• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利：CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法，用中文像聊天一样搜索，搜遍4000万医学文献。AI智能推荐，让科研检索更轻松。

立即免费搜索

文件翻译

保留排版，准确专业，支持PDF/Word/PPT等文件格式，支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述，25分钟生成高质量综述，智能提取关键信息，辅助科研写作。

立即免费体验

基于鸟氨酰-脯氨酸和赖氨酰-脯氨酸的三肽模拟物作为血管紧张素转换酶抑制剂的构效关系研究

Structure-activity relationship study between Ornithyl-Proline and Lysyl-Proline based tripeptidomimics as angiotensin-converting enzyme inhibitors.

作者信息

Pavar Mahesh Chand, Hanif Kashif, Azam Amir, Lata Sneh, Qadar Pasha M A, Pasha Santosh

机构信息

Peptide Synthesis Lab, Institute of Genomics and Integrative Biology, Mall Road, Delhi 110007, India.

出版信息

Bioorg Med Chem Lett. 2006 Apr 15;16(8):2117-21. doi: 10.1016/j.bmcl.2006.01.061. Epub 2006 Feb 7.

DOI:10.1016/j.bmcl.2006.01.061
PMID:16464585
Abstract

A designed library of tripeptidomimics of Ornithyl-Proline (Orn-Pro) and Lysyl-Proline (Lys-Pro) conjugated with various unnatural amino acids and carboxylic acid derived heterocyclics was synthesized and screened for possible inhibitors of angiotensin-converting enzyme (ACE). Among the tripeptidomimics 10[MTP-Orn-Pro], 11[HTP-Orn-Pro], 14[TA-Orn-Pro] and 20[BPA-Orn-Pro] showed prominent inhibition with IC50 values in micromolar concentrations. Structure-activity relationship study indicated that C3 side chain of Orn as compared to C4 side chain of Lys at P1' position was better suited to inhibit ACE, with propionic acid (C3) derived heterocyclics and unnatural amino acids.

摘要

合成了一个设计库，其中包含与各种非天然氨基酸和羧酸衍生杂环共轭的鸟氨酰 - 脯氨酸（Orn - Pro）和赖氨酰 - 脯氨酸（Lys - Pro）的三肽模拟物，并筛选了它们作为血管紧张素转换酶（ACE）可能的抑制剂。在三肽模拟物中，10[MTP - Orn - Pro]、11[HTP - Orn - Pro]、14[TA - Orn - Pro]和20[BPA - Orn - Pro]表现出显著的抑制作用，IC50值处于微摩尔浓度。构效关系研究表明，与P1' 位置的赖氨酸的C4侧链相比，鸟氨酸的C3侧链更适合与丙酸（C3）衍生的杂环和非天然氨基酸一起抑制ACE。

相似文献

1
Structure-activity relationship study between Ornithyl-Proline and Lysyl-Proline based tripeptidomimics as angiotensin-converting enzyme inhibitors.基于鸟氨酰-脯氨酸和赖氨酰-脯氨酸的三肽模拟物作为血管紧张素转换酶抑制剂的构效关系研究
Bioorg Med Chem Lett. 2006 Apr 15;16(8):2117-21. doi: 10.1016/j.bmcl.2006.01.061. Epub 2006 Feb 7.
2
Effect of varying chain length between P(1) and P(1') position of tripeptidomimics on activity of angiotensin-converting enzyme inhibitors.三肽模拟物中P(1)和P(1')位置之间链长变化对血管紧张素转换酶抑制剂活性的影响。
Bioorg Med Chem Lett. 2009 Aug 1;19(15):4364-6. doi: 10.1016/j.bmcl.2009.05.079. Epub 2009 May 27.
3
Bradykinin analogs as inhibitors of angiotensin-converting enzyme.作为血管紧张素转换酶抑制剂的缓激肽类似物
Pept Res. 1993 Nov-Dec;6(6):308-12.
4
Synthesis and biological evaluation of proline derivatives as potential angiotensin converting enzyme inhibitor.脯氨酸衍生物作为潜在血管紧张素转换酶抑制剂的合成与生物学评价
Boll Soc Ital Biol Sper. 1996 Jan-Feb;72(1-2):29-36.
5
Inhibition of angiotensin converting enzyme by L-alanyl-4 or 5-substituted-L-prolines and their N alpha-phosphoryl-derivatives.L-丙氨酰-4或5-取代-L-脯氨酸及其Nα-磷酰化衍生物对血管紧张素转换酶的抑制作用。
Biochem Int. 1990;21(2):271-8.
6
Structural determinants of RXPA380, a potent and highly selective inhibitor of the angiotensin-converting enzyme C-domain.RXPA380的结构决定因素，一种有效的且高度选择性的血管紧张素转换酶C结构域抑制剂。
Biochemistry. 2004 Jun 29;43(25):8048-54. doi: 10.1021/bi049504q.
7
ACE-inhibitory activity and structural properties of peptide Asp-Lys-Ile-His-Pro [beta-CN f(47-51)]. Study of the peptide forms synthesized by different methods.
J Agric Food Chem. 2004 Oct 6;52(20):6315-9. doi: 10.1021/jf049532f.
8
Combined use of selective inhibitors and fluorogenic substrates to study the specificity of somatic wild-type angiotensin-converting enzyme.联合使用选择性抑制剂和荧光底物研究体细胞野生型血管紧张素转换酶的特异性。
FEBS J. 2006 Apr;273(8):1772-81. doi: 10.1111/j.1742-4658.2006.05196.x.
9
Development of potent and selective phosphinic peptide inhibitors of angiotensin-converting enzyme 2.高效且具选择性的血管紧张素转换酶2膦酰基肽抑制剂的研发。
J Med Chem. 2008 Apr 10;51(7):2216-26. doi: 10.1021/jm701275z. Epub 2008 Mar 7.
10
Novel peptidomimics as angiotensin-converting enzyme inhibitors: a combinatorial approach.
Bioorg Med Chem. 2002 Nov;10(11):3685-91. doi: 10.1016/s0968-0896(02)00166-9.

引用本文的文献

1
Effects of a novel ACE inhibitor, 3-(3-thienyl)-l-alanyl-ornithyl-proline, on endothelial vasodilation and hepatotoxicity in l-NAME-induced hypertensive rats.新型血管紧张素转换酶抑制剂3-(3-噻吩基)-L-丙氨酰-鸟氨酰-脯氨酸对L-硝基精氨酸甲酯诱导的高血压大鼠内皮舒张功能和肝毒性的影响。
Drug Des Devel Ther. 2016 Apr 20;10:1533-42. doi: 10.2147/DDDT.S77761. eCollection 2016.