title: [Synthesis and biological activities of beta-chain fragments of hemoglobin].
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.
authors.affiliation: School of Life Science and Biotechnology, Dalian University of Technology, Dalian 116024, China. lxhxh@dlut.edu.cn
authors.forename: Xiao-hui
authors.initials: XH
authors.lastname: Li
authors.forename: Shuai
authors.initials: S
authors.lastname: Wang
authors.forename: Huan-qing
authors.initials: HQ
authors.lastname: Hui
authors.forename: Jian-en
authors.initials: JE
authors.lastname: Hu
authors.forename: Zhi-long
authors.initials: ZL
authors.lastname: Xiu
mesh_terms: D000595:Amino Acid Sequence; D000806:Angiotensin-Converting Enzyme Inhibitors / Q000494:pharmacology; D000900:Anti-Bacterial Agents / Q000494:pharmacology; D000959:Antihypertensive Agents / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000494:pharmacology; D045744:Cell Line, Tumor; D065089:Glycoside Hydrolase Inhibitors; D006801:Humans; D010446:Peptide Fragments / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D007703:Peptidyl-Dipeptidase A / Q000187:drug effects; D060327:Solid-Phase Synthesis Techniques / Q000379:methods; D000520:alpha-Glucosidases / Q000187:drug effects; D055544:beta-Globins / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D000806:Angiotensin-Converting Enzyme Inhibitors; D000900:Anti-Bacterial Agents; D000959:Antihypertensive Agents; D000970:Antineoplastic Agents; D065089:Glycoside Hydrolase Inhibitors; D010446:Peptide Fragments; D055544:beta-Globins; D000520:alpha-Glucosidases; D007703:Peptidyl-Dipeptidase A