Synthesis and biological activities of beta-chain fragments of hemoglobin.
- Author:
Xiao-hui LI
1
;
Shuai WANG
;
Huan-qing HUI
;
Jian-en HU
;
Zhi-long XIU
Author Information
1. School of Life Science and Biotechnology, Dalian University of Technology, Dalian 116024, China. lxhxh@dlut.edu.cn
- Publication Type:Journal Article
- MeSH:
Amino Acid Sequence;
Angiotensin-Converting Enzyme Inhibitors;
pharmacology;
Anti-Bacterial Agents;
pharmacology;
Antihypertensive Agents;
pharmacology;
Antineoplastic Agents;
pharmacology;
Cell Line, Tumor;
Glycoside Hydrolase Inhibitors;
Humans;
Peptide Fragments;
chemical synthesis;
chemistry;
pharmacology;
Peptidyl-Dipeptidase A;
drug effects;
Solid-Phase Synthesis Techniques;
methods;
alpha-Glucosidases;
drug effects;
beta-Globins;
chemical synthesis;
chemistry;
pharmacology
- From:
Acta Pharmaceutica Sinica
2010;45(10):1270-1274
- CountryChina
- Language:Chinese
-
Abstract:
To investigate the angiotensin I-converting enzyme (ACE) inhibitory activity of beta-chain hemoglobin fragments, 17 fragments were synthesized by microwave-assisted solid-phase synthesis method. Wang resin or Trt(2-Cl) resin, Fmoc and HBTU-HOBt were used as solid carrier, N-terminal amino acid protecting groups and coupling reagents, respectively. The ACE inhibitory, alpha-glucosidase inhibitory, antibacterial and antitumor activities of the synthesized fragments were assayed. In vitro, Val-Val-Tyr-Pro-Trp-Thr showed high ACE inhibitory activity (IC50 = 7.42 micromol x L(-1)). The results indicate that there are two active sites in Val-Val-Tyr-Pro-Trp-Thr-Gln-Arg-Phe, one consists of Val-Val-, and the other -Gln-Arg-Phe. Peptides showed high ACE inhibitory activity when the N-terminal was hydrophobic amino acid such as Val and C-terminal tripeptide contained Phe, Trp or Arg. Some of the fragments showed low a-glucosidase inhibitory activity. No antibacterial activity or antitumor activity was detected in vitro. The results indicate that these peptides have a potential antihypertensive effect and possible application in the treatment of hypertension.
