Crystal Structures of Dipeptides Derived from the β-Amino Acids (1R,2S)-2-Aminocyclopentanecarboxylic Acid and (1S,2R,3S)-2-Amino-3-methylcyclopentanecarboxylic Acid

被引:4
|
作者
Abraham, Elin [1 ]
Davies, Stephen G. [1 ]
Roberts, Paul M. [1 ]
Thompson, Amber L. [1 ]
Thomson, James E. [1 ]
机构
[1] Univ Oxford, Dept Chem, Chem Res Lab, Oxford OX1 3TA, England
关键词
beta-Peptides; beta-Sheet; Asymmetric synthesis; Lithium amide; Parallel kinetic resolution; PARALLEL KINETIC RESOLUTION; HELICAL SECONDARY STRUCTURE; X-RAY CRYSTALLOGRAPHY; DE-NOVO DESIGN; ASYMMETRIC-SYNTHESIS; BETA(2)-AMINO ACIDS; ABSOLUTE-STRUCTURE; AQUEOUS-SOLUTION; CHEMICAL-SHIFTS; PEPTIDES;
D O I
10.1007/s10870-011-0164-x
中图分类号
O7 [晶体学];
学科分类号
0702 ; 070205 ; 0703 ; 080501 ;
摘要
Crystals of the dimeric beta-peptides 13 and 20, derived from (1R,2S)-2-aminocyclopentanecarboxylic acid and (1S,2R,3S)-2-amino-3-methylcyclopentanecarboxylic acid, respectively, were synthesised and studied by X-ray diffraction in order to establish their solid state secondary structural characteristics. Compound 13 crystallises in the monoclinic space group P 2 (1) with cell parameters of a = 5.2682(1) , b = 9.1211(2) , c = 22.4467(6) , beta = 91.3855(9)A degrees, V = 1078.29(4) (3) and Z = 2. Compound 20 crystallizes in the orthorhombic space group P 2 (1) 2 (1) 2 (1) with cell parameters of a = 5.0968(1) , b = 11.5546(2) , c = 43.5414(8) , V = 2564.22(8) (3) and Z = 4. In both cases adjacent molecules are linked by a series of N-H center dot center dot center dot O=C hydrogen bonds to form beta-sheet like structures.
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页码:1722 / 1728
页数:7
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