Journal article
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
- 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 [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.
- Publication status:
- Published
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Bibliographic Details
- Journal:
- TETRAHEDRON-ASYMMETRY
- Volume:
- 20
- Issue:
- 20
- Pages:
- 2368-2373
- Publication date:
- 2009-10-20
- DOI:
- EISSN:
-
1362-511X
- ISSN:
-
0957-4166
- Source identifiers:
-
41489
Item Description
- Language:
- English
- Pubs id:
-
pubs:41489
- UUID:
-
uuid:ef34d8c3-ec94-4989-bb99-2f4354ecbe61
- Local pid:
- pubs:41489
- Deposit date:
- 2012-12-19
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- Copyright date:
- 2009
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