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Inhibition of Emulsin by D-Gluconhydroximo-1,5-lactone and Related Compounds

โœ Scribed by Dieter Beer; Andrea Vasella

Publisher
John Wiley and Sons
Year
1986
Tongue
German
Weight
186 KB
Volume
69
Category
Article
ISSN
0018-019X

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โœฆ Synopsis

At pH 4.5 (citrate buffer), o-gluconhydroximo-iactone (2), the N-methylurethane 3 and the Nphenylurethane 4 inhibit competitively the hydrolysis ofp-nitrophenyl B-o-glucopyranoside by emulsin. The IC,, values of 2, 3, and 4 were 1.6 x M, respectively. The K, values of 2 and 4 were 9.8 x lo-' and 2.3 x 10@ M, respectively, while D-glucono-1,S-lactone (1) showed IC,,= 1.1 X M and K, = 3.7 x 10-5 M.

1.0 x and 5.8 X ' ) ')

' )

In a similar way AS 1, which has a wcak action on a-glucosidases (K, range ca. lo-' M [S]), the hydroximo-lactone 2 inhibits intestinal maltase weakly. We thank Dr. W . Pirson, F. Hoffrnunn-Lu Rochr & Co. AG, Basel, for the determination of the inhibition.

๐Ÿ“œ SIMILAR VOLUMES

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โœ Diane R. Wolk; Andrea Vasella; Fritz Schweikart; Martin G. Peter ๐Ÿ“‚ Article ๐Ÿ“… 1992 ๐Ÿ› John Wiley and Sons ๐ŸŒ German โš– 707 KB

The carbohydrate-derived lactone phenylsemicarbazones 3 and 4 were prepared from 5 and 8 (Scheme). Treatment with 4-phenylsemicarbazide gave 6 and 7 (77:23) and 9 and 10 (76:24), respectively. Oxidation of 6 and 9 by Cr0,-pyridine to 11 and 13, followed by deprotection, yielded 3 and 4. The structur