The crystal and molecular structure of an intensely sweet chlorodeoxysucrose; 4,1 ',6 '-trichloro-4,1 ',6 '-tri-deoxy-galacto-sucrose

被引:33
作者
Kanters, Jan A.
Scherrenberg, Rolf L.
Leeflang, Bas R.
Kroon, Jan
Mathlouthi, Mohamed
机构
[1] Rijksuniv Utrecht, Lab Kristal & Struct Chem, NL-3584 CH Utrecht, Netherlands
[2] Univ Reims, Fac Sci Chim Phys Ind, F-51062 Reims, France
关键词
D O I
10.1016/0008-6215(88)80075-2
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The crystal and the molecular structure of 4,1',6'-trichloro-4,1',6'-trideoxy-galacto-sucrose (TGS) was determined by X-ray analysis at 294 K. Crystals of TGS are orthorhombic,space group p2(1)2(1)2(1),with a = 7.318(3),b = 12.027(4),c = 18.136(5) angstrom,V = 1596(1) angstrom(3), Z = 4; D-x = 1.655 g(.)cm(-3), lambda(MoK alpha) = 0.71073 angstrom, mu(MoK alpha) = 5.44 cm(-1), F(000) = 816. The X-ray intensities of 2649 reflections with I >= 2.5 sigma(I) were measured with Zr-filtered MoK alpha-radiation. The structure was solved by the Patterson procedure and refined by full-matrix least-squares to a final R-value of 0.0298. Large conformational differences between TGS and sucrose were observed,particularly in the conformation of the glycosidic linkage. These differences originate from chlorine substitution,which affects intramolecular hydrogen bonding and sweet-taste glucophores.
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页码:175 / 182
页数:8
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