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International Journal of Photoenergy
Volume 3, Issue 4, Pages 217-221
http://dx.doi.org/10.1155/S1110662X01000290

Laser production of gas phase complexes of metal α-aminophosphonic acid mixtures and their role in chiral recognition

1Dipartimento di Chimica, Università di Roma “La Sapienza”, pl. A. Moro 5, Roma I-00185, Italy
2CNR-Istituto Materiali Speciali, Tito Scalo (Pz), I-85050, Italy
3Facoltà di Farmacia, Dipt. di Chimica e Tecnologia delle Sostanze Biologicamente Attive, Università di Roma “La Sapienza”, pl. A. Moro 5, Roma I-00185, Italy

Copyright © 2001 Hindawi Publishing Corporation. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Abstract

Clusters between first-group metal ions and chiral α-aminophosphonic acids have been readily generated by Pulsed Laser Ablation (PLA) and by Electrospray Ionization (ESI) and their fragmentation investigated by mass spectrometry. The complexes studied have the general formula [Me(I)Cl2]+, where Me(I) is H, Li, Na, or K, C is (R)-(—)-(1-aminoethyl) phosphonic acid (ER) and (S)-(+)-(1-aminoethyl) phosphonic acid (ES), (1R)-(+)-(1-amino-2-methylpropyl) phosphonic acid (PR) and (1S)-(—)-(1-amino-2-methylpropyl) phosphonic acid (PS), (1R)-(-)-(1-amino-hexyl) phosphonic acid (HR) and (1S)-(+)-(1-amino-hexyl) phosphonic acid (HS), o-phospho-L-serine (SS) and o-phospho-D-serine (SR), and L is a reference α-aminophosphonic acid (E, P, H or S) of defined configuration. Collision induced dissociation (CID) of diastereomeric [Me(I)Cl2]+ complexes leads to fragmentation patterns characterized by [Me(I)Cl]+/[Me(I)L2]+ abundance ratios which depend upon the configuration of solute C. These different spectral features were correlated to the different stability of the diastereomeric [Me(I)CRL]+ and [Me(I)CSL]+ complexes in the gas phase.