Repository logo

Infoscience

  • English
  • French
Log In
Logo EPFL, École polytechnique fédérale de Lausanne

Infoscience

  • English
  • French
Log In
  1. Home
  2. Academic and Research Output
  3. Journal articles
  4. Synthesis of (+)-3,7,8-trideoxy-3,7-imino-D-threo-L-galacto-octitol and its inhibition of beta-glucosidases
 
research article

Synthesis of (+)-3,7,8-trideoxy-3,7-imino-D-threo-L-galacto-octitol and its inhibition of beta-glucosidases

Baudat, A.
•
Picasso, S.
•
Vogel, P.  
1996
Carbohydrate Research

The readily available 2,3:6,7-di-O-isopropylidene-D-glycero-D-gulo-heptono-1,4-lactone [(-)-5] was converted in four synthetic steps into the new iminooctitol (+)-3,7,8-trideoxy-3,7-imino-D-threo-L-galacto-octitol [(+)-10]. Although the piperidine unit of (+)-10 has the absolute configuration of beta-D-galacto-hexopyranosides, this iminoalditol does not inhibit five commercially available beta-galactosidases. However, (+)-10 was found to be a good competitive inhibitor of beta-glucosidases from almond (K-i = 15 mu M) and from Caldocellum saccharolyticum (K-i = 41 mu M).

  • Details
  • Metrics
Type
research article
DOI
10.1016/0008-6215(95)00348-7
Author(s)
Baudat, A.
Picasso, S.
Vogel, P.  
Date Issued

1996

Published in
Carbohydrate Research
Volume

281

Issue

2

Start page

277

End page

284

Subjects

azasugars

•

glycosidase inhibitors

•

iminoalditols

•

3

•

7-iminooctitol

•

Glycosidase inhibitors

•

analogs

•

sugars

•

derivatives

•

mechanism

•

sepium

•

acid

Note

Univ lausanne,chim sect,bch,ch-1015 lausanne,switzerland.

Editorial or Peer reviewed

REVIEWED

Written at

EPFL

EPFL units
LGSA  
Available on Infoscience
November 9, 2005
Use this identifier to reference this record
https://infoscience.epfl.ch/handle/20.500.14299/219712
Logo EPFL, École polytechnique fédérale de Lausanne
  • Contact
  • infoscience@epfl.ch

  • Follow us on Facebook
  • Follow us on Instagram
  • Follow us on LinkedIn
  • Follow us on X
  • Follow us on Youtube
AccessibilityLegal noticePrivacy policyCookie settingsEnd User AgreementGet helpFeedback

Infoscience is a service managed and provided by the Library and IT Services of EPFL. © EPFL, tous droits réservés