65451-98-1Relevant articles and documents
The Glc2Man2-fragment of the N-glycan precursor - A novel ligand for the glycan-binding protein malectin?
Mueller, Lisa N.,Muhle-Goll, Claudia,Biskup, Moritz B.
supporting information; scheme or table, p. 3294 - 3299 (2010/08/21)
The Glcα(1→3)Glcα(1→3)Manα(1→2)Man tetrasaccharide (Glc2Man2-fragment), a substructure of the natural N-glycan precursor, was synthesized. The interaction of this fragment with the protein malectin, a carbohydrate binding protein localized in the endoplasmatic reticulum, was investigated by 1H15N HSQC experiments and isothermal calorimetry. The chemical shift perturbations of nuclei in the protein's backbone caused by the binding of the Glc 2Man2-fragment to malectin suggest a binding mode like the known ligand nigerose. The Royal Society of Chemistry 2010.
First synthesis of 5,6-branched galacto-hexasaccharide, the dimer of the trisaccharide repeating unit of the cell-wall galactans of Bifidobacterium catenulatum YIT 4016
Zhang, Guohua,Fu, Mingkun,Ning, Jun
, p. 733 - 738 (2007/10/03)
α-d-Galactopyranosyl-(1→6)-[β-d-galactofuranosyl-(1→5) ]-β-d-galactofuranosyl-(1→6)-β-d-galactofuranosyl-(1→5) -[α-d-galactopyranosyl-(1→6)]-β-d-galactofuranose, the dimer of the trisaccharide repeating unit of the cell-wall galactans of Bifidobacterium c
Practical synthesis of [1-13C]- and [6-13C]-D-galactose
Sato, Ken-Ichi,Akai, Shoji,Sakuma, Mayumi,Kojima, Masaru,Suzuki, Ken-Ju
, p. 4903 - 4907 (2007/10/03)
The chemical synthesis of 13C-labeled D-galactose as useful molecular probes for studying the conformation of oligosaccharides attached to proteins was performed. The method for synthesizing the title labeled compounds was newly developed via t
Synthesis of 5-deoxy-5-phosphinyl-D-galactopyranose derivatives: New phospha-sugar analogs of D-galactose
Hanaya, Tadashi,Sugiyama, Ken-Ichi,Fujii, Yasushi,Akamatsu, Akihito,Yamamoto, Hiroshi
, p. 1301 - 1309 (2007/10/03)
The addition reaction of dimethyl phosphonate to 3,6-di-O-benzyl-1,2-O-isopropylidene-α-L-arabino-hexofuranos-5-ulose (11), followed by deoxygenation of 5-hydroxyl group, provided 5-deoxy-5-dimethoxyphosphinyl-D-galactofuranose derivative (13a). Reduction
Aureolic acid antibiotics: Synthesis of the cyclohexenone segment from D-glucose
Gurjar, M.K.,Devi, T. Rama,Reddy, K.L.N.,Sharma, P.A.,Dhar, T.G. Murali
, p. 995 - 1003 (2007/10/02)
The cyclohexenone segment which is common to all the aureolic acid group of antibiotics has been synthesised from D-glucose.Two routes have been designed to obtain methyl 3-O-benzyl-6-deoxy-2-O-methyl-D-galactopyranoside.Route-A involves the introduction
Ortho Ester Claisen Rearrangements of Three 3-C-(Hydroxymethyl)methylene Derivatives of Hexofuranose: Stereoselective Introduction of a Quaternary Center on C-3 of D-ribo-, L-lyxo-, and D-arabino-Hexofuranoses
Tadano, Kin-ichi,Idogaki, Yoko,Yamada, Hirohiko,Suami, Tetsuo
, p. 1201 - 1210 (2007/10/02)
Ortho ester Claisen rearrangements of (E)-3-deoxy-3-C--1,2:5,6-di-O-isopropylidene-α-D-ribo-hexofuranose (3-E), -β-L-lyxo-hexafuranose (12-E), and -β-D-arabino-hexofuranose (33-E) proceeded with high stereoselectivity to provide the rearranged products 13, 15, and 34, respectively, in acceptable yields.The rearrangements of the corresponding Z isomers 3-Z, 12-Z, and 33-Z were also investigated.The stereochemistries of the newly introduced quaternary center on C-3 of compounds 13, 15, and 34 were established unambiguouosly by chemical modifications of each rearranged product.
2-Substituted methyl alpha-D-galactopyranosides: synthesis and binding affinity for the A and B subunits of the Griffonia simplicifolia I isolectins.
Kaifu,Plantefaber,Goldstein
, p. 37 - 49 (2007/10/02)
The binding affinities of the N-acetyl, N-trifluoroacetyl, N-propionyl, N-formyl, N-benzoyl, N-p-nitrobenzoyl, N-p-aminobenzoyl, and N-methyl derivatives of methyl 2-amino-2-deoxy-alpha-D-galactopyranoside and the 2-O-acetyl, -benzoyl, -benzyl, and -methyl derivatives of methyl alpha-D-galactopyranoside for the A and B subunits of the Griffonia simplicifolia I isolectins have been determined by hapten inhibition analysis of a galactomannan-isolectin precipitation system. Models for these carbohydrate-protein interactions are presented together with an interpretation of the results on the basis of electronic and steric effects.