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Volumn 78, Issue 2, 2013, Pages 292-300

Molecular recognition of N -acetylneuraminic acid by acyclic pyridinium- and quinolinium-based receptors in aqueous media: Recognition through combination of cationic and neutral recognition sites

Author keywords

[No Author keywords available]

Indexed keywords

AQUEOUS MEDIA; ION PAIRS; N-ACETYLNEURAMINIC ACID; PYRIDINIUM; RECOGNITION SITE; SIALIC ACIDS; TRIETHYLBENZENE SCAFFOLD; VAN DER WAALS INTERACTIONS;

EID: 84872520199     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo301966z     Document Type: Article
Times cited : (43)

References (70)
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    • Davis, A. P.; James, T. D. In Functional Synthetic Receptors; Schrader, T.; Hamilton, A. D., Eds.; Wiley-VCH: Weinheim, Germany, 2005; pp 45-109.
    • (2005) Functional Synthetic Receptors , pp. 45-109
    • Davis, A.P.1    James, T.D.2
  • 46
    • 84872533410 scopus 로고    scopus 로고
    • 2-Aminopyridines provide an excellent structural motif for binding carbohydrates, associated with the ability to form cooperative and bidentate hydrogen bonds with the sugar OH groups.(7n, 7o, 7q)
    • 2-Aminopyridines provide an excellent structural motif for binding carbohydrates, associated with the ability to form cooperative and bidentate hydrogen bonds with the sugar OH groups.(7n, 7o, 7q)
  • 47
    • 0000970872 scopus 로고
    • For binding of cyclohexane diols and triols with compounds incorporating 2-aminopyridine units, see: Huang, C. Y; Cabell, L. A; Anslyn, E. V. J. Am. Chem. Soc. 1994, 116, 2778-2792
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 2778-2792
    • Huang, C.Y.1    Cabell, L.A.2    Anslyn, E.V.3
  • 56
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    • For examples of CH-π interactions in the crystal structures of complexes formed between artificial receptors and carbohydrates, see ref 7n
    • For examples of CH-π interactions in the crystal structures of complexes formed between artificial receptors and carbohydrates, see ref 7n.
  • 68
    • 0000048510 scopus 로고
    • Neu5Ac in solution is in an equilibrium between α-pyranose and β-pyranose forms. For studies on the mutarotation of Neu5Ac
    • Neu5Ac in solution is in an equilibrium between α-pyranose and β-pyranose forms. For studies on the mutarotation of Neu5Ac, see: Friebolin, H.; Kunzelman, P.; Supp, M.; Brossmer, R.; Keilich, G.; Ziegler, D. Tetrahedron Lett. 1981, 22, 1383-1386
    • (1981) Tetrahedron Lett. , vol.22 , pp. 1383-1386
    • Friebolin, H.1    Kunzelman, P.2    Supp, M.3    Brossmer, R.4    Keilich, G.5    Ziegler, D.6
  • 70
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    • For a review discussing the limitations of the NMR method, see: Fielding, L. Tetrahedron 2000, 56, 6151-6170
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    • Fielding, L.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.