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Methylation-GC-MS analysis of arabinofuranose- and galactofuranose-containing structures: rapid synthesis of partially O-methylated alditol acetate standards Anais da ABC (AABC)
Sassaki,Guilherme L.; Iacomini,Marcello; Gorin,Philip A.J..
Arabinose and galactose were treated with MeOH containing traces of H2SO4 or HCl at 25ºC to give mixtures of their methyl alpha- and beta-furanosides, as shown by 1D and 2D nuclear magnetic resonance (NMR). Oxidation of the Me alpha,beta-Araf mixture with NaIO4 preferentially oxidised the beta-isomer, to give pure Me alpha-Araf . Each product was progressively O-methylated using the Purdie reagent (MeI/Ag2O) at 25ºC and resulting mixtures of partially methylated glycosides (PMGs) were rapidly assayed by thin layer chromatography (TLC) first to favour higher yields of mono-O-methyl derivatives and later for products with higher degrees of methylation. The products were converted to complex mixtures of partially O-methylated alditol acetate derivatives...
Tipo: Info:eu-repo/semantics/article Palavras-chave: Partially O-methylated alditol acetates; GC-MS standards; Purdie methylation; OH reactivity; NMR.
Ano: 2005 URL: http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0001-37652005000200003
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