Article

Mass spectrometry characterization of 3-OH butyrated β-cyclodextrin

  1. Cristian Peptu1,2,
  2. Alina Nicolescu1,
  3. Catalina A. Peptu3,
  4. Valeria Harabagiu1,*,
  5. Bogdan C. Simionescu1,3,
  6. Marek Kowalczuk2,4

Article first published online: 13 OCT 2010

DOI: 10.1002/pola.24372

Issue

Journal of Polymer Science Part A: Polymer Chemistry

Journal of Polymer Science Part A: Polymer Chemistry

Volume 48, Issue 23, pages 5581–5592, 1 December 2010

Additional Information

How to Cite

Peptu, C., Nicolescu, A., Peptu, C. A., Harabagiu, V., Simionescu, B. C. and Kowalczuk, M. (2010), Mass spectrometry characterization of 3-OH butyrated β-cyclodextrin. J. Polym. Sci. A Polym. Chem., 48: 5581–5592. doi: 10.1002/pola.24372

Author Information

  1. 1

    “Petru Poni” Institute of Macromolecular Chemistry, Aleea Grigore Ghica Voda 41A, 700487, Iasi, Romania

  2. 2

    Institute of Chemistry and Environmental Protection, “Jan Dlugosz'” University of Czestochowa, 13/15 Armii Krajowej Av., 42–200 Czestochowa, Poland

  3. 3

    Department of Natural and Synthetic Polymers, “Gh. Asachi” Technical University of Iasi, D. Mangeron 71A, 700050 Iasi, Romania

  4. 4

    Polish Academy of Sciences, Centre of Polymer and Carbon Materials, 34 M. Sklodowskiej-Curie, 41-819 Zabrze, Poland

*Petru Poni Institute of Macromolecular Chemistry, Aleea Grigore Ghica Voda 41A, 700487, Iasi, Romania

Publication History

  1. Issue published online: 28 OCT 2010
  2. Article first published online: 13 OCT 2010
  3. Manuscript Accepted: 1 SEP 2010
  4. Manuscript Received: 9 AUG 2010

Funded by

  • Marie Curie Early Stage Training Fellowship POLYMS Project of the European Community's Sixth Framework Program. Grant Number: MEST-CT-2005-021029

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Keywords:

  • cyclodextrin;
  • liquid chromatography;
  • mass spectrometry;
  • polyester;
  • tandem mass spectrometry

Abstract

Oligo(3-OH butyrate)-β-cyclodextrin esters (PHB-CD) were obtained through ring opening of β-butyrolactone (β-BL) in the presence of β-cyclodextrin (CD) and (-)-sparteine (SP) as nucleophilic activator. The resulted reaction mixture was first separated in two fractions and then investigated through a deep mass spectrometry (MS) study performed on a liquid chromatography-electrospray ionization-quadrupole time of flight (LC-ESI-QTOF) instrument. LC MS and tandem MS structural assignment of the reaction products was completed by NMR. The performed analysis revealed that poly(3-OH butyrate) homopolymers (PHB) are formed together with the PHB-CD products. Secondary reactions resulting in the formation of crotonates were also proved to occur. A comparison between MS and NMR results demonstrated that more than one PHB oligomer is attached to the CD in the PHB-CD product. The tandem MS fragmentation studies validated the proposed structure of CD derivatives. © 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2010

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