Crystal structure of N-(tert-but-oxy-carbon-yl)phenyl-alanylde-hydro-alanine isopropyl ester (Boc-Phe-ΔAla-OiPr).

IF 0.9
Paweł Lenartowicz, Maciej Makowski, Bartosz Zarychta, Krzysztof Ejsmont
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引用次数: 2

Abstract

In the title compound, the de-hydro-dipeptide (Boc-Phe-ΔAla-OiPr, C20H28N2O5), the mol-ecule has a trans conformation of the N-methyl-amide group. The geometry of the de-hydro-alanine moiety is to some extent different from those usually found in simple peptides, indicating conjugation between the H2C=C group and the peptide bond. The bond angles around de-hydro-alanine have unusually high values due to the steric hindrance, the same inter-action influencing the slight distortion from planarity of the de-hydro-alanine. The mol-ecule is stabilized by intra-molecular inter-actions between the isopropyl group and the N atoms of the peptide main chain. In the crystal, an N-H⋯O hydrogen bond links the mol-ecules into ribbons, giving a herringbone head-to-head packing arrangement extending along the [100] direction. In the stacks, the mol-ecules are linked by weak C-H⋯O hydrogen-bonding associations.

Abstract Image

Abstract Image

Abstract Image

N-(叔丁基氧碳基)苯丙酰氢丙氨酸异丙酯(Boc-Phe-ΔAla-OiPr)的晶体结构。
在标题化合物脱氢二肽(Boc-Phe-ΔAla-OiPr, C20H28N2O5)中,分子具有n -甲基酰胺基团的反式构象。脱氢丙氨酸片段的几何形状在一定程度上不同于通常在简单肽中发现的形状,表明H2C=C基团与肽键之间的偶联。由于空间位阻的作用,脱氢丙氨酸周围的键角具有异常高的值,同样的相互作用影响了脱氢丙氨酸的平面性引起的轻微畸变。分子通过异丙基与肽主链N原子之间的分子内相互作用而稳定。在晶体中,N-H⋯O氢键将分子连接成带状,沿着[100]方向形成人字形首尾排列。在堆叠中,分子通过弱的C-H⋯O氢键连接。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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来源期刊
自引率
33.30%
发文量
0
审稿时长
1.3 months
期刊介绍: Acta Crystallographica Section E: Structure Reports Online is the IUCr highly popular open-access structural journal. It provides a simple and easily accessible publication mechanism for the growing number of inorganic, metal-organic and organic crystal structure determinations. The electronic submission, validation, refereeing and publication facilities of the journal ensure very rapid and high-quality publication, whilst key indicators and validation reports provide measures of structural reliability. In 2009, the journal published over 4000 structures. The average publication time is less than one month.
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