69401-46-3Relevant academic research and scientific papers
A versatile approach to the synthesis of glycans containing mannuronic acid residues
Alex, Catherine,Visansirikul, Satsawat,Demchenko, Alexei V.
supporting information, p. 2731 - 2743 (2021/04/07)
Reported herein is a new method for a highly effective synthesis of β-glycosides from mannuronic acid donors equipped with the 3-O-picoloyl group. The stereocontrol of glycosylations was achieved by means of the H-bond-mediated aglycone delivery (HAD). The method was utilized for the synthesis of a tetrasaccharide linkedviaβ-(1 → 3)-mannuronic linkages. We have also investigated 3,6-lactonized glycosyl donors that provided moderate to high β-manno stereoselectivity in glycosylations. A method to achieve complete α-manno stereoselectivity with mannuronic acid donors equipped with 3-O-benzoyl group is also reported.
Solvent interactions and conformational choice in a core N-glycan segment: Gas phase conformation of the central, branching trimannose unit and its singly hydrated complex
Stanca-Kaposta, E. Cristina,Gamblin, David P.,Cocinero, Emilio J.,Frey, Jann,Kroemer, Romano T.,Fairbanks, Antony J.,Davis, Benjamin G.,Simons, John P.
supporting information; experimental part, p. 10691 - 10696 (2009/02/05)
The intrinsic conformational preferences and structures of the branched trimannoside, α-phenyl 3,6-di-O-(α-D-mannopyranosyl)-α-D- mannopyranoside (which contains the same carbohydrates found in a key subunit of the core pentasaccharide in N-glycans) and i
REAGENTS AND METHODS FOR THE FORMATION OF DISULFIDE BONDS AND THE GLYCOSYLATION OF PROTEINS
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Page/Page column 76-77, (2010/02/10)
Methods and reagents for the formation of disulfide bonds, particularly in proteins, peptides and amino acids. The methods and reagents are particularly useful for the controlled glycosylation of proteins, peptides and amino acids. The methods utilise thiosulfonate or selenenylsulfide compounds as reagents or intermediates. Some proteins and peptides comprising selenenylsulfide groups also form part of the invention.
Ditritylation of Methyl and Benzyl α-D-Gluco-, -Manno-, and -Galactopyranosides and Preparation of Their Partially Benzylated Derivatives
Koto, Shinkiti,Morishima, Naohiko,Yoshida, Toyosaku,Uchino, Masaharu,Zen, Shonosuke
, p. 1171 - 1175 (2007/10/02)
The ditritylation of methyl and benzyl α-D-gluco-, -manno-, and -galactopyranosides with trityl chloride in pyridine at 70 deg C proceeds in a regioselective manner to give the 2,6-ditrityl ethers of the glucosides, the 3,6-ones of the mannosides, and bot
CHEMO-, STEREO- AND REGIOSELECTIVE HYDROGENOLYSIS OF CARBOHYDRATE BENZYLIDENE ACETALS. SYNTHESIS OF BENZYL ETHERS OF BENZYL α-D-, METHYL β-D-MANNOPYRANOSIDES AND BENZYL α-D-RHAMNOPYRANOSIDE BY RING CLEAVAGE OF BENZYLIDENE DERIVATIVES WITH THE LiAlH4-AlCl3
Liptak, Andras,Imre, Janos,Harangi, Janos,Nanasi, Pal,Neszmelyi, Andras
, p. 3721 - 3728 (2007/10/02)
Treatment of benzyl α-(1) and methyl β-D-mannopyranoside (2) with α,α-dimethoxytoluene gave the exo and endo isomers (3,5 and 4,6) of the dibenzylidene derivatives of 1 and 2.Hydrogenolysis of the exo isomers (3 and 5) with a molar equivalent of AlH2Cl ga
Synthesis of O-β-D-Galactopyranosyl-(1->4)-O-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1->3)-D-mannose, a Postulated Trisaccharide of Human Erythrocyte Membrane Sialoglycoprotein
Alais, Jocelyne,Veyrieres, Alain
, p. 377 - 381 (2007/10/02)
Monoallylation of tributylstannylated benzyl 6-O-trityl-α-D-mannopyranoside (3) was efficiently catalysed by tetrabutylammonium bromide to give the 3-O- (4) and 2-O- (5) allyl ethers in 62 and 15percent yields, respectively.Compound (4) was converted into
