趋化因子HCO-甲硫氨酸-亮氨酸-苯丙氨酸-甲酯的几何受限三肽类似物的合成、生物活性及构象研究
Synthesis, biological activity and conformational studies of geometrically restricted tripeptide analogues of the chemoattractant HCO-Met-Leu-Phe-OMe.
作者信息
Boggian M, Vertuani G, Cavicchioni G, Pecoraro R, Scatturin A, Spisani S
机构信息
Dipartimento di Scienze Farmaceutiche, Università di Ferrara.
出版信息
Farmaco. 1997 Jun-Jul;52(6-7):439-44.
PMID:9372595
Abstract
The formyl tripeptides containing 2-azetidinecarboxylic acid 2, 2-piperidinecarboxylic acid 3 and norvaline 4 in position 2 were synthesized and their biological activity was evaluated. The conformation of peptides was studied by CD and FT-IR techniques. While 2 and 3 do not show either chemotactic activity or superoxide production, 4 retains both activities.
摘要
合成了在第2位含有2-氮杂环丁烷羧酸2、2-哌啶羧酸3和正缬氨酸4的甲酰基三肽，并对其生物活性进行了评估。通过圆二色光谱（CD）和傅里叶变换红外光谱（FT-IR）技术研究了肽的构象。虽然2和3既不显示趋化活性也不显示超氧化物生成，但4保留了这两种活性。
相似文献
1
2
The importance of the peptide bond at position 2 in HCO-Met-Leu-Phe-OMe analogues as shown by studies on human neutrophils.
J Pept Sci. 1996 May-Jun;2(3):135-40. doi: 10.1002/psc.55.
3
Synthesis, conformation, and activity of HCO-Met-delta Z Leu-Phe-OMe, an active analogue of chemotactic N-formyltripeptides.
Biopolymers. 1993 Mar;33(3):437-51. doi: 10.1002/bip.360330310.
4
Hybrid alpha/beta3-peptides with proteinogenic side chains. Monosubstituted analogues of the chemotactic tripeptide For-Met-Leu-Phe-OMe.
J Pept Sci. 2004 Aug;10(8):510-23. doi: 10.1002/psc.562.
5
Synthetic formyl tripeptide chemoattractants: a C(alpha,alpha)-dialkylated, amphiphilic glycyl residue at position 1.
J Pept Sci. 2003 Jun;9(6):354-60. doi: 10.1002/psc.461.
6
Modified chemotactic peptides: synthesis, crystal conformation, and activity of For-Hse(Me)-Leu-Phe-OMe.
Biopolymers. 1994 Jan;34(1):1-9. doi: 10.1002/bip.360340102.
7
Synthesis and properties of chemotactic peptide analogs. II. HCO-Met-Leu-Phe-OMe analogs containing cyclic alpha,alpha-disubstituted amino acids as Met and Phe mimicking residues.
Int J Pept Protein Res. 1991 Dec;38(6):495-504.
8
Synthesis, conformation and biological activity of centrally modified pseudopeptidic analogues of For-Met-Leu-Phe-OMe.
Amino Acids. 2007 Sep;33(3):477-87. doi: 10.1007/s00726-006-0422-y. Epub 2006 Oct 6.
9
Pseudopeptides containing the 2-hydrazonoacyl fragment: analogs of the chemotactic agent HCO-Met-Leu-Phe-OMe.
J Pept Res. 2001 Jul;58(1):56-66. doi: 10.1034/j.1399-3011.2001.00875.x.
10
Synthesis and biological evaluation of new active For-Met-Leu-Phe-OMe analogues containing para-substituted Phe residues.
J Pept Sci. 2012 Jun;18(6):418-26. doi: 10.1002/psc.2414. Epub 2012 Apr 24.
Zotero 插件