VI. Synthesis, conformation, and ion-binding of two bicyclic nonapeptides

Zanotti, G. C. ; Campbell, B. E. ; Easwaran, K. R. K. ; Blout, E. R. (1988) VI. Synthesis, conformation, and ion-binding of two bicyclic nonapeptides International Journal of Peptide and Protein Research, 32 (6). pp. 527-535. ISSN 0367-8377

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Two related homodetic bicyclic nonapeptides (cyclo Glu-X-Pro-Gly-Lys-X-Pro-Gly)-cyclo (lγ→ 5ε), X = Ala(BCP2), X = Leu(BCP3) have been synthesized using conventional solution phase methods involving mixed anhydride coupling reactions starting with appropriately protected naturally occurring amino acids. The conformation and ion binding properties of BCP2 have been studied by nuclear magnetic resonance and circular dichroism techniques. The results of these studies have been compared to those of BCP3. The presence of Ala caused both Ala-Pro bonds to be trans in free BCP2. This characteristic imparted subtle differences to the ion-binding properties of BCP2 as compared to free BCP3 which has one cis Leu-Pro bond and one trans Leu-Pro bond.

Item Type:Article
Source:Copyright of this article belongs to John Wiley and Sons, Inc.
Keywords:Bicyclic Peptides; Circular Dichroism; Conformation; Cyclic Peptides; Ion Binding; Nuclear Magnetic Resonance
ID Code:10995
Deposited On:09 Nov 2010 04:19
Last Modified:31 May 2011 08:53

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