102255-05-0Relevant academic research and scientific papers
Branching of poly(ADP-ribose): Synthesis of the Core Motif
Kistemaker, Hans A. V.,Overkleeft, Herman S.,Van Der Marel, Gijsbert A.,Filippov, Dmitri V.
, p. 4328 - 4331 (2015/09/15)
The synthesis of the core motif of branched poly(adenosine diphosphate ribose) (poly(ADPr)) is described, and structural analysis reasserted the proposed stereochemistry for branching. For the synthesis, a ribose trisaccharide was first constructed with only α-O-glycosidic linkages. Finally, the adenine nucleobase was introduced via a Vorbrüggen-type glycosylation reaction. The orthogonality of the selected protecting groups was demonstrated, allowing for the construction of branched poly(ADPr) oligomers in the near future.
1,5-Anhydro-beta-L-arabinofuranose from pyrolysis of plant cell wall materials (biomass).
Essig,Richards
, p. 189 - 196 (2007/10/02)
Three types of agricultural waste material having a significant content of L-arabinose have been subjected to mild, vacuum pyrolysis, and yields of 1,5-anhydro-L-arabinofuranose (1) determined. In corn bran, approximately 40% of the L-arabinose is converted into 1, and this conversion is increased to 78% when the bran is subjected to prior acid washing. The inner and outer barks of ponderosa pine give approximately 30% conversion of their L-arabinose content into 1, but orange peel gives only 9% conversion. A mechanism is postulated involving pyrolytic scission of pendant L-arabinofuranose units from polysaccharides, with cyclization to produce 1.
Synthesis of branched D-xylofuranan by selective, ring-opening polymerization of silylated 1,5-anhydro-beta-D-xylofuranose, and its conversion into a blood anticoagulant.
Yoshida,Arai,Mukai,Uryu
, p. 69 - 80 (2007/10/02)
Selective ring-opening polymerization and copolymerization of 1,5-anhydro-D-xylofuranose derivatives were studied. Stereoregular (1----5)-alpha-D-xylofuranan was synthesized from a new monomer, 1,5-anhydro-2,3-di-O-(tert-butyldimethylsilyl)-beta-D-xylofuranose , with phosphorus pentafluoride and antimony pentachloride as catalysts in dichloromethane. Copolymerization of 3 with 1,5-anhydro-2,3-di-O-benzyl-beta-D-xylofuranose, and desilylation of the copolymer with tetrabutylammonium fluoride gave a partially benzylated stereoregular (1----5)-alpha-D-xylofuranan which was glycosylated with 3,4,6-tri-O-acetyl-beta-D-mannose 1,2-(methyl orthoacetate) to give a branched polymer. Deprotection of the benzylated polymer having D-mannosyl branches with sodium in liquid NH3 gave (1----5)-alpha-D-xylofuranans having 2- or 3-O-alpha-D-mannopyranosyl branches. Sulfation of the free D-xylofuranans was achieved with piperidine sulfate. The sulfated D-xylofuranan having branches showed high blood-anticoagulant activity.
Photolytische Decarbonylierung von Anhydrozucker-Ulosen zur Synthese von 1,5-Anhydro-β-D-lyxo- und -ribofuranosen sowie 2,6-Anhydro-β-D-psicofuranosen
Heyns, Kurt,Neste, Helmut-Rainer,Thiem, Joachim
, p. 891 - 908 (2007/10/02)
By photochemical decarbonylation of the 1,6-anhydro-2- (1) and -4-uloses (3) with D-lyxo configuration stereoselective ring contractions yield the 1,5-anhydro-β-D-lyxofuranose derivative 2.Via corresponding transformations the benzylidene derivative 9 is
