Mechanistic Study of the Collision-Induced Dissociation of Sodium-Cationized Polylactide Oligomers: A Joint Experimental and Theoretical Investigation

De Winter, Julien; Lemaur, Vincent; Marsal, Philippe; Coulembier, Olivier; Cornil, Jérôme; Dubois, Philippe; Gerbaux, Pascal

doi:10.1016/j.jasms.2010.03.026

Article (Scientific journals)

Mechanistic Study of the Collision-Induced Dissociation of Sodium-Cationized Polylactide Oligomers: A Joint Experimental and Theoretical Investigation

De Winter, Julien; Lemaur, Vincent; Marsal, Philippe et al.

2010 • In Journal of the American Society for Mass Spectrometry, 21 (7), p. 1159-1168

Peer Reviewed verified by ORBi

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https://hdl.handle.net/20.500.12907/19062

DOI
10.1016/j.jasms.2010.03.026

PubMed
20427201

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Abstract :

[en] The low-kinetic energy collision-induced dissociation (CID) behavior of different sodiumcationized polylactide (PLA) oligomers was thoroughly investigated to shed some light on the analytical potentialities of CID experiments in the context of polymer characterization. Indeed, investigation of several end-groups modified PLA reveal that, in addition to the expected end-group specific dissociations, collisionally-excited PLA.N suffer from a backbone cleavage. The so-obtained sodium-bound dimer cations consecutively undergo the loss of a monomeric residue that corresponds to neutral acrylic acid. The experimental observations, performed on a hybrid Q-ToF instrument, were totally corroborated by a theoretical study involving DFT calculations, molecular mechanics, and molecular dynamics calculations.

Disciplines :

Chemistry
Physics

Author, co-author :

De Winter, Julien ; Université de Mons > Faculté des Sciences > Synthèse et spectrométrie de masse organiques

Lemaur, Vincent ; Université de Mons > Faculté des Sciences > Chimie des matériaux nouveaux

Marsal, Philippe

Coulembier, Olivier ; Université de Mons > Faculté des Sciences > Matériaux Polymères et Composites

Cornil, Jérôme ; Université de Mons > Faculté des Sciences > Chimie des matériaux nouveaux

Dubois, Philippe ; Université de Mons > Faculté des Sciences > Matériaux Polymères et Composites

Gerbaux, Pascal ; Université de Mons > Faculté des Sciences > Synthèse et spectrométrie de masse organiques

Language :

English

Title :

Mechanistic Study of the Collision-Induced Dissociation of Sodium-Cationized Polylactide Oligomers: A Joint Experimental and Theoretical Investigation

Publication date :

01 July 2010

Journal title :

Journal of the American Society for Mass Spectrometry

ISSN :

1044-0305

eISSN :

1879-1123

Publisher :

Springer, New-York, United States - New York

Volume :

Issue :

Pages :

1159-1168

Peer reviewed :

Peer Reviewed verified by ORBi

Research unit :

S816 - Matériaux Polymères et Composites
S817 - Chimie des matériaux nouveaux
S836 - Synthèse et spectrométrie de masse organiques

Research institute :

R400 - Institut de Recherche en Science et Ingénierie des Matériaux

Commentary :

Publié en ligne le 27 mars 2010 Lecture en ligne: http://www.sciencedirect.com/science?_ob=MImg&_imagekey=B6TH2-4YPT1R8-2-17&_cdi=5270&_user=532054&_pii=S1044030510002163&_origin=search&_coverDate=07%2F31%2F2010&_sk=999789992&view=c&wchp=dGLbVlb-zSkzV&md5=51f23475a83cef8d0f82d47fc82088e

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Bibliography

Liem M.D., Zegel H.G., Balduini F.C., Turner M.L., Becker J.M., Caballerosaez A. Repair of Achilles Tendon Ruptures with a Polylactic Acid Implant: Assessment with MR Imaging. Am. J. Roentgenol. 1991, 4:769-773.
Shikinami Y., Matsusue Y., Nakamura T. The Complete Process of Bioresorption and Bone Replacement Using Devices Made of Forged Composites of Raw Hydroxyapatite Particles/Poly L-Lactide (F-u-HA/PLLA). Biomaterials 2005, 26:5542-5551.
Boccaccini A.R., Blaker J.J., Maquet V., Day R.M., Jérôme R. Preparation and Characterization of Poly(Lactide-co-Glycolide) (PLGA) and PLGA/Bioglass Composite Tubular Foam Scaffolds for Tissue Engineering Applications. Mat. Sci. Eng. C-Bio. S 2005, 1:23-31.
Zhang L., Nederberg F., Messman J.M., Pratt R.C., Hedrick J.H., Wade C.G. Organocatalytic Stereoselective Ring-Opening Polymerization of Lactide with Dimeric Phosphazene Bases. J. Am. Chem. Soc. 2007, 129:12610-12611.
Kamber N.E., Jeong W., Waymouth R.M., Pratt R.C., Lohmeijer B.G.G., Hedrick J.L. Organocatalytic Ring-Opening Polymerization. Chem. Rev. 2007, 107:5813-5840.
Coulembier O., Sanders D.P., Nelson A., Hollenbeck A.N., Horn H.W., Rice J.E., Fujiwara M., Dubois P., Hedrick J.L. Hydrogen-Bonding Catalysts Based on Fluorinated Alcohol Derivatives for Living Polymerization. Angew. Chem. 2009, 121:5272-5275.
Coulembier O., Kiesewetter M.K., Mason A., Dubois P., Hedrick J.L., Waymouth R.M. A Distinctive Organocatalytic Approach to Complex Macromolecular Architectures. Angew. Chem. Int. Edit. 2007, 46:1-4.
Montaudo G., Lattimer R.P. Mass Spectrometry of Polymers 2002, 419-523. CRC Press, Boca Raton.
Nielen M.W.F. MALDI Time-of-Flight Mass Spectrometry of Synthetic Polymers. Mass Spectrom. Rev. 1999, 18:309-344.
Arnould M.A., Wesdemiotis C., Geiger R.J., Park M.A., Buehner R.W., Vandervorst D. Structural Characterization of Polyester Copolymers by MALDI Mass Spectrometry. Prog. Org. Coat. 2002, 45:305-312.
Chaicharoen K., Polce M.J., Singh A., Pugh C., Wesdemiotis C. Characterization of Linear and Branched Polyacrylates by Tandem Mass Spectrometry. Anal. Bioanal. Chem. 2008, 392:595-607.
Arnould M.A., Vargas R., Buehner R.W., Wesdemiotis C. Tandem Mass Spectrometry Characteristics of Polyester Anions and Cations Formed by Electrospray Ionization. Eur. J. Mass Spectrom. 2005, 11:243-256.
Adamus G. Structural Analysis of Poly[(R,S)-3-Hydroxybutyrate-co-L-Lactide] Copolyesters by Electrospray Ionization Ion Trap Mass Spectrometry. Rapid Commun. Mass Spectrom. 2007, 21:2477-2490.
Sleno L., Volmer D.A. Ion Activation Methods for Tandem Mass Spectrometry. J. Mass Spectrom. 2004, 39:1091-1112.
Jackson A.T., Bunn A., Chisholm M.S. Utilizing Matrix-Assisted Laser Desorption/Ionization Techniques for the Generation of Structural Information from Different End-Group Functionalized Poly(Methyl Methacrylate)s. Polymer 2008, 49:5254-5261.
Wollyung K.M., Wesdemiotis C., Kennedy J.P. Synthesis and Mass Spectrometry Characterization of Centrally and Terminally Amine-Functionalized Polyisobutylenes. J. Polym. Sci. Part A: Polym. Chem. 2004, 43:946-958.
Polce M.J., Ocampo M., Quirk R.P., Wesdemiotis C. Tandem Mass Spectrometry Characteristics of Silver-Cationized Polystyrenes: Backbone Degradation Via Free Radical Chemistry. Anal. Chem. 2008, 2:347-354.
Jackson A.T., Yates H.T., Scrivens J.H., Green M.R., Bateman R.H. Using Matrix Assisted Laser Desorption/Ionization-Collision Induced Dissociation for the Generation of Structural Information from Poly(Alkyl Methacrylate)s. J. Am. Soc. Mass Spectrom. 1997, 8:1206-1213.
Jackson A.T., Green M.R., Bateman R.H. Generation and End-Group Information from Polyethers by Matrix-Assisted Laser Desorption/Ionization Collision-Induced Dissociation Mass Spectrometry. Rapid Commun. Mass Spectrom. 2006, 20:3542-3550.
Osaka I., Watanabe M., Takama M., Murakami M., Arakawa R. Characterization of Linear and Cyclic Polylactic Acids and Their Solvolysis Products by Electrospray Ionization Mass Spectrometry. J. Mass Spectrom. 2006, 41:1369-1377.
Casewit C.J., Colwell K.S., Rappé A.K. Application of a Universal Force-Field to Organic-Molecules. J. Am. Chem. Soc. 1992, 114:10035-10046.
Rappé A.K., Casewit C.J., Colwell K.S., Goddard W.A., Skiff W.M. UFF. A Full Periodic-Table Force-Field for Molecular Mechanics and Molecular-Dynamics Simulations. J. Am. Chem. Soc. 1992, 114:10024-10035.
MS Modeling Ver. 4.4.0.0 2008, Accelrys Software Inc, San Diego.
Sun H. COMPASS: An ab Initio Force-Field Optimized for Condensed-Phase Applications-Overview with Details on Alkane and Benzene Compounds. J. Phys. Chem. B 1998, 102:7338-7364.
Becke A.D. Density-Functional Thermochemistry. 3. The Role of Exact Exchange. J. Chem. Phys. 1993, 98:5648-5652.
Lee C., Yang W., Parr R.G. Development of the Colle-Salvetti Correlation-Energy Formula into a Functional of the Electron Density. Phys. Rev. B 1988, 37:785-789.
De Winter J., Goffin A.L., Coulembier O., Dubois P., Flammang R., Gerbaux P. Metastable Processes Investigated on an Orthogonal-Axis Time-of-Flight Instrument: Mass-Scale Calibration and Application. Eur. J. Mass Spectrom. 2009, 15:431-437.
Cooks R.G., Beynon J.H., Caprioli R.M., Lester G.R. Metastable Ion 1973, 89-153. Elsevier, Amsterdam.