157758-68-4

Usage

InChI:InChI=1/C20H38O11/c1-2-3-4-5-6-7-8-28-20-18(16(26)14(24)12(10-22)30-20)31-19-17(27)15(25)13(23)11(9-21)29-19/h11-27H,2-10H2,1H3/t11-,12-,13-,14-,15+,16+,17+,18+,19-,20+/m1/s1

Upstream product

• 1454581-69-1 C₆₄H₇₆O₁₂ 
• 1454581-67-9 C₆₄H₇₆O₁₂ 
• 157758-64-0 octyl 2-O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-mannopyranosyl)-3,4,6-tri-O-benzyl-α-D-mannopyranoside 
• 157758-61-7 octyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside 
• 157758-62-8 octyl 3,4,6-tri-O-benzyl-α-D-mannopyranoside 
• 157758-63-9 ethyl 6-O-acetyl-2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranoside 
• 111-87-5 octanol 
• 65556-30-1 1,6-di-O-acetyl-2,3,4-tri-O-benzyl-α-D-mannopyranoside 
• 157758-65-1 octyl 3,4,6-tri-O-benzyl-2-O-(2,3,4-tri-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside 

Relevant academic research and scientific papers

Pyrrolic tripodal receptors for the molecular recognition of carbohydrates: Ditopic receptors for dimannosides

Synthetic ditopic receptors, designed for the molecular recognition of dimannosides, have been prepared by bridging two monotopic units effectively recognizing mannosides with linkers of the appropriate size and flexibility, endowed with hydrogen-bonding groups. Affinities toward the α and β glycosides of the biologically relevant Manα(1-2)Man disaccharide were measured by NMR spectroscopy and isothermal titration calorimetry (ITC) in polar organic media (30-40 % DMF in chloroform). Significant selectivities and affinities in the micromolar range were observed in most cases, with two newly designed receptors being the most effective receptors of the set, together with a distinct preference of the dimannosides for the (S) enantiomer of the receptor in all cases. A 3D view of the recognition mode was elucidated by a combined NMR spectroscopic/molecular modeling approach, showing the dimannoside included in the cleft of the receptor. Compared to the monotopic precursors, the ditopic receptors showed markedly improved recognition properties, proving the efficacy of the modular receptor design for the recognition of disaccharides. Pac-man loves sugar: Unprecedented recognition of the biologically relevant Manα(1-2)Man disaccharidic epitope has been achieved by bridging two mannoside binding units into a ditopic biomimetic receptor through hydrogen-bonding linkers of appropriate length and flexibility (see figure). Copyright

Synthesis of octyl 2-O-α-D-mannopyranosyl-α-D-mannopyranoside, its 6'-phosphate and the corresponding monomethyl phosphodiester: intermediate structures in the biosynthesis of N-linked oligosaccharides in Dictyostelium discoidium

Octyl 2-O-α-D-mannopyranosyl-α-D-mannopyranoside, its 6'-phosphate and the corresponding 6'-methyl phosphodiester have been chemically synthesized.The latter compound was prepared using an H-phosphonate intermediate.These structures are for use as enzyme substrates and reference standards in a study on the biosynthesis of phosphorylated N-linked glycoproteins in the amoebae Dictyostelium discoideum.