title: Adaptable synthesis of C-lactosyl glycoclusters and their binding properties with galectin-3.
abstract: We report here the syntheses of mono- to tetravalent glycoclusters containing 1-methylene-C-β-lactose. The 1-methylene-C-β-lactose moiety has been synthesized from octa-acetyl-β-lactose using the key carbonyl insertion reaction and linked to a series of alkynlated scaffolds via CuAAC reaction to afford mono- to tetravalent glycoclusters. The binding affinities of the final products to galectin-3 were found in the range of 10-100 μM.
authors.affiliation: The State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Science, Peking University, Beijing 100191, P R China. qli@bjmu.edu.cn zjli@bjmu.edu.cn.
authors.forename: Wang
authors.initials: W
authors.lastname: Yao
authors.forename: Meng-jie
authors.initials: MJ
authors.lastname: Xia
authors.forename: Xiang-bao
authors.initials: XB
authors.lastname: Meng
authors.forename: Qing
authors.initials: Q
authors.lastname: Li
authors.forename: Zhong-jun
authors.initials: ZJ
authors.lastname: Li
mesh_terms: D001665:Binding Sites; D037502:Galectin 3 / Q000737:chemistry / Q000378:metabolism*; D006001:Glycoconjugates / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism*; D007785:Lactose / Q000737:chemistry*; D015394:Molecular Structure
chemical_list: D037502:Galectin 3; D006001:Glycoconjugates; D007785:Lactose