92156-69-9Relevant academic research and scientific papers
Synthetic mimics of carbohydrate-based anticancer vaccines: Preparation of carbohydrate polymers bearing unimolecular trivalent carbohydrate ligands by controlled living radical polymerization
Kuo, Teng-Yuan,Chien, Li-An,Chang, Ya-Chi,Liou, Shuang-Yu,Chang, Che-Chien
, p. 47066 - 47075 (2014)
Synthetic methods for preparation of three different styrene-type carbohydrate monomers, containing mannose, sialic acid and N-acetyllactosamine were successfully developed. Diethylene glycol was used as the spacer between the styrene and carbohydrate moi
Design and synthesis of trivalent Tn glycoconjugate polymers by nitroxide-mediated polymerization
Liu, Si-Xian,Tsai, Yun-Tzu,Lin, Yu-Tung,Li, Jia-Yue,Chang, Che-Chien
, (2019/11/26)
A new synthetic method for preparing Tn glycoconjugate polymers, containing tumor-associated carbohydrate antigens, by controlled living radical polymerization is reported. To mimic the authentic structures of Tn glycopeptide antigens and to explore the controlled living radical polymerization, three tumor-associated carbohydrate antigens (GalNAc, GalNAcα1-O-Ser, and GalNAcα1-O-Thr) were attached to a styrene-type monomer through a diethylene glycol spacer. Under nitroxide-mediated polymerization, controlled living radical polymerization proceeded to afford defined glycopeptide polymers with different Tn densities and compositions. The polydispersity index (PDI) and molecular weights were increased and conversions were decreased upon increasing the concentration of Tn glycoconjugate monomers. The resulting Tn glycoconjugate polymers were characterized by NMR and IR. The spectral data indicate that the Tn glycoconjugate moiety did attach to the polymer chain and Tn glycoconjugate density could be adjusted through the nitroxide-mediated polymerization conditions. The number of Tn units containing in the polymer chains could be estimated by NMR integration. This synthetic approach provides a new and efficient tool for constructing novel Tn glycoconjugate polymers.
Cyclopolymerization of α,ω-heterodifunctional monomers containing styrene and maleimide moieties
Zou, Lei,Liu, Jian'An,Zhang, Ke,Chen, Yongming,Xi, Fu
, p. 330 - 338 (2014/01/06)
A series of α,ω-heterodifunctional monomers with styrene (St) and maleimide moieties bridged by a varied length of oligo-ethylene glycol (OEG) linkers were synthesized. Cyclopolymerizations of these monomers through reversible addition-fragmentation chain transfer-mediated alternating radical copolymerization between intramolecular St and maleimide moieties were investigated. For the monomers with three or more ethylene glycol (EG) units, their cyclopolymerizations can be realized properly in low monomer feeding concentrations, affording well-defined cyclopolymers with crown ether encircled in their main chains. Importantly, the cyclopolymerizations of monomers with six or seven EG units in the presence of KPF6 could be enhanced by the supramolecular effects between the OEG linkers and the potassium metal ion. Thus, the monomer feeding concentration could be largely improved, which may benefit preparation of the cyclopolymers with high degrees of copolymerization. 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2014, 52, 330-338 The cyclopolymerizations of α,ω-heterodifunctional monomers with styrene and maleimide moieties bridged by oligo-ethylene glycol linkers can be realized in low monomer feeding concentrations. The cyclopolymerizations of monomers with six or seven ethylene glycol units in high concentrations could be enhanced by the supramolecular effects between the linkers and the potassium metal ion, both of which afford well-defined cyclopolymers with crown ether encircled in their main chains. Copyright
