82040-49-1Relevant academic research and scientific papers
INDUCTION OF D-XYLAN-DEGRADING ENZYMES IN Trichoderma lignorum BY NONMETABOLIZABLE INDUCERS. A SYNTHESIS OF 4-THIOXYLOBIOSE
Defaye, Jacques,Driguez, Hugues,John, Michael,Schmidt, Juergen,Ohleyer, Eric
, p. 123 - 132 (1985)
The D-xylan degrading enzymes of Trichoderma lignorum can be induced by several oligo- and poly-saccharides.The induction is optimal when L-arabino-D-xylan is used as carbon source.The enzymes were also produced by cells grown on glycerol in the presence of 4-thioxylobiose (4-S-β-D-xylopyranosyl-4-thio-D-xylopyranose)and methyl β-D-xylopyranoside.These inducers were not taken up by the cells.The extent of induction was, however, lower than with xylobiose.Thioxylobiose was obtained in an overall yield of 55-60percent from the reaction of 1,2,3-tri-O-benzoyl-4-O-trifluoromethylsulfonyl-β-L-arabinopyranose with the sodium salt of 1-thio-β-D-xylopyranose in N',N'',N'''-hexamethylphosphoramide, followed by O-deacylation of the resulting 4-thiodisaccharide.
Stereoselective synthesis of thioxylooligosaccharides from S-glycosyl isothiourea precursors
Ibatullin, Farid M,Shabalin, Konstantin A.,J?nis, Janne V.,Selivanov, Stanislav I.
, p. 4565 - 4567 (2007/10/03)
A stereoselective synthesis of thioxylo-di-, -tri-, -tetra- and -penta-saccharides from S-glycosyl isothiourea precursors is described. The synthesis was performed starting from 2,3,4-tri-O-acetyl-β-D-xylopyranosyl isothiouronium bromide using a triethylamine promoted reaction with 1,2,3-tri-O-benzoyl-4-O-trifluoromethanesulphonyl-β-L-arabinopyranose. The resulting 4-thioxylobiose was then converted into the corresponding isothiouronium bromide and used for the synthesis of 4,4′-dithioxylotriose. Higher homologues of the series and their α-methyl glycosides were also prepared.
