title: Click to a focused library of benzyl 6-triazolo(hydroxy)benzoic glucosides: novel construction of PTP1B inhibitors on a sugar scaffold.
abstract: With an aim of developing novel protein tyrosine phosphatase (PTP) 1B inhibitors based on sugar scaffolds, a focused library of benzyl 6-triazolo(hydroxy)benzoic glucosides was efficiently constructed via the modular and selective Cu(I)-catalyzed azide-alkyne 1,3-dipolar cycloaddtion (click chemistry). These glycoconjugates bearing alkyl chain length-varied bridges between the sugar and (hydroxy)-benzoic moieties were identified as new PTP1B inhibitors with selectivity over T-Cell PTP (TCPTP), SH2-Containing PTP-1 (SHP-1), SHP-2 and Leukocyte Antigen-Related Tyrosine Phosphatase (LAR). Molecular docking study sequentially elaborated the plausible binding modes of the structurally diverse sugar-based inhibitors with PTP1B.
authors: School of Pharmacy, and Key Laboratory for Advanced Material and Fine Chemicals, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, PR China.
authors: Cui
authors: C
authors: Li
authors: Xiao-Peng
authors: XP
authors: He
authors: Yin-Jie
authors: YJ
authors: Zhang
authors: Zhen
authors: Z
authors: Li
authors: Li-Xin
authors: LX
authors: Gao
authors: Xiao-Xin
authors: XX
authors: Shi
authors: Juan
authors: J
authors: Xie
authors: Jia
authors: J
authors: Li
authors: Guo-Rong
authors: GR
authors: Chen
authors: Yun
authors: Y
authors: Tang
mesh_terms: D019817:Benzoic Acid / Q000737:chemistry*; D002241:Carbohydrates / Q000737:chemistry*; D004791:Enzyme Inhibitors / Q000737:chemistry* / Q000494:pharmacology*; D005960:Glucosides / Q000737:chemistry* / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D054562:Protein Tyrosine Phosphatase, Non-Receptor Type 1 / Q000037:antagonists & inhibitors*; D021241:Spectrometry, Mass, Electrospray Ionization
chemical_list: D002241:Carbohydrates; D004791:Enzyme Inhibitors; D005960:Glucosides; D019817:Benzoic Acid; D054562:Protein Tyrosine Phosphatase, Non-Receptor Type 1