Koike K, Mori M, Ito Y, Nakahara Y, Ogawa T
College of Pharmacy, Nihon University, Chiba, Japan.
Biosci Biotechnol Biochem. 1993 May;57(5):698-702. doi: 10.1271/bbb.57.698.
The wheat glycosphingolipids, O-(beta-D-mannopyranosyl-[(1-->4)-O-(beta-D-mannopyranosyl)]n-O-(beta-D -glucopyranosyl)-(1-->1)-(2S,3S,4R)-4-hydroxy-N-tetracosanoylsphingan ine (n = 1 and 2), were stereoselectively synthesized. Silver silicate promoted glycosylation when 4-O-acetyl-2,3,6-tri-O-benzyl-alpha-D-mannopyranosyl bromide was used for elongating the glycan chains, which were latter coupled with the ceramide derivative by the trichloroacetimidate method.
小麦糖鞘脂，O-（β-D-吡喃甘露糖基-[(1→4)-O-(β-D-吡喃甘露糖基)]n-O-(β-D-吡喃葡萄糖基)-(1→1)-(2S,3S,4R)-4-羟基-N-二十四烷酰基鞘氨醇（n = 1和2），已被立体选择性合成。当使用4-O-乙酰基-2,3,6-三-O-苄基-α-D-吡喃甘露糖基溴来延长聚糖链时，硅酸银促进糖基化反应，随后通过三氯乙酰亚胺酯法将聚糖链与神经酰胺衍生物偶联。
