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Volumn 71, Issue 8, 2006, Pages 2957-2963

Carboxylate-based receptors for the recognition of carbohydrates in organic and aqueous media

Author keywords

[No Author keywords available]

Indexed keywords

AMINO-PYRIDINE; ASSOCIATION CONSTANTS; CHARGE-REINFORCED HYDROGEN BONDS; CHLOROFORM;

EID: 33645774087     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo052479p     Document Type: Article
Times cited : (102)

References (54)
  • 9
    • 11844282808 scopus 로고    scopus 로고
    • For some recent examples of artificial carbohydrate receptors using noncovalent interactions, see: (a) Klein, E.; Crump, M. P.; Davis, A. P. Angew. Chem., Int. Ed. 2005, 44, 298-302.
    • (2005) Angew. Chem., Int. Ed. , vol.44 , pp. 298-302
    • Klein, E.1    Crump, M.P.2    Davis, A.P.3
  • 33
    • 0000316996 scopus 로고    scopus 로고
    • (a) For a review on boronic acid-based carbohydrate sensors using covalent interactions for sugar binding, see: Shinkai, S.; James, T. D. Top. Curr. Chem. 2002, 218, 159-200.
    • (2002) Top. Curr. Chem. , vol.218 , pp. 159-200
    • Shinkai, S.1    James, T.D.2
  • 34
  • 35
    • 33645776832 scopus 로고    scopus 로고
    • note
    • As suggested by Davis et al. in ref 3a, "synthetic carbohydrate receptors could be used as drugs (e.g., anti-infective agents) to target cell types (acting as synthetic antibodies) and to transport saccharides or related pharmaceuticals across cell membranes".
  • 47
    • 0000970872 scopus 로고
    • As noted by Anslyn et al., the 2-aminopyridine unit can be regarded as a heterocyclic analogue of the asparagine/glutamine primary amide side chain, 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
  • 49
    • 33645777095 scopus 로고
    • University of Pittsburgh: Pittsburgh, PA
    • The titration data were analyzed by nonlinear regression analysis, using the Hostest program: Wilcox, C. S.; Glagovich, N. M. HOSTEST 5.6; University of Pittsburgh: Pittsburgh, PA, 1994.
    • (1994) HOSTEST 5.6
    • Wilcox, C.S.1    Glagovich, N.M.2
  • 51
    • 33645777575 scopus 로고    scopus 로고
    • note
    • The axial 1-alkoxy group in the α-anomer can form intramolecular hydrogen bonds with the 2-OH group more easily than the equatorial 1-alkoxy substituent in the β-anomer. Thus, the 2-OH in β-glucopyranoside is relatively free from intramolecular hydrogen bonding and can interact with a receptor molecule more strongly.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.