کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5281753 | 1385678 | 2006 | 5 صفحه PDF | دانلود رایگان |
The synthesis of a β-d-mannopyranoside analog, fully identical to the naturally occurring d-mannopyranose in terms of hydroxyl pattern, and displaying a skew-boat conformation close to a B2,5 boat strongly believed to be adopted by the oxycarbenium transition state during glycosidic bond cleavage of β-mannane by family 26 β-mannanase, is described. The conformationally locked analog has been obtained by tethering the C-2 and C-5 carbon atoms of the sugar ring with a three carbon bridge using RCM methodology. Conformation of the mannose analog has been confirmed by NMR and molecular modelling.
The synthesis of a d-mannopyranose mimic displaying a conformation close to the B2,5 boat adopted by the oxycarbenium transition state during glycosidic bond cleavage of β-mannane by family of 26 β-mannanase, is described.
Journal: Tetrahedron Letters - Volume 47, Issue 50, 11 December 2006, Pages 8887-8891