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

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...

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Main Authors: A. Paladini, C. Calcagni, T. Di. Palma, M. Satta, M. Speranza, D. Scuderi, A. Laganà, G. Fago, A. Giardini Guidoni
Format: Article
Language:English
Published: Wiley 2001-01-01
Series:International Journal of Photoenergy
Online Access:http://dx.doi.org/10.1155/S1110662X01000290
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author A. Paladini
C. Calcagni
T. Di. Palma
M. Satta
M. Speranza
D. Scuderi
A. Laganà
G. Fago
A. Giardini Guidoni
author_facet A. Paladini
C. Calcagni
T. Di. Palma
M. Satta
M. Speranza
D. Scuderi
A. Laganà
G. Fago
A. Giardini Guidoni
author_sort A. Paladini
collection DOAJ
description 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.
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spelling doaj-art-ad1a8d767374481ca68d80b2eeeffb822025-08-20T03:38:58ZengWileyInternational Journal of Photoenergy1110-662X2001-01-013421722110.1155/S1110662X01000290Laser production of gas phase complexes of metal α-aminophosphonic acid mixtures and their role in chiral recognitionA. Paladini0C. Calcagni1T. Di. Palma2M. Satta3M. Speranza4D. Scuderi5A. Laganà6G. Fago7A. Giardini Guidoni8Dipartimento di Chimica, Università di Roma “La Sapienza”, pl. A. Moro 5, Roma I-00185, ItalyDipartimento di Chimica, Università di Roma “La Sapienza”, pl. A. Moro 5, Roma I-00185, ItalyCNR-Istituto Materiali Speciali, Tito Scalo (Pz), I-85050, ItalyDipartimento di Chimica, Università di Roma “La Sapienza”, pl. A. Moro 5, Roma I-00185, ItalyFacoltà di Farmacia, Dipt. di Chimica e Tecnologia delle Sostanze Biologicamente Attive, Università di Roma “La Sapienza”, pl. A. Moro 5, Roma I-00185, ItalyDipartimento di Chimica, Università di Roma “La Sapienza”, pl. A. Moro 5, Roma I-00185, ItalyDipartimento di Chimica, Università di Roma “La Sapienza”, pl. A. Moro 5, Roma I-00185, ItalyDipartimento di Chimica, Università di Roma “La Sapienza”, pl. A. Moro 5, Roma I-00185, ItalyDipartimento di Chimica, Università di Roma “La Sapienza”, pl. A. Moro 5, Roma I-00185, ItalyClusters 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.http://dx.doi.org/10.1155/S1110662X01000290
spellingShingle A. Paladini
C. Calcagni
T. Di. Palma
M. Satta
M. Speranza
D. Scuderi
A. Laganà
G. Fago
A. Giardini Guidoni
Laser production of gas phase complexes of metal α-aminophosphonic acid mixtures and their role in chiral recognition
International Journal of Photoenergy
title Laser production of gas phase complexes of metal α-aminophosphonic acid mixtures and their role in chiral recognition
title_full Laser production of gas phase complexes of metal α-aminophosphonic acid mixtures and their role in chiral recognition
title_fullStr Laser production of gas phase complexes of metal α-aminophosphonic acid mixtures and their role in chiral recognition
title_full_unstemmed Laser production of gas phase complexes of metal α-aminophosphonic acid mixtures and their role in chiral recognition
title_short Laser production of gas phase complexes of metal α-aminophosphonic acid mixtures and their role in chiral recognition
title_sort laser production of gas phase complexes of metal α aminophosphonic acid mixtures and their role in chiral recognition
url http://dx.doi.org/10.1155/S1110662X01000290
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