메뉴 건너뛰기




Volumn 44, Issue 4, 2005, Pages 520-554

Diffusion NMR spectroscopy in supramolecular and combinatorial chemistry: An old parameter - New insights

Author keywords

Combinatorial chemistry; Host guest chemistry; Molecular recognition; NMR spectroscopy; Supramolecular chemistry

Indexed keywords

COMBINATORIAL CHEMISTRY; INTERMOLECULAR INTERACTIONS; LABILE SYSTEMS; MOLECULAR SPECIES;

EID: 13244253788     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200300637     Document Type: Review
Times cited : (1040)

References (248)
  • 4
    • 13244256648 scopus 로고    scopus 로고
    • special issue on Supramolecular chemistry and self-assembly (Ed.: J. Halpern)
    • b) Proc. Natl. Acad. Sci. USA 2002, 99, 4755-5750, (special issue on Supramolecular chemistry and self-assembly (Ed.: J. Halpern) .
    • (2002) Proc. Natl. Acad. Sci. USA , vol.99 , pp. 4755-5750
  • 6
  • 8
    • 13244273185 scopus 로고    scopus 로고
    • note
    • b) it should be noted that the diffusion time depends on the shape of the pulse gradients used, as expected from Equation (9). For example, for the PGSE or the STE diffusion sequence with sine-shape gradient pulses, the effective diffusion time is Δ-δ/4. When Δ ≫; δ the diffusion time is ∼ Δ.
  • 9
    • 84860078659 scopus 로고    scopus 로고
    • J. Jeener, Ampére International Summer School, Basko Polje, Yugoslavia, 1971
    • a) J. Jeener, Ampére International Summer School, Basko Polje, Yugoslavia, 1971;
  • 16
    • 13244284369 scopus 로고    scopus 로고
    • b) for a recent volume concerning the use of diffusion NMR spectroscopy in chemical systems see: Magn. Reson. Chem. 2002, 40, S15-S152;
    • (2002) Magn. Reson. Chem. , vol.40
  • 17
    • 1942509504 scopus 로고    scopus 로고
    • Diffusion NMR and MRI: Basic concepts and applications
    • for a recent volume regarding the use of diffusion NMR spectroscopy in chemical and biological systems see: Diffusion NMR and MRI: Basic Concepts and Applications (Eds.: Y. Cohen, M. Neeman), Israel. J. Chem. 2003, 43, 1-163.
    • (2003) Israel. J. Chem. , vol.43 , pp. 1-163
    • Cohen, Y.1    Neeman, M.2
  • 21
    • 33746803555 scopus 로고
    • a) P. C. Lauterbur, Nature 1973, 242, 190-191;
    • (1973) Nature , vol.242 , pp. 190-191
    • Lauterbur, P.C.1
  • 26
    • 0029403019 scopus 로고
    • P. J. Basser, NMR Biomed. 1995, 8, 333-344; P. J. Basser, J. Mattiello, D. LeBihan, Biophys. J. 1994, 66, 259-267; for a recent special volume on DTI see: NMR Biomed. 2002, 15, 431-593.
    • (1995) NMR Biomed. , vol.8 , pp. 333-344
    • Basser, P.J.1
  • 27
    • 0028154030 scopus 로고
    • P. J. Basser, NMR Biomed. 1995, 8, 333-344; P. J. Basser, J. Mattiello, D. LeBihan, Biophys. J. 1994, 66, 259-267; for a recent special volume on DTI see: NMR Biomed. 2002, 15, 431-593.
    • (1994) Biophys. J. , vol.66 , pp. 259-267
    • Basser, P.J.1    Mattiello, J.2    Lebihan, D.3
  • 28
    • 0036868691 scopus 로고    scopus 로고
    • P. J. Basser, NMR Biomed. 1995, 8, 333-344; P. J. Basser, J. Mattiello, D. LeBihan, Biophys. J. 1994, 66, 259-267; for a recent special volume on DTI see: NMR Biomed. 2002, 15, 431-593.
    • (2002) NMR Biomed. , vol.15 , pp. 431-593
  • 34
    • 13244277253 scopus 로고
    • (Eds.: A. Pines, A. Bell), Dekker, New York
    • a) J. Kärger, H. Pfeifer, NMR and Catalysis, (Eds.: A. Pines, A. Bell), Dekker, New York, 1994;
    • (1994) NMR and Catalysis
    • Kärger, J.1    Pfeifer, H.2
  • 47
    • 13244258965 scopus 로고    scopus 로고
    • Ph.D. Thesis, Tel Aviv University
    • c) Y. Assaf, Ph.D. Thesis, Tel Aviv University, 2001.
    • (2001)
    • Assaf, Y.1
  • 49
    • 0000099938 scopus 로고    scopus 로고
    • and references therein
    • P. T. Callaghan, Rep. Prog. Phys. 1999, 62, 599-670, and references therein.
    • (1999) Rep. Prog. Phys. , vol.62 , pp. 599-670
    • Callaghan, P.T.1
  • 53
    • 0004020231 scopus 로고
    • Claxendon Press, Oxford
    • The theory of molecular diffusion and transport is highly developed and details can be found in the following excellent monograph: a) J. Crank, The Mathematics of Diffusion, 2nd ed., Claxendon Press, Oxford, 1975;
    • (1975) The Mathematics of Diffusion, 2nd Ed.
    • Crank, J.1
  • 60
    • 13244300527 scopus 로고    scopus 로고
    • note
    • b) to further reduce the eddy currents sine-shaped gradient pulses rather than the classical rectangular gradient pulses can be used.
  • 66
    • 0001579166 scopus 로고    scopus 로고
    • These authors have not inverted the third dimension to obtain the diffusion coefficients, b) A. Jerschow and N. Müller, J. Magn. Reson. Ser. A 1996, 123, 222-225 ;
    • (1996) J. Magn. Reson. Ser. A , vol.123 , pp. 222-225
    • Jerschow, A.1    Müller, N.2
  • 83
    • 0018244708 scopus 로고
    • For some early diffusion measurements by the Stilbs research group, see: P. Stilbs, M. E. Moseley, Chem. Scr. 1979, 13, 26-30; P. Stilbs, M. E. Moseley, Chem. Scr. 1980, 15, 215-217; P. Stilbs, B. Lindman, J. Phys. Chem. 1981, 85, 2587-2589; W. Brown, R. M. Johnsen, P. Stilbs, B. Lindman, J. Phys. Chem. 1983, 87, 4548-4553; M. Jansson,P. Stilbs, J. Phys. Chem. 1985, 89, 4868-4873.
    • (1979) Chem. Scr. , vol.13 , pp. 26-30
    • Stilbs, P.1    Moseley, M.E.2
  • 84
    • 0000569054 scopus 로고
    • For some early diffusion measurements by the Stilbs research group, see: P. Stilbs, M. E. Moseley, Chem. Scr. 1979, 13, 26-30; P. Stilbs, M. E. Moseley, Chem. Scr. 1980, 15, 215-217; P. Stilbs, B. Lindman, J. Phys. Chem. 1981, 85, 2587-2589; W. Brown, R. M. Johnsen, P. Stilbs, B. Lindman, J. Phys. Chem. 1983, 87, 4548-4553; M. Jansson,P. Stilbs, J. Phys. Chem. 1985, 89, 4868-4873.
    • (1980) Chem. Scr. , vol.15 , pp. 215-217
    • Stilbs, P.1    Moseley, M.E.2
  • 85
    • 0000606358 scopus 로고
    • For some early diffusion measurements by the Stilbs research group, see: P. Stilbs, M. E. Moseley, Chem. Scr. 1979, 13, 26-30; P. Stilbs, M. E. Moseley, Chem. Scr. 1980, 15, 215-217; P. Stilbs, B. Lindman, J. Phys. Chem. 1981, 85, 2587-2589; W. Brown, R. M. Johnsen, P. Stilbs, B. Lindman, J. Phys. Chem. 1983, 87, 4548-4553; M. Jansson,P. Stilbs, J. Phys. Chem. 1985, 89, 4868-4873.
    • (1981) J. Phys. Chem. , vol.85 , pp. 2587-2589
    • Stilbs, P.1    Lindman, B.2
  • 86
    • 33845551594 scopus 로고
    • For some early diffusion measurements by the Stilbs research group, see: P. Stilbs, M. E. Moseley, Chem. Scr. 1979, 13, 26-30; P. Stilbs, M. E. Moseley, Chem. Scr. 1980, 15, 215-217; P. Stilbs, B. Lindman, J. Phys. Chem. 1981, 85, 2587-2589; W. Brown, R. M. Johnsen, P. Stilbs, B. Lindman, J. Phys. Chem. 1983, 87, 4548-4553; M. Jansson,P. Stilbs, J. Phys. Chem. 1985, 89, 4868-4873.
    • (1983) J. Phys. Chem. , vol.87 , pp. 4548-4553
    • Brown, W.1    Johnsen, R.M.2    Stilbs, P.3    Lindman, B.4
  • 87
    • 0000308526 scopus 로고
    • For some early diffusion measurements by the Stilbs research group, see: P. Stilbs, M. E. Moseley, Chem. Scr. 1979, 13, 26-30; P. Stilbs, M. E. Moseley, Chem. Scr. 1980, 15, 215-217; P. Stilbs, B. Lindman, J. Phys. Chem. 1981, 85, 2587-2589; W. Brown, R. M. Johnsen, P. Stilbs, B. Lindman, J. Phys. Chem. 1983, 87, 4548-4553; M. Jansson,P. Stilbs, J. Phys. Chem. 1985, 89, 4868-4873.
    • (1985) J. Phys. Chem. , vol.89 , pp. 4868-4873
    • Jansson, M.1    Stilbs, P.2
  • 90
    • 0027941385 scopus 로고
    • For example, fluorescence was used to calculate the association constant of 5,10,15,20 tetrakis(4-carboxyphenyl) porphyrin with β-CD. The discrepancy was not only in the values obtained but also in the sign of the changes in the fluorescence observed upon complex formation: in one report, S. S. Zhao, J. H. T. Luong, J. Chem. Soc. Chem. Commun. 1994, 2307-2308, an increase in the fluorescence is reported, while in another, F. Venema, A. E. Rowan, R. Nolle, J. Am. Chem. Soc. 1996, 118, 257-258, a decrease in fluorescence was reported.
    • (1994) J. Chem. Soc. Chem. Commun. , pp. 2307-2308
    • Zhao, S.S.1    Luong, J.H.T.2
  • 91
    • 0000856081 scopus 로고    scopus 로고
    • For example, fluorescence was used to calculate the association constant of 5,10,15,20 tetrakis(4-carboxyphenyl) porphyrin with β-CD. The discrepancy was not only in the values obtained but also in the sign of the changes in the fluorescence observed upon complex formation: in one report, S. S. Zhao, J. H. T. Luong, J. Chem. Soc. Chem. Commun. 1994, 2307-2308, an increase in the fluorescence is reported, while in another, F. Venema, A. E. Rowan, R. Nolle, J. Am. Chem. Soc. 1996, 118, 257-258, a decrease in fluorescence was reported.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 257-258
    • Venema, F.1    Rowan, A.E.2    Nolle, R.3
  • 92
    • 4243785385 scopus 로고
    • F. Vögtle, W. M. Muller, Angew. Chem. 1979, 97, 676-677; Angew. Chem. Int. Ed. Engl. 1979, 18, 623-624.
    • (1979) Angew. Chem. , vol.97 , pp. 676-677
    • Vögtle, F.1    Muller, W.M.2
  • 93
    • 84985531976 scopus 로고
    • F. Vögtle, W. M. Muller, Angew. Chem. 1979, 97, 676-677; Angew. Chem. Int. Ed. Engl. 1979, 18, 623-624.
    • (1979) Angew. Chem. Int. Ed. Engl. , vol.18 , pp. 623-624
  • 98
    • 0000517080 scopus 로고
    • a value was observed for high alcohol concentrations; see, for example: G. Nelson, G. Patonay, I. M. Warner, J. Inclusion Phenom. 1988, 6, 277-289; K. A. Connors, M. J. Mulski, A. Paulson, J. Org. Chem. 1992, 57, 1794-1798.
    • (1988) J. Inclusion Phenom. , vol.6 , pp. 277-289
    • Nelson, G.1    Patonay, G.2    Warner, I.M.3
  • 99
    • 0001609019 scopus 로고
    • a value was observed for high alcohol concentrations; see, for example: G. Nelson, G. Patonay, I. M. Warner, J. Inclusion Phenom. 1988, 6, 277-289; K. A. Connors, M. J. Mulski, A. Paulson, J. Org. Chem. 1992, 57, 1794-1798.
    • (1992) J. Org. Chem. , vol.57 , pp. 1794-1798
    • Connors, K.A.1    Mulski, M.J.2    Paulson, A.3
  • 103
    • 0034129214 scopus 로고    scopus 로고
    • b) for an additional paper in which diffusion NMR spectroscopy was used to corroborate the formation of rotaxanes, see: P. J. Skinner, S. Blair, R. Kataky, D. Parker, New J. Chem. 2000, 24, 265-268.
    • (2000) New J. Chem. , vol.24 , pp. 265-268
    • Skinner, P.J.1    Blair, S.2    Kataky, R.3    Parker, D.4
  • 104
    • 0034685463 scopus 로고    scopus 로고
    • It was suggested that protonation of nitrogen atoms in nitrogen-containing pseudorotaxanes might convert them into rotaxanes: Y. Kawaguchi, A. Harada, J. Am. Chem. Soc. 2000, 122, 3797-3798.
    • (2000) J. Am. Chem. Soc. , vol.122 , pp. 3797-3798
    • Kawaguchi, Y.1    Harada, A.2
  • 108
    • 0141638237 scopus 로고    scopus 로고
    • a) B. K. Hubbard, C. T. Walsh, Angew. Chem. 2003, 115, 752-789; Angew. Chem. Int. Ed. 2003, 42, 730-765;
    • (2003) Angew. Chem. , vol.115 , pp. 752-789
    • Hubbard, B.K.1    Walsh, C.T.2
  • 109
    • 0037450076 scopus 로고    scopus 로고
    • a) B. K. Hubbard, C. T. Walsh, Angew. Chem. 2003, 115, 752-789; Angew. Chem. Int. Ed. 2003, 42, 730-765;
    • (2003) Angew. Chem. Int. Ed. , vol.42 , pp. 730-765
  • 110
    • 0000695263 scopus 로고    scopus 로고
    • b) D. H. Williams, B. Bardsley, Angew. Chem. 1999, 111, 1264-1286; Angew. Chem. Int. Ed. 1999, 38, 1172-1193, and references therein.
    • (1999) Angew. Chem. , vol.111 , pp. 1264-1286
    • Williams, D.H.1    Bardsley, B.2
  • 111
    • 0033519259 scopus 로고    scopus 로고
    • and references therein
    • b) D. H. Williams, B. Bardsley, Angew. Chem. 1999, 111, 1264-1286; Angew. Chem. Int. Ed. 1999, 38, 1172-1193, and references therein.
    • (1999) Angew. Chem. Int. Ed. , vol.38 , pp. 1172-1193
  • 115
    • 0001805503 scopus 로고
    • a) D. J. Cram, Nature 1992, 356, 29-36;
    • (1992) Nature , vol.356 , pp. 29-36
    • Cram, D.J.1
  • 121
    • 0037012747 scopus 로고    scopus 로고
    • c) F. Hof, S. L. Craig, C. Nuckolls, J. Rebek, Jr., Angew. Chem. 2002, 114, 1556-1578; Angew. Chem. Int. Ed. 2002, 41, 1488-1508.
    • (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 1488-1508
  • 151
    • 13244253457 scopus 로고    scopus 로고
    • For a recent volume regarding NMR spectroscopy of H-bonded systems, see: Magn. Reson. Chem. 2001, 39, S5-S213.
    • (2001) Magn. Reson. Chem. , vol.39
  • 159
    • 0029791247 scopus 로고    scopus 로고
    • a) R. H. Vreekamp, J. P. M. van Duynhoven, M. Hubert, W. Verboom, D. N. Reinhoudt, Angew. Chem. 1996, 108, 1306-1309; Angew. Chem. Int. Ed. Engl. 1996, 35, 1215-1218;
    • (1996) Angew. Chem. Int. Ed. Engl. , vol.35 , pp. 1215-1218
  • 162
    • 0033119110 scopus 로고    scopus 로고
    • c) K. A. Jolliffe, P. Timmerman, D. N. Reinhoudt, Angew. Chem. 1999, 111, 983-986; Angew. Chem. Int. Ed. 1999, 38, 933-937.
    • (1999) Angew. Chem. Int. Ed. , vol.38 , pp. 933-937
  • 183
    • 3543020027 scopus 로고
    • Y. Cohen, A. Ayalon, Angew. Chem. 1995, 107, 888-890; Angew. Chem. Int. Ed. Engl. 1995, 34, 816-818.
    • (1995) Angew. Chem. , vol.107 , pp. 888-890
    • Cohen, Y.1    Ayalon, A.2
  • 184
    • 33748217597 scopus 로고
    • Y. Cohen, A. Ayalon, Angew. Chem. 1995, 107, 888-890; Angew. Chem. Int. Ed. Engl. 1995, 34, 816-818.
    • (1995) Angew. Chem. Int. Ed. Engl. , vol.34 , pp. 816-818
  • 201
    • 85047696088 scopus 로고    scopus 로고
    • N. E. Schöler, E. J. Cabrita, S. Berger, Angew. Chem. 2002, 114, 114-116; Angew. Chem. Int. Ed. 2002, 41, 107-109.
    • (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 107-109
  • 209
    • 33748568575 scopus 로고    scopus 로고
    • (Eds.: Gy. Batta, K. E. Köveŕ, Cs. Szántay, Jr.), Elsevier, Amsterdam
    • For high-resolution DOSY applications see: G. A. Morris, H. Barjat in Methods for Structure Elucidation by High-Resolution NMR (Eds.: Gy. Batta, K. E. Köveŕ, Cs. Szántay, Jr.), Elsevier, Amsterdam, 1997, pp. 209-226.
    • (1997) Methods for Structure Elucidation by High-Resolution NMR , pp. 209-226
    • Morris, G.A.1    Barjat, H.2
  • 215
    • 0346996643 scopus 로고    scopus 로고
    • c) B. Meyer, T. Peters, Angew. Chem. 2003, 115, 890-918; Angew. Chem. Int. Ed. 2003, 42, 864-890.
    • (2003) Angew. Chem. , vol.115 , pp. 890-918
    • Meyer, B.1    Peters, T.2
  • 216
    • 0037463033 scopus 로고    scopus 로고
    • c) B. Meyer, T. Peters, Angew. Chem. 2003, 115, 890-918; Angew. Chem. Int. Ed. 2003, 42, 864-890.
    • (2003) Angew. Chem. Int. Ed. , vol.42 , pp. 864-890
  • 222
    • 0031569618 scopus 로고    scopus 로고
    • d) the research groups of Lindon and Nicholson suggested in parallel a similar approach to study complex biofluids, see: M. Liu, J. K. Nicholson, J. A. Parkinson, J. C. Lindon, Anal. Chem. 1997, 69, 1504-1509; for a recent review from these research groups concerning the use of diffusion NMR spectroscopy in biochemicals and pharmacological applications, see: J. C. Lindon, M. Liu, J. K. Nicholson, Rev. Anal. Chem. 1999, 18, 23-66.
    • (1997) Anal. Chem. , vol.69 , pp. 1504-1509
    • Liu, M.1    Nicholson, J.K.2    Parkinson, J.A.3    Lindon, J.C.4
  • 223
    • 0041642322 scopus 로고    scopus 로고
    • d) the research groups of Lindon and Nicholson suggested in parallel a similar approach to study complex biofluids, see: M. Liu, J. K. Nicholson, J. A. Parkinson, J. C. Lindon, Anal. Chem. 1997, 69, 1504-1509; for a recent review from these research groups concerning the use of diffusion NMR spectroscopy in biochemicals and pharmacological applications, see: J. C. Lindon, M. Liu, J. K. Nicholson, Rev. Anal. Chem. 1999, 18, 23-66.
    • (1999) Rev. Anal. Chem. , vol.18 , pp. 23-66
    • Lindon, J.C.1    Liu, M.2    Nicholson, J.K.3
  • 224
    • 0009374243 scopus 로고    scopus 로고
    • The determination of SARs by NMR spectroscopy is currently applicable for proteins having a molecular weight of 20-30 kDa although transverse relaxation-optimized spectroscopy (TROSY) can extend the molecular weights amenable to NMR investigation beyond 100 kDa, see: K. Pervushin, R. Riek, G. Wider, K. Wüthrich, Proc. Natl. Acad. Sci. USA 1997, 94, 12336-12371. In contrast, this size limitation does not exist for NMR screening methods based on diffusion filtering (see the text).
    • (1997) Proc. Natl. Acad. Sci. USA , vol.94 , pp. 12336-12371
    • Pervushin, K.1    Riek, R.2    Wider, G.3    Wüthrich, K.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.