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

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dc.contributor.author Mercer, Thomas B.
dc.contributor.author Jenkinson, Sarah F.
dc.contributor.author Bartholomew, Barbara
dc.contributor.author Nash, Robert J.
dc.contributor.author Miyauchi, Saori
dc.contributor.author Kato, Atsushi
dc.contributor.author Fleet, George W. J.
dc.date.accessioned 2012-10-23T09:49:16Z
dc.date.available 2012-10-23T09:49:16Z
dc.date.issued 2009-10-20
dc.identifier.citation Mercer , T B , Jenkinson , S F , Bartholomew , B , Nash , R J , Miyauchi , S , Kato , A & Fleet , G W J 2009 , ' 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 ' Tetrahedron: Asymmetry , vol 20 , no. 20 , pp. 2368-2373 . en
dc.identifier.issn 09574166
dc.identifier.other PURE: 176844
dc.identifier.other dspace: 2160/7890
dc.identifier.uri http://hdl.handle.net/2160/7890
dc.description.abstract 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. en
dc.format.extent 6 en
dc.language.iso eng
dc.relation.ispartof Tetrahedron: Asymmetry en
dc.title 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 en
dc.type Text en
dc.type.publicationtype Article (Journal) en
dc.identifier.doi http://dx.doi.org/10.1016/j.tetasy.2009.10.004
dc.contributor.institution Institute of Biological, Environmental and Rural Sciences en
dc.description.status Peer reviewed en


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