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Quantitative chiral analysis of tryptophan using enantiomer-selective photolysis of cold non-covalent complexes in the gas phase

2015; Wiley; Volume: 50; Issue: 3 Linguagem: Inglês

10.1002/jms.3547

1096-9888

Akimasa Fujihara, Naoto Maeda, Shigeo Hayakawa,

Molecular spectroscopy and chirality

Journal of Mass SpectrometryVolume 50, Issue 3 p. 451-453 JMS letters Quantitative chiral analysis of tryptophan using enantiomer-selective photolysis of cold non-covalent complexes in the gas phase Akimasa Fujihara, Corresponding Author Akimasa Fujihara Department of Chemistry, Graduate School of Science, Osaka Prefecture University, 1-1 Gakuen-cho, Naka-ku, Sakai, Osaka, 599-8531 JapanCorrespondence to: Akimasa Fujihara, Department of Chemistry, Graduate School of Science, Osaka Prefecture University, 1-1 Gakuen-cho, Naka-ku, Sakai, Osaka 599-8531, Japan. E-mail: [email protected]Search for more papers by this authorNaoto Maeda, Naoto Maeda Department of Chemistry, Graduate School of Science, Osaka Prefecture University, 1-1 Gakuen-cho, Naka-ku, Sakai, Osaka, 599-8531 JapanSearch for more papers by this authorShigeo Hayakawa, Shigeo Hayakawa Department of Chemistry, Graduate School of Science, Osaka Prefecture University, 1-1 Gakuen-cho, Naka-ku, Sakai, Osaka, 599-8531 JapanSearch for more papers by this author Akimasa Fujihara, Corresponding Author Akimasa Fujihara Department of Chemistry, Graduate School of Science, Osaka Prefecture University, 1-1 Gakuen-cho, Naka-ku, Sakai, Osaka, 599-8531 JapanCorrespondence to: Akimasa Fujihara, Department of Chemistry, Graduate School of Science, Osaka Prefecture University, 1-1 Gakuen-cho, Naka-ku, Sakai, Osaka 599-8531, Japan. E-mail: [email protected]Search for more papers by this authorNaoto Maeda, Naoto Maeda Department of Chemistry, Graduate School of Science, Osaka Prefecture University, 1-1 Gakuen-cho, Naka-ku, Sakai, Osaka, 599-8531 JapanSearch for more papers by this authorShigeo Hayakawa, Shigeo Hayakawa Department of Chemistry, Graduate School of Science, Osaka Prefecture University, 1-1 Gakuen-cho, Naka-ku, Sakai, Osaka, 599-8531 JapanSearch for more papers by this author First published: 17 February 2015 https://doi.org/10.1002/jms.3547Citations: 22Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onEmailFacebookTwitterLinkedInRedditWechat References 1 G. K. E. Scriba. Chiral recognition mechanisms in analytical separation sciences. Chromatographia 2012, 75, 815. 2 H. Nagata, Y. Machida, H. Nishi, M. Kamigauchi, K. Minoura, T. Ishida. Structural requirement for chiral recognition of amino acid by (18crown6)-tetracarboxylic acid: binding analysis in solution and solid states. Bull. Chem. Soc. Jpn. 2009, 82, 219. 3 M. Sawada, Y. Takai, H. Yamada, S. Hirayama, T. Kaneda, T. Tanaka, K. Kamada, T. Mizooku, S. Takeuchi, K. Ueno, K. Hirose, Y. Tobe, K. Naemura. Chiral recognition in host-guest complexation determined by the enantiomer-labeled guest method using fast atom bombardment mass spectrometry. J. Am. Chem. Soc. 1995, 117, 7726. 4 I.-H. Chu, D. V. Dearden, J. S. Bradshaw, P. Huszthy, R. M. Izatt. Chiral host-guest recognition in an ion-molecule reaction. J. Am. Chem. Soc. 1993, 115, 4318. 5 P. Gerbaux, J. D. Winter, D. Cornil, K. Ravicini, G. Pesesse, J. Cornil, R. Flammang. Noncovalent interactions between ([18]crown-6)-tetracarboxylic acid and amino acids: electrospray-ionization mass spectrometry investigation of the chiral-recognition processes. Chem. Eur. J. 2008, 14, 11039. 6 W. A. Tao, D. Zhang, E. N. Nikolaev, R. G. Cooks. Copper(II)-assisted enantiomeric analysis of D, L-amino acids using the kinetic method: chiral recognition and quantification in the gas phase. J. Am. Chem. Soc. 2000, 122, 10598. 7 A. Zehnacker, M. A. Suhm. Chirality recognition between neutral molecules in the gas phase. Angew. Chem. Int. Ed. 2008, 47, 6970. 8 D. Scuderi, P. Maitre, F. Rondino, K. L. Barbu-Debus, V. Lepére, A. Zehnacker-Rentien. Chiral recognition in cinchona alkaloid protonated dimers: mass spectrometry and UV photodissociation studies. J. Phys. Chem. A 2010, 114, 3306. 9 K. Fuke, M. Tona, A. Fujihara, M. Sakurai, H. Ishikawa. Design and development of a novel nuclear magnetic resonance detection for the gas phase ions by magnetic resonance acceleration technique. Rev. Sci. Instrum. 2012, 83, 085106. 10 A. Fujihara, T. Sato, S. Hayakawa. Enantiomer-selective ultraviolet photolysis of temperature-controlled protonated tryptophan on a chiral crown ether in the gas phase. Chem. Phys. Lett. 2014, 610-611, 228. 11 A. Fujihara, N. Maeda, S. Hayakawa. Enantiomer-selective photolysis of cold gas-phase tryptophan in L-serine clusters with linearly polarized light. Orig. Life Evol. Biosph. 2014, DOI 10.1007/s11084-014-9370-9. Citing Literature Volume50, Issue3March 2015Pages 451-453 ReferencesRelatedInformation