@phdthesis{Issaree2008,
  author    = {Issaree, Arisara},
  title     = {Synthesis of Hetero-chitooligosaccharides},
  url       = {http://nbn-resolving.de/urn:nbn:de:kobv:517-opus-17069},
  school      = {Universit{\"a}t Potsdam},
  year      = {2008},
  abstract  = {Chitooligosaccharides are composed of linear β-(1→4)-linked 2-acetamido-2-deoxy-β-D-glucopyranose (GlcNAc) and/or 2-amino-2-deoxy-β-D-glucopyranose (GlcN). They are of interest due to their remarkable biological properties including antibacterial, antitumor, antifungal and elicitor activities. They can be obtained from the aminoglucan chitosan by chemical or enzymatic degradation which obviously affords rather heterogenous mixtures. On the other hand, chemical synthesis provides pure compounds with defined sequences of GlcNAc and GlcN monomers. The synthesis of homo- and hetero-chitobioses and hetero-chitotetraoses is described in this thesis. Dimethylmaleoyl and phthaloyl groups were used for protection of the amines. The donor was activated as the trichloroacetimidate in order to form the β-linkages. Glycosylation in the presence of trimethylsilyl trifluoromethanesulfonate, followed by N- and O-deprotection furnished chitobioses and chitotetraoses in good yields.},
  language  = {en}
}
@article{IssareeVijayakrishnanAbdelnuretal.2009,
  author    = {Issaree, Arisara and Vijayakrishnan, Balakumar and Abdelnur, Patricia V. and Corilo, Yuri E. and Riccio, Maria F. and Sanvido, Gustavo B. and Eberlin, Marcos N. and Peter, Martin G.},
  title     = {Mass spectrometry of aminoglucan oligosaccharides using electrospray ionization MS/MS and MS/MS/MS},
  year      = {2009},
  language  = {en}
}
@article{VijayakrishnanIssareeCoriloetal.2011,
  author    = {Vijayakrishnan, Balakumar and Issaree, Arisara and Corilo, Yuri E. and Ferreira, Christina Ramires and Eberlin, Marcos N. and Peter, Martin G.},
  title     = {MSn of the six isomers of (GlcN)(2)(GlcNAc)(2) aminoglucan tetrasaccharides (diacetylchitotetraoses) rules of fragmentation for the sodiated molecules and application to sequence analysis of hetero-chitooligosaccharides},
  series = {Carbohydrate polymers : an international journal devoted to scientific and technological aspects of industrially important polysaccharides},
  volume    = {84},
  journal   = {Carbohydrate polymers : an international journal devoted to scientific and technological aspects of industrially important polysaccharides},
  number    = {2},
  publisher = {Elsevier},
  address   = {Oxford},
  issn      = {0144-8617},
  doi       = {10.1016/j.carbpol.2010.04.041},
  pages     = {713 -- 726},
  year      = {2011},
  abstract  = {The six possible isomers of di-N-acetylchitotetraoses [AADD, ADDA, ADAD, DADA, DAAD, and DDAA, where D stands for 2-amino-2-deoxy-3-D-glucose (GlcN) and A for 2-acetamido-2-deoxy-beta-D-glucose (GlcNAc)] were analyzed by ESI(+)-MSn. Collision induced dissociation via MSn experiments were performed for the sodiated molecules of m/z 769 [M+Na](+) for each isomer, and fragments were generated mainly by glycosidic bond and cross-ring cleavages. Rules of fragmentation were then established. A reducing end D residue yields the (O.2)A(4) cross-ring [M-59+Na](+) fragment of m/z 710 as the most abundant, whereas isomers containing a reducing end A prefer to lose water to form the [M-18+Na](+) ion of m/z 751, as well as abundant (O.2)A(4) cross-ring [M-101+Na](+) fragments of m/z 668 and B-3 [M-221+Na](+) ions of m/z 548. MS3 of C- and Y-type ions shows analogous fragmentation behaviour that allows identification of the reducing end next-neighbour residue. Due to gas-phase anchimeric assistance, B-type cleavage between the glycosidic oxygen and the anomeric carbon atom is favoured when the glycon is an A residue. Relative ion abundances are generally in the order B >> C > Y, but may vary depending on the next neighbour towards the non-reducing end. These fragmentation rules were used for partial sequence analysis of hetero-chitooligosaccharides of the composition D(2)A(3), D(3)A(3), D(2)A(4), D(4)A(3), and D(3)A(4).},
  language  = {en}
}