title: Discovering the distinct inhibitory effects between C4-epimeric glycosyl amino acids: new insight into the development of protein tyrosine phosphatase inhibitors.
abstract: There has been increasing interest in the development of drug candidates based on sugar templates that possess rich structural and, especially, configurational diversities. We disclose herein that the epimeric identity between methyl 3,4-bis-phenylalanyl/tyrosinyl triazolyl-alpha-D-galactopyranoside and glucopyranoside may lead to their distinct inhibitory effects on specific protein tyrosine phosphatases (PTPs). Subsequently performed molecular docking study elucidated the plausible binding behaviors of the more potent galactosyl inhibitors with their primary PTP target, i.e. Cell Division Cycle 25B (CDC25B) phosphatase.
authors: Key Laboratory for Advanced Materials & Institute of Fine Chemicals and School of Pharmacy, East China University of Science and Technology, Shanghai, 200237, People's Republic of China.
authors: Xiao-Peng
authors: XP
authors: He
authors: Cui
authors: C
authors: Li
authors: Zhi-Zhou
authors: ZZ
authors: Wang
authors: Li-Xin
authors: LX
authors: Gao
authors: Xiao-Xin
authors: XX
authors: Shi
authors: Yun
authors: Y
authors: Tang
authors: Juan
authors: J
authors: Xie
authors: Jia
authors: J
authors: Li
authors: Guo-Rong
authors: GR
authors: Chen
authors: Kaixian
authors: K
authors: Chen
mesh_terms: D000596:Amino Acids / Q000737:chemistry* / Q000494:pharmacology; D001665:Binding Sites; D002453:Cell Cycle / Q000187:drug effects; D057930:Click Chemistry / Q000379:methods*; D055808:Drug Discovery / Q000379:methods*; D004791:Enzyme Inhibitors / Q000737:chemistry* / Q000494:pharmacology; D005690:Galactose / Q000737:chemistry / Q000378:metabolism; D006027:Glycosides / Q000737:chemistry* / Q000494:pharmacology; D006031:Glycosylation; D006801:Humans; D020128:Inhibitory Concentration 50; D007536:Isomerism; D008958:Models, Molecular; D011485:Protein Binding; D020687:cdc25 Phosphatases / Q000037:antagonists & inhibitors* / Q000737:chemistry / Q000378:metabolism
chemical_list: D000596:Amino Acids; D004791:Enzyme Inhibitors; D006027:Glycosides; D020687:cdc25 Phosphatases; D005690:Galactose