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Volumn 70, Issue 13, 2005, Pages 5305-5308

Enhanced peptide β-sheet affinity by metal to ligand coordination

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACIDS; COMPLEXATION; CONFORMATIONS; COORDINATION REACTIONS; POLYPYRROLES; SUBSTITUTION REACTIONS;

EID: 20844432379     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0502908     Document Type: Article
Times cited : (26)

References (45)
  • 1
    • 20844461981 scopus 로고    scopus 로고
    • note
    • Typical examples are cycloadditions or cyclization reactions and intramolecular folding.
  • 2
    • 0031576660 scopus 로고    scopus 로고
    • One important motivation to develop synthetic binding sites for peptide β-sheets is the interception of prion protein aggregation. (a) Kirsten, C. N.; Schrader, T. H. J. Am. Chem. Soc. 1997, 119, 12061-12068.
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 12061-12068
    • Kirsten, C.N.1    Schrader, T.H.2
  • 13
    • 20844449479 scopus 로고    scopus 로고
    • note
    • Many examples of intermolecular β-sheet binders based on complementary hydrogen bonding patterns have been reported, but their use is mostly restricted to nonpolar solvents, which do not intercept the hydrogen bonds.
  • 26
    • 2442564646 scopus 로고    scopus 로고
    • Other examples of combined use of different reversible interaction: Ligand to metal coordination and ionic interaction: (a) Wright, A. T.; Anslyn, E. V. Org. Lett. 2004, 6, 1341-1344. Ligand to metal coordination and hydrogen bonding:
    • (2004) Org. Lett. , vol.6 , pp. 1341-1344
    • Wright, A.T.1    Anslyn, E.V.2
  • 35
    • 20844448129 scopus 로고    scopus 로고
    • note
    • 3L/mol with our apparatus.
  • 36
    • 20844451977 scopus 로고    scopus 로고
    • note
    • Methyl ester was used to avoid any additional ionic interactions of the carboxylate group.
  • 37
    • 20844444405 scopus 로고    scopus 로고
    • note
    • This concept of using intramolecular hydrogen bonds to planarize a β-sheet mimic was extensively used by Nowick in methoxy-substituted hydrazine benzoic acids.
  • 38
    • 20844458014 scopus 로고    scopus 로고
    • note
    • Overlap of resonance signals restricts the number of detectable cross-peaks.
  • 39
    • 20844457230 scopus 로고    scopus 로고
    • note
    • NHHα coupling constants of the nonbound pentapeptide are given in Supporting Information.
  • 40
    • 20844461752 scopus 로고    scopus 로고
    • Importance of comparing modeling results with primary derived data was recently described. Glättli, A.; van Gunsteren, W. F. Angew. Chem. 2004, 116, 6472-6476.
    • (2004) Angew. Chem. , vol.116 , pp. 6472-6476
    • Glättli, A.1    Van Gunsteren, W.F.2
  • 41
    • 20844437850 scopus 로고    scopus 로고
    • note
    • Absence of intermolecular contacts shows that no aggregates are formed between peptides or peptide and MOPAS under the experimental conditions.
  • 44
    • 20844445535 scopus 로고    scopus 로고
    • note
    • Affinity was determined by microcalorimetry. Paramagnetism of the copper complex and substantial line broadening in the nickel complex so far have prevented a detailed investigation of the structure-inducing effect of the receptor on the pentapeptide in water.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.