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A Cyclic Hexapeptide Comprising Alternating α‐Aminoxy and α‐Amino Acids is a Selective Chloride Ion Receptor
Author(s) -
Yang Dan,
Li Xiang,
Sha Yao,
Wu YunDong
Publication year - 2006
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200500098
Subject(s) - chemistry , hydrogen bond , chloride , aqueous solution , ion , selectivity , cyclic peptide , ring (chemistry) , medicinal chemistry , polymer chemistry , stereochemistry , molecule , organic chemistry , peptide , biochemistry , catalysis
In nonpolar solvents, the cyclic hexapeptide 2 , which comprises alternating D ‐α‐amino and D ‐α‐aminoxy acids, adopts a C 3 ‐symmetric conformation with alternating eight (NO turns)‐ and seven (γ turns)‐membered‐ring hydrogen bonds. A series of anion‐binding studies has suggested that 2 can function as an effective anion receptor that not only displays a high selectivity for chloride ions, but also the capability to extract chloride ions from aqueous solutions into organic phases.