14520-33-3Relevant academic research and scientific papers
Synthesis of 5-deoxy-β-d-galactofuranosides as tools for the characterization of β-d-galactofuranosidases
Bordoni, Andrea,De Lederkremer, Rosa M.,Marino, Carla
experimental part, p. 5339 - 5345 (2010/09/05)
Derivatives of 5-deoxy-β-d-galactofuranose (5-deoxy-α-l-arabino- hexofuranose) have been synthesized starting from d-galacturonic acid. The synthesis of methyl 5-deoxy-α-l-arabino-hexofuranoside (14α) was achieved by an efficient strategy previously optimized, involving a photoinduced electron transfer (PET) deoxygenation. Compound 14α was converted into per-O-acetyl-5-deoxy-α,β-l-arabino-hexofuranoside (16), an activated precursor for glycosylation reactions. The SnCl4-promoted glycosylation of 16 led to 4-nitrophenyl (19α), and 4-methylthiophenyl 5-deoxy-α-l-arabino-hexofuranosides (20α). The oxygenated analog 4-methylphenyl 1-thio-β-d-galactofuranoside (23β) was also prepared. The 5-deoxy galactofuranosides were evaluated as inhibitors or substrates of the exo-β-d-galactofuranosidase from Penicillium fellutanum, showing that the absence of HO-5 drastically diminishes the affinity for the protein.
CARBON-13 NMR SPECTRA OF PERACETYLATED DERIVATIVES OF METHYL L-ARABINOFURANOSIDE AND OLIGOSACCHARIDES RELATED TO ARABINOXYLAN
Ito, Teiichiro,Yamai, Mitsuru,Nishio, Toshiyuki
, p. 491 - 498 (2007/10/02)
The 13C NMR signals of methyl tri-O-acetyl-L-arabinofuranosides were assigned on the basis of heteronuclear shift correlated NMR spectra.From the enzymic digest of barley-hull arabinoxylan two oligosaccharides, i.e., α-L-Araf-(1->3)-β-D-xylp-(1->4)-D-xylp and α-L-Araf-(1->3)-β-D-xylp-(1->4)-β-D-xylp-(1->4)-D-xylp were obtained.The NMR spectra of their per-O-acetylated derivatives were assigned, and discussed.
Processes for production of a 1-N-(α-hydroxy-Φ-amino alkanoyl)-3-deoxy-5-O-pentafuranosyl neamine and new compounds produced by the same processes
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, (2008/06/13)
This invention relates to new processes for the production of a 1-N-(α-hydroxy-ω-aminoalkanoyl)-3'-deoxy-5-O-pentofuranosylneamine, including 3'-deoxybutirosins A and B, as a semi-synthetic antibiotic. This invention further relates to new and useful semi-synthetic antibiotics which are produced by the above new processes.
