Conformational effects of chiral alpha,alpha-dialkyl amino acids. I. C-terminal tetrapeptides of emerimicin containing alpha-ethylalanine.

Conformational effects of chiral alpha,alpha-dialkyl amino acids. I. C-terminal tetrapeptides of emerimicin containing alpha-ethylalanine.
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手性α,α-二烷基氨基酸的构象效应。

DOI:
10.1111/j.1399-3011.1988.tb01386.x
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发表时间:
1988
期刊:
International journal of peptide and protein research
影响因子:
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通讯作者:
Leplawy,MT
Leplawy,MT
中科院分区:
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文献类型:
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作者:
Marshall,GR;Clark,JD;DunbarJr,JB;Smith,GD;Zabrocki,J;Redlinski,AS;Leplawy,MT

文献摘要

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报道了含手性α、α -二烷基氨基酸、r - α -乙丙氨酸(r - EtA -乙丙氨酸)的emerimicin IV和III的c端四肽片段Boc - r - EtA - Hyp(Bzl) - Ala - Phol和Boc - r - EtA - Hyp(Bzl) - MeA - Phol的合成及其晶体结构。这两种多肽是同形的,在晶体中呈310‐螺旋构象。对α、α -二烷基氨基酸晶体数据的比较表明,大于甲基的烷基取代基并不排除含有这些氨基酸的肽具有与minima相关的构象,这种构象已被α -甲基丙氨酸很好地表征。
The syntheses and the crystal structures of theC‐terminal tetrapeptide fragments of emerimicin IV and III, Boc‐r‐EtA‐Hyp(Bzl)‐Ala‐Phol and Boc‐r‐EtA‐Hyp(Bzl)‐MeA‐Phol, containing the chiral α,α‐dialkyl amino acid,r‐α‐ethylalanine (r‐EtA) are reported. The two peptides are isomorphous and assume a 310‐helical conformation in the crystal. A comparison of the crystal data on α,α‐dialkyl amino acids indicates that alkyl substituents larger than a methyl group do not preclude peptides containing these amino acids from assuming the conformations associated with minima which have been well characterized for α‐methylalanine.