Enzyme Inhibitors. VI. Studies on the Bulk Tolerance of Adenosine Deaminase for 6-Substituted Amino-9-(3-hydroxypropyl)purines

Howard J. Schaeffer, Robert Vince

Research output: Contribution to journalArticlepeer-review

12 Scopus citations

Abstract

In order to study the ability of the enzyme adenosine deaminase to tolerate bulk at the 6-position of certain purine nucleoside analogs, several 6-substituted amino-9-(3-hydroxypropyl)purines were prepared. These compounds were synthesized by allowing 6-chloro-9-(3-hydroxypropyl)purine to react with the appropriate amines. Enzymatic evaluation of these compounds revealed that increasing the size of the substituent on the 6-amino group decreased the inhibitory property of the compound. These results establish that adenosine deaminase has little bulk tolerance for substituents on the 6-amino group of the purine nucleus.

Original languageEnglish (US)
Pages (from-to)33-35
Number of pages3
JournalJournal of Medicinal Chemistry
Volume8
Issue number1
DOIs
StatePublished - Jan 1 1965
Externally publishedYes

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