125520-01-6Relevant articles and documents
Synthesis of the tetrasaccharide glycoside moiety of Solaradixine and rapid NMR-based structure verification using the program CASPER
Angles d'Ortoli, Thibault,Widmalm, G?ran
, p. 912 - 927 (2016)
The major glycoalkaloid in the roots of Solanum laciniatum is Solaradixine having the branched tetrasaccharide β-d-Glcp-(1→2)-β-d-Glcp-(1→3)[α-l-Rhap-(1→2)]-β-d-Galp linked to O3 of the steroidal alkaloid Solasodine. We herein describe the synthesis of th
Synthesis of benzaldehyde-functionalized LewisX trisaccharide analogs for glyco-SAM formation
Kopitzki, Sebastian,Dilmaghani, Karim Akbari,Thiem, Joachim
, p. 10621 - 10636 (2013)
LewisX (Lex) antigen based carbohydrate-carbohydrate interactions are mediated by complexation of metal ions. Although theoretical studies about the influence of participating hydroxyl groups in the Le x trisaccharide head group (Gal
METHOD FOR PREPARING 2'-O-FUCOSYLLACTOSE
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Page/Page column 24; 29; 30, (2017/09/27)
The present invention relates to a method for preparing 2'-O-fucosyllactose and to the protected fucosyl donor of the formula (I) used in this method. The method comprises reacting the fucose derivative of the formula (I) below with the compound of the ge
The synthesis and biological evaluation of mycobacterial p-hydroxybenzoic acid derivatives (p-HBADs)
Bourke, Jean,Brereton, Corinna F.,Gordon, Stephen V.,Lavelle, Ed C.,Scanlan, Eoin M.
, p. 1114 - 1123 (2014/02/14)
Mycobacterium tuberculosis establishes chronic infection and causes disease through manipulation of the host's innate and adaptive immune response. The bacterial cell wall is highly complex and contains a rich variety of glycosylated compounds that are se
INFLAMMATION IMAGING AND THERAPY
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Page/Page column 23, (2014/03/22)
An imaging agent comprising a conjugate of an oligosaccharide moiety with an imaging moiety. The oligosaccharide is Lewis A or Lewis B or a mimetic thereof, or a pharmaceutically acceptable salt or PEGylated form of Lewis A or Lewis B or its mimetics. Lewis A and Lewis B and its mimetics are also provided for use in the therapeutic treatment of inflammatory diseases, autoimmune diseases and cancer.
CARBOHYDRATE FUNCTIONALISED SURFACES
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Paragraph 0200; 0206-0207, (2014/09/29)
Carbohydrates are biomolecules that are involved in a range of biological processes and play key roles in, for instance, host immune response and cellular adhesion. Accordingly, functionalisation of medical devices such as stents, valves, catheters, prostheses and other devices for in vivoimplantation with carbohydrates is an area in which considerable interest is developing. Disclosed herein are surfaces having carbohydrates immobilised thereon. The carbohydrate has a linker moiety covalently bound thereto and the linker moiety has a carbon atom that forms a covalent bond with an atom on the target surface. The carbon based bond is a strong, non-hydrolysable covalent bond. Diazonium salts are utilised to produce the functionalised surfaces and they are particularly advantageous as they result in non-toxic readily escapable by-products
A coordinated synthesis and conjugation strategy for the preparation of homogeneous glycoconjugate vaccine candidates
Grayson, Elizabeth J.,Bernardes, Goncalo J. L.,Chalker, Justin M.,Boutureira, Omar,Koeppe, Julia R.,Davis, Benjamin G.
supporting information; experimental part, p. 4127 - 4132 (2011/07/07)
A sweet solution: A strategy for the synthesis of well-defined carbohydrate-based vaccines is presented. The approach couples complex oligosaccharide synthesis to site-specific conjugation methodology to provide pure glycoprotein vaccine candidates (see scheme). Copyright
Synthesis and solution-phase conformation of the RG-I fragment of the plant polysaccharide pectin reveals a modification-modulated assembly mechanism
Scanlan, Eoin M.,MacKeen, Mukram M.,Wormald, Mark R.,Davis, Benjamin G.
supporting information; experimental part, p. 7238 - 7239 (2010/08/13)
The syntheses of pure RG-I fragments of key plant matrix biomolecule pectin using a counterintuitive late-stage convergent cis-glycosylation has allowed detailed analyses of their solution-phase conformations, metal binding affinities, pKa values, self-assembly equilibria, and diffusional kinetics. These reveal a striking, right-handed 31-helix that provides an effective and repeating lateral display of putative liganding carboxylates. Moreover, these heteropolymeric structures allow units as short as tetrasaccharides to self-assemble through carbohydrate-carbohydrate interactions that are induced by the presence of Ca(II), a known dynamic trigger in planta. These self-assembly properties can be switched simply by the addition or removal of a single methyl group in this repeating unit through methyl (de)esterification, another known dynamic trigger in planta. Together, the combined effect of Ca(II) and methylation revealed here suggests a concerted molecular basis for these two major dynamic modifications in planta.
Novel approaches for the synthesis and activation of thio- and selenoglycoside donors
Valerio, Silvia,Iadonisi, Alfonso,Adinolfi, Matteo,Ravida, Alessandra
, p. 6097 - 6106 (2008/02/09)
(Chemical Equation Presented) Alkyl thio-, phenyl seleno-, and phenyl thioglycosides can be prepared through short synthetic sequences based on the generation of glycosyl iodides as versatile intermediates. In addition, a novel cheap combined system (stoichiometric NBS and catalytic Bi(OTf)3) has been developed for rapid and efficient activation of a wide variety of thio- and selenoglycoside donors.
InCl3 as a powerful catalyst for the acetylation of carbohydrate alcohols under microwave irradiation
Das, Saibal Kumar,Reddy, K. Anantha,Krovvidi, V. L. Narasimha Rao,Mukkanti
, p. 1387 - 1392 (2007/10/03)
Indium(III) chloride catalyzed microwave assisted acetylation of different carbohydrates is an efficient synthesis of per-O-acetyl derivatives and provides the products in good to excellent yields.