55500-08-8Relevant academic research and scientific papers
Selection of a synthetic glycan oligomer from a library of DNA-templated fragments against DC-SIGN and inhibition of HIV gp120 binding to dendritic cells
Ciobanu, Mihai,Huang, Kuo-Ting,Daguer, Jean-Pierre,Barluenga, Sofia,Chaloin, Olivier,Schaeffer, Evelyne,Mueller, Christopher G.,Mitchell, Daniel A.,Winssinger, Nicolas
, p. 9321 - 9323 (2011/10/09)
We report the synthesis of a nucleic acid-encoded carbohydrate library, its combinatorial self-assembly into 37485 pairs and a screen against DC-SIGN leading to the identification of consensus ligand motifs. A prototypical example from the selected pairs
Novel cyclic tetraselenides of mannose: synthesis and mechanistic studies
Sivapriya, Kirubakaran,Suguna, Perumal,Chandrasekaran, Srinivasan
, p. 2091 - 2095 (2008/02/04)
In this Letter, we disclose the synthesis of novel cyclic tetraselenides starting from mannose which are very unusual and rare and have been synthesised for the first time. The structures are confirmed by X-ray analysis. The reactivity of the reagent tetr
1,6-Anhydro-1-thio-β-D-glucopyranose (thiolevoglucosan) and the corresponding sulfoxides and sulfone
Budesinsky, Milos,Polakova, Jana,Hamernikova, Michaela,Cisarova, Ivana,Trnka, Tomas,Cerny, Miloslav
, p. 311 - 336 (2007/10/03)
Starting 1,2,3,4-tetra-O-acetyl-6-O-tosyl-β-D-glucopyranose (3) was converted into 2,3,4-tri-O-acetyl-1-thio-6-O-tosyl-β-D-glucopyranose (6) via intermediate glycosyl bromide 4 and S-thiouronium salt 5. Treatment of compound 6 with sodium methoxide gave 1,6-anhydro-1-thio-β-D-glucopyranose (thiolevoglucosan 2a). The isomeric sulfoxides 7 and 8 were prepared by selective oxidation of thiolevoglucosan 2a with hydrogen peroxide or 3-chloroperoxybenzoic acid. The structure of new compounds was confirmed by 1H and 13C NMR spectroscopy or by X-ray analysis; magnetic anisotropy of the sulfinyl and sulfonyl group has been discussed.
Synthesis of 6-amino-1,6-anhydro-6-deoxysugar derivatives
Lafont, Dominique,Wollny, Andreas,Boullanger, Paul
, p. 9 - 16 (2007/10/03)
Staudinger reaction of triphenylphosphine with 2,3,4-tri-O-acetyl-6-O-p-tolylsulfonyl-β-d-glycopyranosyl azides led to an anomeric iminophosphorane which rearranged in situ by elimination of the sulfonate at C-6. The 1,6-anhydro-6-deoxy-6-triphenylphospho
Structure-Activity Relationships of β-D-(2S,5R)- and α-D-(2S,5S)-1,3-oxathiolanyl Nucleosides as Potential Anti-HIV Agents
Jeong, Lak S.,Schinazi, Raymond F.,Beach, J. Warren,Kim, Hea O.,Shanmuganathan, Kirupathevy,et al.
, p. 2627 - 2638 (2007/10/02)
The β-D-(2S,5R)- and α-D-(2S,5S)-1,3-oxathiolanylpyrimidine and -purine nucleosides with natural nucleoside configuration were synthesized and evaluated against HIV-1 in human peripheral blood mononuclear (PBM) cells.The key intermediate 14, which was uti
Enantiomeric Synthesis of (+)-BCH-189 cytosine> from D-Mannose and Its Anti-HIV Activity
Chu, Chung K.,Beach, J. Warren,Jeong, Lak S.,Choi, Bo G.,Comer, Frank I.,et al.
, p. 6503 - 6505 (2007/10/02)
Enantiomerically pure (+)-BCH-189 has been synthesized from D-mannose via 1,6-thioanhydro-D-mannose and its anti-HIV activity has been determined in peripheral blood mononuclear cells.
