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

Thomas B. Mercer, Sarah F. Jenkinson, Barbara Bartholomew, Robert J. Nash, Saori Miyauchi, Atsushi Kato, George W. J. Fleet

Allbwn ymchwil: Cyfraniad at gyfnodolynErthygladolygiad gan gymheiriaid

Crynodeb

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 [K(i) = 0.13 mu M]-and LIL showed weak [K(i) = 113 mu M]-competitive inhibition of alpha-D-galactosidase. Both enantiomers N-benzyl-DIL [K(i) = 64 mu M] and N-benzyl-LIL [K(i) = 13 mu M] were moderate competitive inhibitors of naringinase, an alpha-L-rhamnosidase.
Iaith wreiddiolSaesneg
Tudalennau (o-i)2368-2373
Nifer y tudalennau6
CyfnodolynTetrahedron: Asymmetry
Cyfrol20
Rhif cyhoeddi20
Dynodwyr Gwrthrych Digidol (DOIs)
StatwsCyhoeddwyd - 20 Hyd 2009

Ôl bys

Gweld gwybodaeth am bynciau ymchwil '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'. Gyda’i gilydd, maen nhw’n ffurfio ôl bys unigryw.

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