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Intramolecular Transfer of Excitation Energy, Complexation with Metal Ions, and Interactions with Liposomes of Cyclo [tryptophyl-sarcosyl-sarcosyl-Nϵ-dansyllysyl-prolyl]

✍ Scribed by Shunsaku Kimura; Yukio Imanishi


Publisher
John Wiley and Sons
Year
1982
Tongue
German
Weight
612 KB
Volume
65
Category
Article
ISSN
0018-019X

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✦ Synopsis


Abstract

A cyclic pentapeptide containing an energy donor group and an energy acceptor group within the molecule, cyclo [Trp‐Sar‐Sar‐Lys (DNS)‐Pro], was synthesized. Its conformation, complexation with metal ions, intramolecular energy transfer, and interaction with liposomes were investigated. The precursor, cyclo [Trp‐Sar‐Sar Lys (Z)‐Pro], contained one cis‐sarcosyl peptide bond and a β‐turn in which the Pro‐residue occupied the 3rd position. This cyclic pentapeptide formed a complex selectively with Ba^2+^ and its binding constant in 95% aqueous methanol solution was 2.0 × 10^3^ 1 · mol^−1^. The intramolecular energy‐transfer efficiency of cyclo [Trp‐Sar‐Sar‐Lys (DNS)‐Pro] was almost constant between − 60° and 40° in ethanol, while it increased at temperatures lower than 34° in liposomes as a result of the pre‐transition of the lipid assembly. On the other hand, the intramolecular energy transfer efficiency of cyclo [Trp‐Sar‐Sar‐Lys (DNS)‐Pro] decreased upon complexation with Ba^2+^.