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Iminoheptitols as glycosidase inhibitors: Synthesis of, and mannosidase and fucosidase inhibition by, α—homomannojirimycin and 6-epi-homomannojirimycin

✍ Scribed by Ian Bruce; George W.J. Fleet; Isabelle Cenci di Bello; Bryan Winchester


Publisher
Elsevier Science
Year
1989
Tongue
French
Weight
280 KB
Volume
30
Category
Article
ISSN
0040-4039

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✦ Synopsis


C-2 and C-6 of a heptonolactone are joined together by nitrogen to afford a-homomannojirimycin (HMJ) and &epi-a-homomannojirimycin:

the inhibition of some n-mannosidases and a-fucosidases by these iminoheptitols is reported.


📜 SIMILAR VOLUMES


Iminoheptitols as glycosidase inhibitors
✍ Ian Bruce; George W.J. Fleet; Isabelle Cenci di Bello; Bryan Winchester 📂 Article 📅 1992 🏛 Elsevier Science 🌐 French ⚖ 853 KB

In a search for a mannopyranose analogue which inhibits a-mannosidases but not a-fucosidases, ahomonojirimycin was prepared, the syntheses of 6-epi-a-homonojirimycin and of 2,6-dideoxy-2.6-imino-Lglycero-D-ralo-heptonic acid (a highly substituted pipecolic acid) are also reported.

Synthesis and Glycosidase Inhibitory Act
✍ Antonio J. Moreno-Vargas; Inmaculada Robina; Raynald Demange; Pierre Vogel 📂 Article 📅 2003 🏛 John Wiley and Sons 🌐 German ⚖ 217 KB 👁 1 views

## Abstract The __García‐González__ reaction of D‐glucose and ethyl acetoacetate generated ethyl 5‐[(1′__S__)‐D‐erythrosyl]‐2‐methyl‐3‐furoate (**5**), which was converted to ethyl 5‐[(1′__R__)‐1′,4′‐dideoxy‐1′,4′‐imino‐D‐erythrosyl]‐2‐methyl‐3‐furoate (**3c**) and to ethyl 5‐[(1′__S__)‐1′,4′‐dideo