Looking glass inhibitors: both enantiomeric N-benzyl derivatives of 1,4-dideoxy-1,4-imino-D-lyxitol [a potent competitive inhibitor of alpha-D-galactosidase] and of 1,4-dideoxy-1,4-imino-L-lyxitol [a weak competitive inhibitor of alpha-D-galactosidase] inhibit naringinase, an alpha-L-rhamnosidase competitively

Autor: Atsushi Kato, Thomas B. Mercer, Saori Miyauchi, Barbara Bartholomew, Robert J. Nash, George W. J. Fleet, Sarah F. Jenkinson
Jazyk: angličtina
Rok vydání: 2009
Předmět:
Zdroj: TETRAHEDRON-ASYMMETRY. 20(20)
ISSN: 1362-511X
0957-4166
Popis: Benzhydryl protection by diphenyldiazomethane of an alcohol in enantiomeric base-sensitive ribonolactones allows short efficient syntheses of 1,4-dideoxy-1,4-imino-d-lyxitol (DIL) and of 1,4-dideoxy-1,4-imino-l-lyxitol (LIL). DIL showed potent [Ki = 0.13 μM]-and LIL showed weak [Ki = 113 μM]-competitive inhibition of α-d-galactosidase. Both enantiomers N-benzyl-DIL [Ki = 64 μM] and N-benzyl-LIL [Ki = 13 μM] were moderate competitive inhibitors of naringinase, an α-l-rhamnosidase. © 2009 Elsevier Ltd. All rights reserved.
Databáze: OpenAIRE
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