SYNTHESIS OF 2-ACETAMIDO-1,4-IMINO-1,2,4- TRIDEOXY-D-GALACTITOL AND COMPETITIVE-INHIBITION OF HUMAN LYSOSOMAL BETA-HEXAMINIDASE-A

Authors
LIESSEM B GIANNIS A SANDHOFF K NIEGER M
Citation
B. Liessem et al., SYNTHESIS OF 2-ACETAMIDO-1,4-IMINO-1,2,4- TRIDEOXY-D-GALACTITOL AND COMPETITIVE-INHIBITION OF HUMAN LYSOSOMAL BETA-HEXAMINIDASE-A, Carbohydrate research, 250(1), 1993, pp. 19-30
Citations number
34
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Carbohydrate research → ACNP
ISSN journal
00086215
Volume
250
Issue
1
Year of publication
1993
Pages
19 - 30
Database
ISI
SICI code
0008-6215(1993)250:1<19:SO2TAC>2.0.ZU;2-Z
Abstract
The synthesis of 2-acetamido-1,4-imino-1,2,4-trideoxy-D-galactitol (1; mido-4-amino-1,4-anhydro-2,4-dideoxy-D-galactitol) by two different r outes starting from 2-acetamido-2-deoxy-D-glucose is described. Compou nd 1 is a competitive inhibitor of human lysosomal beta-hexosaminidase A with K-i values of 18 mu M (beta-subunit) and 220 mu M (alpha-subun it). Similiar properties were found for the already known 2-acetamido- 2-deoxy-D-gluco-hydroximo-1,4-lactone.