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1. (Article ID: 4274)
Bedini E, Cirillo L, Parrilli M
Synthesis of the trisaccharide outer core fragment of Burkholderia cepacia pv. vietnamiensis lipooligosaccharide
Carbohydrate Research 349 (2012)
24-32
The synthesis of β-Gal-(1→3)-α-GalNAc-(1→3)-β-GalNAc allyl trisaccharide as the outer core fragment of Burkholderia cepacia pv. vietnamiensis lipooligosaccharide was accomplished through a concise, optimized, multi-step synthesis, having as key steps three glycosylations, that were in-depth studied performing them under several conditions. The target trisaccharide was designed with an allyl aglycone in order to open a future access to the conjugation with an immunogenic protein en route to the development of a synthetic neoglycoconjugate vaccine against this Burkholderia pathogen.
Burkholderia cepacia, trisaccharide, galactose, glycosylation, N-acetyl-galactosamine, orthoester
NCBI PubMed ID: 22209378Publication DOI: 10.1016/j.carres.2011.12.007Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: ebedini
unina.it (E. Bedini)
Institutions: Dipartimento di Chimica Organica e Biochimica, Universita di Napoli 'Federico II', Complesso Universitario Monte S.Angelo, Via Cintia 4, 80126 Napoli, Italy
Methods: 13C NMR, 1H NMR, TLC, MALDI-MS, glycosylation, conjugation, chemical synthesis methods
The publication contains the following compound(s):
- Compound ID: 10312
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L-gro-a-D-manHepp-(1-7)-L-gro-a-D-manHepp-(1-7)-+ b-D-Glcp-(1-4)-+ a-Kop-(2-4)-+
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b-D-Galp-(1-3)-a-D-GalpNAc-(1-3)-b-D-GalpNAc-(1-3)-L-gro-a-D-manHepp-(1-3)-L-gro-a-D-manHepp-(1-5)-a-Kdop-(2--/lipid A/
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a-L-Rhap-(1-2)-+ |
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Structure type: oligomer
Aglycon: lipid A
Compound class: LOS
Reference(s) to other database(s): GTC:G08282ML
- Compound ID: 10313
Structure type: oligomer
Trivial name: outer core fragment of LOS
Compound class: core oligosaccharide
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