Structure of 4-methylumbelliferyl-beta-D-glucopyranoside.
Structure of 4-methylumbelliferyl-beta-D-glucopyranoside.
复制标题
4-甲基伞形基-β-D-吡喃葡萄糖苷的结构。
DOI：
10.1107/s0108270188000472
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发表时间：
1988
期刊：
影响因子：
--
通讯作者：
Salerno,JM
中科院分区：
文献类型：
--
作者：
VanRoey,P;Salerno,JM
C~ 6HI7Os. 1.5 H20, Mr= 364.33, mono-clinic, C2, a= 14.314 (3), b= 6.851 (1), c= 18.178 (5) A, fl= 100.90 (2), V= 1750.46 A3, z= 4, Dx= 1.382 Mgm-3,~.(MoKa)= 0.71069 A, g= 0.933 mm-~, F (000)= 768, T= 294 K, R= 0.078 for all 2160 reflections. The structure is characterized by the close stacking along the b axis of the planar 4-methylumbelliferyl ring system which is nearly perpendicular to b and the extensive hydrogen bonding scheme in which all hydroxyl groups are within 2.95 A of at least two other O atoms.Introduction. The structure of 4-methylumbelliferyl-fl-D-glucopyranoside was determined as part of a conformational study of substrates of fl-glucosidases. This compound is used as a fluorogenic substrate for the determination of fl-glucosidase activity. Clinical applications include the diagnosis of Gaucher disease (Yaqoob & Carroll, 1980). Information regarding the geometry of the sugar-chromophore link and the overall conformation of the molecule is useful for mapping of the active site and for the determination of the enzymatic mechanism.Experimental. The compound was purchased from Sigma (St Louis, Missouri). Needle-shaped crystals were obtained by slow evaporation of an aqueous acetone solution. The crystal used had approximate dimensions of 0.61× 0.15 x 0.17 mm. Systematic absences (h+ k= 2n) observed on Weissenberg photo-graphs. The chirality of the molecule excluded all space groups other than C2. Nicolet P3 diffractometer, 0108-2701/88/050865-03503.00
