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N-p-amino- and N-p-nitro-phenylsulfonyl derivatives of dipeptides a new family of ligands for copper(II). Potentiometric and spectroscopic studies.

Autorzy

Teresa Kowalik-Jankowska

Henryk Kozłowski

K. Pawełczak

Maciej Makowski

Rok wydania

1995

Czasopismo

Journal of the Chemical Society, Dalton Transactions

Strony

2729-2733

DOI

10.1039/DT9950002729

Kolekcja

Naukowa

Język

Angielski

Typ publikacji

Artykuł

Streszczenie

The co-ordination ability of four dipeptide analogues substituted on the N-terminal amino group with p-nitrophenylsulfonyl (nps-Ala-Ala and nps-Ala-His) and p-aminophenylsulfonyl (aps-Ala-Ala and aps-Ala-His) groups was studied by potentiometric and spectroscopic (UV/VIS absorption, CD and EPR) techniques. The N-terminal sulfonyl substituent drastically changes the acidity of the sulfonamide proton making nitrogen very efficient in binding to CuII. The sulfonamide nitrogen having pK between 9 and 11 does not need any anchoring binding group to form complexes with CuII. The para substituent on the phenyl ring (amino or nitro) influences very strongly the acidity of the sulfonamide proton. The nps or aps moieties change the co-ordination equilibria considerably when compared to the parent dipeptide Ala-His. Both groups enforce the formation of dimeric complexes, whereas in the case of the parent dipeptide the major species are only monomeric.

Adres publiczny

DOI https://doi.org/10.1039/DT9950002729

Strona internetowa wydawcy

https://www.rsc.org/

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