A novel method for the analysis of the substitution pattern of O-methyl-α- and β-1,4-glucans by means of electrospray ionisation-mass spectrometry/collision induced dissociation

作者: Roland Adden , Petra Mischnick

DOI: 10.1016/J.IJMS.2004.11.016

关键词: Mass spectrumFragmentation (mass spectrometry)AdductMedicinal chemistryMass spectrometryOrganic chemistryMethyl celluloseMethylationDisaccharideCollision-induced dissociationChemistry

摘要: Abstract The substitution pattern of O -methyl amylose and cellulose was analysed after per- -methylation (Me- d 3 ), partial hydrolysis by subsequent ESI-MS/CID the sodium (MS 2 ) lithium adducts ). Based on previous studies about influence regioselective fragmentation pathways malto- cello-oligosaccharides, we could calculate contribution a certain methyl to distinct signal in reproducible ESI-MS daughter spectrum. Signal intensities obtained from each -methyl- disaccharide were distributed corresponding patterns accumulated for all peaks mother mass Data not sufficient disaccharides bearing deuteromethyl groups combination 4, 3, or 4 2. Further independent information adducts. Monomer composition celluloses amyloses this novel approach very good agreement with reference data GLC partially methylated glucitol acetates complete hydrolysis, reduction acetylation.

参考文章(25)
Peter W. Arisz, James A. Lomax, Jaap J. Boon, Structure of O-(2-hydroxyethyl) celluloses with high degrees of molar substitution: a critical evaluation Carbohydrate Research. ,vol. 243, pp. 99- 114 ,(1993) , 10.1016/0008-6215(93)84084-J
Zhongrui Zhou, Sherri Ogden, Julie A. Leary, Linkage position determination in oligosaccharides: mass spectrometry (MS/MS) study of lithium-cationized carbohydrates Journal of Organic Chemistry. ,vol. 55, pp. 5444- 5446 ,(1990) , 10.1021/JO00307A011
Gretchen E. Hofmeister, Zhongrui Zhou, Julie A. Leary, Linkage position determination in lithium-cationized disaccharides: tandem mass spectrometry and semiempirical calculations Journal of the American Chemical Society. ,vol. 113, pp. 5964- 5970 ,(1991) , 10.1021/JA00016A007
Bruno Domon, Catherine E Costello, A systematic nomenclature for carbohydrate fragmentations in FAB-MS/MS spectra of glycoconjugates Glycoconjugate Journal. ,vol. 5, pp. 397- 409 ,(1988) , 10.1007/BF01049915
W. Lazik, Th. Heinze, K. Pfeiffer, G. Albrecht, P. Mischnick, Starch derivatives of a high degree of functionalization. VI. Multistep carboxymethylation Journal of Applied Polymer Science. ,vol. 86, pp. 743- 752 ,(2002) , 10.1002/APP.10983
Ken Tseng, Jerry L. Hedrick, Carlito B. Lebrilla, Catalog-library approach for the rapid and sensitive structural elucidation of oligosaccharides. Analytical Chemistry. ,vol. 71, pp. 3747- 3754 ,(1999) , 10.1021/AC990095R
Petra Mischnick, Jürgen Heinrich, Michael Gohdes, Olaf Wilke, Nikola Rogmann, Structure analysis of 1,4‐glucan derivatives Macromolecular Chemistry and Physics. ,vol. 201, pp. 1985- 1995 ,(2000) , 10.1002/1521-3935(20001001)201:15<1985::AID-MACP1985>3.0.CO;2-4
Mark T. Cancilla, Anissa W. Wong, Lisa R. Voss, Carlito B. Lebrilla, Fragmentation reactions in the mass spectrometry analysis of neutral oligosaccharides. Analytical Chemistry. ,vol. 71, pp. 3206- 3218 ,(1999) , 10.1021/AC9813484