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Volumn 121, Issue 19, 1999, Pages 4568-4579

Investigating molecular recognition by mass spectrometry: Characterization of calixarene-based self-assembling capsule hosts with charged guests

Author keywords

[No Author keywords available]

Indexed keywords

AMMONIA; CALIXARENE; ION;

EID: 0033583713     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja990276a     Document Type: Article
Times cited : (210)

References (129)
  • 19
    • 0000968533 scopus 로고    scopus 로고
    • Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Vögtle, F., Lehn, J.-M., Eds.; Pergamon Press: Oxford
    • (e) Brodbelt, J. S.; Dearden, D. V. In Comprehensive Supramolecular Chemistry; Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Vögtle, F., Lehn, J.-M., Eds.; Pergamon Press: Oxford, 1996; Vol. 8, p 567.
    • (1996) Comprehensive Supramolecular Chemistry , vol.8 , pp. 567
    • Brodbelt, J.S.1    Dearden, D.V.2
  • 60
    • 0032560994 scopus 로고    scopus 로고
    • (a) Schnier, P. D.; Klassen, J. S.; Strittmatter, E. F.; Williams, E. R. J. Am. Chem. Soc. 1998, 120, 9605. For a review on the application of MS to oligonucleotide structure analysis, see: Nordhoff, E.; Kirpekar, F.; Roepstorff, P. Mass. Spectrom. Rev. 1996, 15, 67.
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 9605
    • Schnier, P.D.1    Klassen, J.S.2    Strittmatter, E.F.3    Williams, E.R.4
  • 61
    • 6244261674 scopus 로고    scopus 로고
    • (a) Schnier, P. D.; Klassen, J. S.; Strittmatter, E. F.; Williams, E. R. J. Am. Chem. Soc. 1998, 120, 9605. For a review on the application of MS to oligonucleotide structure analysis, see: Nordhoff, E.; Kirpekar, F.; Roepstorff, P. Mass. Spectrom. Rev. 1996, 15, 67.
    • (1996) Mass. Spectrom. Rev. , vol.15 , pp. 67
    • Nordhoff, E.1    Kirpekar, F.2    Roepstorff, P.3
  • 62
    • 0000033877 scopus 로고
    • Calixarenes
    • Stoddart, J. F., Ed.; The Royal Society of Chemistry: Cambridge
    • For reviews on calixarene chemistry, see: (a) Gutsche, C. D. Calixarenes. In Monographs in Supramolecular Chemistry; Stoddart, J. F., Ed.; The Royal Society of Chemistry: Cambridge, 1989.
    • (1989) Monographs in Supramolecular Chemistry
    • Gutsche, C.D.1
  • 66
    • 0002172729 scopus 로고
    • Container Molecules and Their Guests
    • Stoddart, J. F., Ed.; The Royal Society of Chemistry Cambridge
    • (e) Cram, D. J.; Cram, J. M. Container Molecules and Their Guests. In Monographs in Supramolecular Chemistry; Stoddart, J. F., Ed.; The Royal Society of Chemistry Cambridge, 1994.
    • (1994) Monographs in Supramolecular Chemistry
    • Cram, D.J.1    Cram, J.M.2
  • 67
    • 0003277099 scopus 로고    scopus 로고
    • Calixarenes revisited
    • Stoddart, J. F., Ed.; The Royal Society of Chemistry: Cambridge
    • (f) Gutsche, C. D. Calixarenes Revisited. In Monographs in Supramolecular Chemistry; Stoddart, J. F., Ed.; The Royal Society of Chemistry: Cambridge, 1998.
    • (1998) Monographs in Supramolecular Chemistry
    • Gutsche, C.D.1
  • 82
    • 0344475449 scopus 로고    scopus 로고
    • note
    • + and 1 form a complex with a structure which is not further specified.
  • 90
    • 11844291238 scopus 로고    scopus 로고
    • An X-ray structure for ammonium ions encapsulated in a calixarene container has recently been reported. See: (a) Murayama, K.; Aoki, K. Chem. Commun. 1998, 607.
    • (1998) Chem. Commun. , pp. 607
    • Murayama, K.1    Aoki, K.2
  • 93
    • 0030043489 scopus 로고    scopus 로고
    • For reviews, see: (a) Dougherty, D. A. Science 1996, 271, 163.
    • (1996) Science , vol.271 , pp. 163
    • Dougherty, D.A.1
  • 94
    • 4243468938 scopus 로고    scopus 로고
    • (b) Ma, J. C.; Dougherty, D. A. Chem. Rev. 1997, 97, 1303. Also, see: Claessens, C. G.; Stoddart, J. F. J. Phys. Org. Chem. 1997, 10, 254.
    • (1997) Chem. Rev. , vol.97 , pp. 1303
    • Ma, J.C.1    Dougherty, D.A.2
  • 107
    • 0344475434 scopus 로고    scopus 로고
    • note
    • In this context, it is important to note that the bond dissociation energy of hydrogen bonds is usually higher in the gas phase due to the lack of solvent competition.
  • 111
    • 0042055317 scopus 로고
    • For literature dealing with hydrogen-bonding in the gas phase, see: (a) Legon, A. C.; Millen, D. J. Chem. Rev. 1986, 86, 635.
    • (1986) J. Chem. Rev. , vol.86 , pp. 635
    • Legon, A.C.1    Millen, D.2
  • 114
    • 0001184167 scopus 로고    scopus 로고
    • We follow a definition, which considers as "electrostatic" the interactions of the cation with the electrostatic field of the unpolarized molecule. Charge-induced multipole attractions are considered to be polarization interactions. For a thorough discussion, see: Dunbar, R. C. J. Phys. Chem. A 1998, 102, 8946.
    • (1998) J. Phys. Chem. A , vol.102 , pp. 8946
    • Dunbar, R.C.1
  • 124
    • 0345338149 scopus 로고    scopus 로고
    • The semiempirical calculations were conducted with the MacSpartan program package (Wavefunction Inc., 18401 Von Karman, Suite 370, Irvine, CA, 92715).
    • note
  • 126
    • 0345338150 scopus 로고    scopus 로고
    • note
    • It is not possible to quantify this interaction for the calixarenes. For another, tetrameric capsule, a lower limit of 3.6 kcal/mol has been determined. See ref 4b.
  • 129
    • 0344475425 scopus 로고    scopus 로고
    • note
    • +@22] are distributed over a large mass range (m/z = 2495-3280). Therefore, the deviation of the intensity ratios from the statistical 1:2:1 may be due to mass discrimination effects. Since our arguments are qualitative in nature, we did not quantify these effects for the particular instrument used.


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