@article {M.:January 2005:1397-002X:55, author = "M. Liu", author = "Y.-C. Tang", author = "K.-Q Fan", author = "X. Jiang", author = "L.-H Lai", author = "Y.-H Ye", title = "Cyclization of several linear penta- and heptapeptides with different metal ions studied by CD spectroscopy", journal = "Journal of Peptide Research", volume = "65", year = "January 2005", abstract = ":
A cyclic pentapeptide c(Tyr-Leu-Ala-Gly-Pro) (I), which was isolated and identified from Pseudostellaria heterophylla medicinal herbs, and two cyclic heptapeptides, c(Gly-Tyr-Gly-Gly-Pro-Phe-Pro) (II) and c(Gly-Ile-Pro-Tyr-Ile-Ala-Ala) (III), which were isolated and identified from Stellaria yunnanensis Franch (M), were synthesized by using 3-(diethoxyphosphoryloxy)-1,2,3-benzotriazin-4(3 H)-one (DEPBT) as a coupling reagent in solution, and mediated by different metal ions, from their linear peptide precursors H-Tyr-Leu-Ala-Gly-Pro-OH (I-1) and H-Ala-Gly-Pro-Tyr-Leu-OH (I-2), H-Gly-Tyr-Gly-Gly-Pro-Phe-Pro-OH (II-1) and H-Gly-Ile-Pro-Tyr-Ile-Ala-Ala-OH (III-1), respectively. The results show that alkali metal ions can improve the cyclization yields and/or the cyclization rates of linear peptide precursors, such as Na+ ion is favorable for the cyclization of linear pentapeptides and Cs+ ion is favorable for the cyclization of linear heptapeptides, while some bivalent and trivalent metal ions, such as Mg2+, Ca2+, Zn2+, Fe2+, Ni2+ and Cr3+ reduced/inhibited both the cyclization yields and the cyclization rates of the linear peptide precursors. The circular dichroism spectra of I-1, II-1 and III-1 with different metal ions were studied to elucidate the changes in their secondary structures. It is shown that Cs+ can induce and stabilize the type I
-turn conformation in the linear heptapeptide II-1 and the type II
-turn conformation in the linear heptapeptide III-1.",
pages = "55-64(10)",
url = "http://www.ingentaconnect.com/content/mksg/jpr/2005/00000065/00000001/art00009"
doi = "doi:10.1111/j.1399-3011.2004.00199.x"
}