Irreversible enzyme inhibitors 100. Inhibitors of thymidine phosphorylase 8. 6-(p-bromoacetamido-benzyl)uracil, an active-site-directed irreversible inhibitor

✍ Scribed by B. R. Baker; Mitsutaka Kawazu

• Publisher: John Wiley and Sons
• Year: 1967
• Tongue: English
• Weight: 623 KB
• Volume: 56
• Category: Article
• ISSN: 0022-3549
• DOI: 10.1002/jps.2600560907

✦ Synopsis

The technical assistance of Pepper Caseria with the assays in 'Pahks I am1 I f i s acknowledge4.

tected (2-6) and the mode of binding has beqn summarized (7) An effective inhibitor of this enzyme was 6-benzyluracil (I) (5), which was complexed 4 5-times better than the substrate, 5fluoro-2'deoxyuridine; increasing the acidity of the uracil system b y introduction of a ri-bromo group (11) gave a further ninefold increment in binding (6), I1 being complexed fortyfold better than the substrate Therefore, 6-benzyluracil (I) and its 5-bromo derivative (11) were considered logical structures to be further modifred for con- d . 56, No. 9, Sepfemiw 1967