organic Chemistry, 1979
- Kinetics of native and activated isozymes of horse liver alcohol dehydrogenaseBiochemistry, 1977