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Volumn 41, Issue 22, 2002, Pages 4233-4236

A highly enantioselective receptor for N-protected glutamate and anomalous solvent-dependent binding properties

Author keywords

Amino acids; Enantioselectivity; Glutamate; Receptors; Solvent effects

Indexed keywords

SOLVENTS; STEREOCHEMISTRY;

EID: 85047696169     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article
Times cited : (50)

References (32)
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    • See also ref [5]
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    • note
    • 6]DMSO. all binding data from NMR titration and isothermal calorimetry experiments, and Job plots are provided in the Supporting Information
  • 20
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    • The binding constants were calculated by fitting the data using NMRTit HG software, kindly provided by Prof. C. A. Hunter. University of Sheffield. See: A. P. Bisson, C. A. Hunter, J. C. Morales, K. Young, Chem. Eur. J. 1998, 4, 845.
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    • Bisson, A.P.1    Hunter, C.A.2    Morales, J.C.3    Young, K.4
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    • For the specific application of isothermal calorimetry to dicarboxylate recognition, see a) B. R. Linton, M. S. Goodman, E. Fan. S. A. van Arman, A. D. Hamilton. J. Org. Chem. 2001, 66, 7313. See also for example, b) F. P. Schmidtchen, Org. Lett. 2002, 4, 431; c) B. Linton, A. D. Hamilton, Tetrahedron 1999, 55, 6027.
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    • Linton, B.R.1    Goodman, M.S.2    Fan, E.3    Van Arman, S.A.4    Hamilton, A.D.5
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    • 0001571166 scopus 로고    scopus 로고
    • For the specific application of isothermal calorimetry to dicarboxylate recognition, see a) B. R. Linton, M. S. Goodman, E. Fan. S. A. van Arman, A. D. Hamilton. J. Org. Chem. 2001, 66, 7313. See also for example, b) F. P. Schmidtchen, Org. Lett. 2002, 4, 431; c) B. Linton, A. D. Hamilton, Tetrahedron 1999, 55, 6027.
    • (2002) Org. Lett. , vol.4 , pp. 431
    • Schmidtchen, F.P.1
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    • For the specific application of isothermal calorimetry to dicarboxylate recognition, see a) B. R. Linton, M. S. Goodman, E. Fan. S. A. van Arman, A. D. Hamilton. J. Org. Chem. 2001, 66, 7313. See also for example, b) F. P. Schmidtchen, Org. Lett. 2002, 4, 431; c) B. Linton, A. D. Hamilton, Tetrahedron 1999, 55, 6027.
    • (1999) Tetrahedron , vol.55 , pp. 6027
    • Linton, B.1    Hamilton, A.D.2
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    • -1. but more precise values cannot be reliably obtained from the NMR titration data: a) L. Fielding, Tetrahedron 2000, 56, 6151; b) C. S. Wilcox, Frontiers in Supramolecular Organic Chemistry and Photochemistry (Eds.: H.-J. Schneider, H. Dürr). VCH, Weinheim, 1991, p. 123; c) G. Weber, S. R. Anderson, Biochemistry 1965, 4, 1942. See also the Supporting Information.
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    • (Eds.: H.-J. Schneider, H. Dürr). VCH, Weinheim
    • -1. but more precise values cannot be reliably obtained from the NMR titration data: a) L. Fielding, Tetrahedron 2000, 56, 6151; b) C. S. Wilcox, Frontiers in Supramolecular Organic Chemistry and Photochemistry (Eds.: H.-J. Schneider, H. Dürr). VCH, Weinheim, 1991, p. 123; c) G. Weber, S. R. Anderson, Biochemistry 1965, 4, 1942. See also the Supporting Information.
    • (1991) Frontiers in Supramolecular Organic Chemistry and Photochemistry , pp. 123
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    • (1965) Biochemistry , vol.4 , pp. 1942
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    • The ITC data was obtained with a MicroCal VP-ITC isothermal calorimeter. Data was analyzed by nonlinear least-squares fitting using the Origin software supplied by MicroCal: T Wiseman, S. Williston, J. F. Brandts, L.-N. Lin, Anal. Biochem. 1989, 179, 131. Data was modeled using the 1:1 binding site model, or the model with two independent binding sites in cases where the data could not be fitted with the 1:1 binding site model (see ref. [10c])
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    • Wiseman, T.1    Williston, S.2    Brandts, J.F.3    Lin, L.-N.4
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    • a) P. Güntert, C. Mumenthaler, K. Wüthrich, J. Mol. Biol. 1997, 273, 283; L. Brennan, D. L. Turner, A. C. Messias, M. L. Teodoro, J. LeGall, H. Santos, A. V. Xavier, J. Mol. Biol. 2000, 298, 61. Full details of experimental methods are provided in the Supporting Information.
    • (1997) J. Mol. Biol. , vol.273 , pp. 283
    • Güntert, P.1    Mumenthaler, C.2    Wüthrich, K.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.