PMID: 9650715Jul 3, 1998Paper

Synthesis and stabilization of amino and carboxy terminal constrained collagenous peptides

The Journal of Peptide Research : Official Journal of the American Peptide Society
Y TanakaT Tanaka

Abstract

Short collagenous peptides cross-linked at their amino and carboxy termini with Lys-Lys-dimer template(s) were synthesized, and the effect of the cross-linking on their stabilities was investigated by thermal denaturation experiments. Two chemoselective ligations were used for the construction of the amino and the carboxy cross-linked peptides. The thermal transition temperature (Tm) and the standard free energies (deltaG(o)) of the cross-linked collagenous peptides increased, and the thermal stabilization effect corresponded to an elongation by two units of the Gly-Pro-Hyp triad. The van't Hoff enthalpy (deltaH(o)) and the entropy (deltaS(o)) values of the cross-linked peptides increased with chain elongation, although the increments were smaller than those of the linear peptides. When the same chain lengths were compared, the deltaH(o) was increased and the deltaS(o) was nearly the same or increased by the cross-linking. These results suggest that the cross-linking of the collagenous peptides with the Lys-Lys-dimer template(s) for stabilization contributes to the enthalpic effect, rather than the entropic effect.

References

Apr 1, 1992·Biopolymers·B BrodskyJ Baum
Jun 28, 1994·Biochemistry·M G VenugopalB Brodsky

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Citations

Sep 27, 2019·Chemistry : a European Journal·Christoph Priem, Armin Geyer
Jun 22, 2007·Philosophical Transactions of the Royal Society of London. Series B, Biological Sciences·Takaki Koide
Mar 4, 2000·Science Progress·K SuzukiT Tanaka
Mar 6, 2010·Organic & Biomolecular Chemistry·Gregg B Fields
Aug 22, 2020·Biomacromolecules·Sarah A H HulganJeffrey D Hartgerink
Mar 17, 2018·Tetrahedron Letters·Maciej J Stawikowski, Gregg B Fields

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