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Effect to tetrazole moiety on coordinating efficiency of deltorphin

100%

Lodyga-Chruscinska E., Oldziej S., Micera G., Sanna D., Chruscinski L., Olczak J., Zabrocki J.

Acta Biochimica Polonica

2004

tom 51

nr 1

A study of the effect of the tetrazole moiety, a cis-amide bond surrogate, on the Cu(II) coordinating properties of oligopeptides is reported. Insertion of the tetrazole moiety Ψ[CN4] into the peptide sequence of [D-Ala2]deltorphin I changes considerably the coordination ability of the peptide. Potentiometric and spectroscopic results show that if the tetrazole moiety is in a suitable position in the peptide chain, i.e. It follows the second residue, a stable CuL species involving 3N coordination is formed in the physiological pH range. The tetrazole Ψ[CN4] ring provides one of these nitrogens. The data indicate that Cu(II) ions are strongly trapped inside a bent peptide backbone. The peptide conformation changes achieved by Cu(II) coordination may be essential for the binding of tetrazole deltorphins at opiate receptors.

Synthesis and binding properties of deltorphin I analogues containing [R] and [S]-alpha-hydroxymethylnaphtylalanine

84%

Olma A., Gniadzik A., Lipkowski A. W., Lachwa M.

Acta Biochimica Polonica

2001

tom 48

nr 4

New analogues of deltorphin I (DT I), in which the phenylalanine residue in position 3 is substituted with amphiphilic a,a-disubstituted amino acid enantiomers, (R) and (S)-a-hydroxymethylnaphtylalanine, were synthesized and tested for u and δ opioid receptor affinity and selectivity. Although both analogues have lower affinity to δ receptors than DT I, they both expressed specificity to δ receptors.

Ograniczanie wyników

2 Acta Biochimica Polonica

1 Chruscinski L.

1 Gniadzik A.

1 Lachwa M.

1 Lipkowski A. W.

1 Lodyga-Chruscinska E.

1 Micera G.

1 Olczak J.

1 Oldziej S.

1 Olma A.

1 Sanna D.

1 Zabrocki J.

1 2004

1 2001

Wyniki wyszukiwania

Effect to tetrazole moiety on coordinating efficiency of deltorphin

Synthesis and binding properties of deltorphin I analogues containing [R] and [S]-alpha-hydroxymethylnaphtylalanine