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(a) O'Hair, R.A.J.; Freitas, M.A.; Gronert, S.; Schmidt, J.A.R.; Williams, T.D. J. Org. Chem. 1995,60, 1990. (b) Freitas, M.A.; O'Hair, R.A.J.; Williams, T.D. J. Org. Chem. 1997, 62, 6112. (c) Freitas, M.A.; O'Hair, R.A.J.; Dua, S.; Bowie, J. Chem Commun. 1997, 1409.
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(a) Roepstorff, P.; Fohlman, J. Biol. Mass Spectrom. 1994, 11, 601. (b) Biemann, K. Acc. Chem. Res. 1994, 27, 370.
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6
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For some reviews on the gas phase sequencing of peptides and proteins via MS/MS see: (a) Biemann, K. In Mass Spectrometry, Methods in Enzymology, Volume 193; McCloskey, J.A., Ed.; Academic: New York, 1990. (b) Hunt, D.F. In Mass Spectrometry of Biological Materials, Practical Spectroscopy Series, Volume 8; McEwen, C.N.; Larsen, B.S., Eds.; Dekker: New York, 1990. (c) Papayannopoulos, I.A. Mass Spectrom. Rev. 1995,14, 49. For a more general review of MS/MS applications in biological problems, see (d) Favretto, D.; Traldi, P. Mass Spectrom. Rev. 1993, 12, 313.
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8
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0008943077
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March, J. Advanced Organic Chemistry. Reactions, Mechanisms, and Structure, 4th ed.; Wiley: New York, 1992. (a) For the Koch reaction see p 808. (b) For the Ritter reaction see p 970.
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9
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0008888625
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(a) Yalcin, T.; Khouw, C.; Csizmadia, I.G.; Peterson, M.R.; Harrison, A.G. J. Am. Soc. Mass Spectrom.1995, 6, 1165. (b) Yalcin, T.; Csizmadia, I.G.; Peterson, M.R.; Harrison, A.G. J. Am. Soc. Mass Spectrom.1996, 7, 233. (c) Arnott, D.; Kottmeier, K.; Yates, N.; Shabanowitz, J.; Hunt, D.F. Proceedings of the 42nd ASMS Conference on Mass Spectrometry; Chicago, 1994, p 470. (d) Summerfield, S.G.; Bolgar, M.S.; Gaskell, S.J. J. Mass Spectrom.1997, 32, 225.
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10
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0008958316
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1 ion of glycine (Lien, M.H.; Hopkinson, A.C., J. Org. Chem. 1988, 53, 2150) seems to have been ignored by many workers.
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11
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0008898846
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(a) Tsang, C.W.; Harrison, A.G. J. Am. Chem. Soc. 1976, 98, 1301. (b) Kulik, W.; Heerma, W. Biomed. Mass Spectrom. 1988, 15, 419. (c) Bouchonnet, S.; Denhez, J.-P.; Hoppilliard, Y.; Mauriac, C. Anal. Chem. 1992, 64, 753. (d) Bouchoux, G.; Bourcier, S.; Hoppilliard, Y.; Mauriac, C. Org. Mass Spectrom. 1993,28, 1064. (e) Beranova, S.; Cai, J.; Wesdemiotis, C. J. Am. Chem. Soc. 1995, 117, 9492. (f) Dookeran, N.N.; Yalcin, T.; Harrison, A.G. J. Mass Spectrom.1996, 31, 500. (g) van Dongen, W.D.; Heerma, W.; Haverkamp, J.; de Koster, C.G. Rapid Commun. Mass Spectrom.1996, 10, 1237. (h) Klassen, J.S.; Kerbarle, P. J. Am. Chem. Soc. 1997, 119, 6552.
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12
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0008947378
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2] from amino acids see: Meot-Ner, M.; Field, F.H. J. Am. Chem. Soc. 1973, 95, 7207.
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14
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0008932794
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(a) Lin, H.Y.; Ridge, D.P.; Uggerud, E.; Vulpius, T. J. Am. Chem. Soc. 1994, 116, 2996. (b) Zhang, K.; Zimmerman, A.; Chung-Phillips, A.; Cassady, C.J. J. Am. Chem. Soc. 1993, 115, 812.
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0008947379
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Finnigan-MAT. 355 River Oaks Parkway, San Jose, CA.
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0008943078
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Wavefunction, Inc. 18401 Von Karman Ave, Irvine, CA 92612.
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17
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0008921212
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(a) Hariharan, P.C.; Pople, J.A. Theor. Chim. Acta 1973, 28, 213. (b) Dill, J.D.; Pople, J.A. J. Chem. Phys. 1975, 62, 2921. (c) Francl, M.M.; Pietro, W.J.; Hehre, W.J.; Gordon, M.S.; DeFrees, D.J.; Pople, J.A. J. Chem. Phys. 1982, 77, 3654.
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18
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To maintain consistency with previous work, a scaling factor of 0.9 was used. A recent comprehensive paper by Scott and Radom suggests that a more suitable scaling factor for HF/6-31G* frequencies is 0.8953. (Scott, A.P.; Radom, L. J. Phys. Chem. 1996,100, 16502).
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20
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0008946266
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(a) McCormack, A.L.; Somogyi, A.; Dongre, A.R.; Wysocki, V.H. Anal. Chem. 1993, 65, 2859. (b) Somogyi, A.; Wysocki, V.H.; Mayer, I. J. Am. Soc. Mass Spectrom. 1994, 5, 704. (c) Vekey, K.; Gomony, A. Rapid Commun. Mass Spectrom. 1996, 10, 1485.
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(a) Dongre, A.R.; Jones, J.L.; Somogyi, A.; Wysocki, V.H. J. Am. Soc. Mass Spectrom. 1996, 118, 8365. (b) Harrison, A.G.; Yalcin, T. Int. J. Mass Spectrom. Ion Processes 1997, 165/166, 339 (and references cited therein).
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