353737-46-9Relevant academic research and scientific papers
Carbohydrate conjugation through microwave-assisted functionalization of single-walled carbon nanotubes using perfluorophenyl azides
Kong, Na,Shimpi, Manishkumar R.,Ramstr?m, Olof,Yan, Mingdi
, p. 33 - 38 (2015)
Carbohydrate-functionalized single-walled carbon nanotubes (SWNTs) were synthesized using microwave-assisted reaction of perfluorophenyl azide with the nanotubes. The results showed that microwave radiation provides a rapid and effective means to covalently attach carbohydrates to SWNTs, producing carbohydrate-SWNT conjugates for biorecognition. The carbohydrate-functionalized SWNTs were furthermore shown to interact specifically with cognate carbohydrate-specific proteins (lectins), resulting in predicted recognition patterns. The carbohydrate-presenting SWNTs constitute a new platform for sensitive protein- or cell recognition, which pave the way for glycoconjugated carbon nanomaterials in biorecognition applications.
Altering Cancer Cellular Functions through Proton Mopping
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, (2015/03/16)
Proton mopping is a new anti-cancer therapeutic approach that disrupts cancer's immunologic balance. It results in the alteration of the pHi/pHe ratio (intracellular-extracellular) of the cancer cell, leading cancer to either normalcy or apoptosis. This technology deploys a chemical compound that has two parts, a glucose part to guide the molecule to the cancer site and a proton neutralizer to mop up the protons. Proof of the validity of this therapeutic approach came after using an existing chemical compound 2-[2(2-Aminoethoxy)ethoxy]ethyl a-D-mannopyranoside, C12H25NO8, which has the above mentioned properties. This compound is of the class of functionalized PEGylated glycosides, which are ligands for conjugation to biological molecules.
Stereoselective synthesis of light-activatable perfluorophenylazide- conjugated carbohydrates for glycoarray fabrication and evaluation of structural effects on protein binding by SPR imaging
Deng, Lingquan,Norberg, Oscar,Uppalapati, Suji,Yan, Mingdi,Ramstroem, Olof
, p. 3188 - 3198 (2011/06/10)
A series of light-activatable perfluorophenylazide (PFPA)-conjugated carbohydrate structures have been synthesized and applied to glycoarray fabrication. The glycoconjugates were structurally varied with respect to anomeric attachment, S-, and O-linked carbohydrates, respectively, as well as linker structure and length. Efficient stereoselective synthetic routes were developed, leading to the formation of the PFPA-conjugated structures in good yields over few steps. The use of glycosyl thiols as donors proved especially efficient and provided the final compounds in up to 70% total yield with high anomeric purities. PFPA-based photochemistry was subsequently used to generate carbohydrate arrays on a polymeric surface, and surface plasmon resonance imaging (SPRi) was applied for evaluation of carbohydrate-protein interactions using the plant lectin Concanavalin A (Con A) as a probe. The results indicate better performance and equal efficiency of S- and O-linked structures with intermediate linker length.
Bacteria targeted by human natural antibodies using α-gal conjugated receptor-specific glycopolymers
Li, Jun,Zacharek, Sima,Chen, Xi,Wang, Jianqiang,Zhang, Wei,Janczuk, Adam,Wang, Peng George
, p. 1549 - 1558 (2007/10/03)
Synthesis of polymerizable β-lactosyl, Galα1→3Gal and α-mannosyl acrylamide derivatives with either a hydrophobic aromatic spacer or a hydrophilic biocompatible oligoethoxyl spacer was accomplished. Radical terpolymerizations of β-lactosyl monomer, α-mannosyl monomer, and acrylamide were conducted in aqueous media with ammonium persulfate and N,N,N',N'-tetramethylethylenediamine as initiators. The resulting water soluble glycopolymers were further transformed efficiently by a recombinant α1→3 galactosyltransferase to afford mediators bearing Galα1→3Gal termini as xenoactive antigens and α-mannosyl termini as specific ligands for bacterial cells. The binding of the resulting multivalent glycopolymer to bacteria was tested by its ability to inhibit agglutination of yeast to E. coli. The binding of human natural anti-Gal antibodies to the α-Gal containing glycopolymers and a monovalent α-Gal-Man glycoconjugate was demonstrated by an ELISA inhibition assay. Copyright (C) 1999 Elsevier Science Ltd.
