850322-13-3Relevant academic research and scientific papers
Isothiazolidinone heterocycles as inhibitors of protein tyrosine phosphatases: Synthesis and structure-activity relationships of a peptide scaffold
Yue, Eddy W.,Wayland, Brian,Douty, Brent,Crawley, Matthew L.,McLaughlin, Erin,Takvorian, Amy,Wasserman, Zelda,Bower, Michael J.,Wei, Min,Li, Yanlong,Ala, Paul J.,Gonneville, Lucie,Wynn, Richard,Burn, Timothy C.,Liu, Phillip C.C.,Combs, Andrew P.
, p. 5833 - 5849 (2007/10/03)
The structure-based design and discovery of the isothiazolidinone (IZD) heterocycle as a mimic of phosphotyrosine (pTyr) has led to the identification of novel IZD-containing inhibitors of protein tyrosine phosphatase 1B (PTP1B). The structure-activity re
Structure-based design and discovery of protein tyrosine phosphatase inhibitors incorporating novel isothiazolidinone heterocyclic phosphotyrosine mimetics
Combs, Andrew P.,Yue, Eddy W.,Bower, Michael,Ala, Paul J.,Wayland, Brian,Douty, Brent,Takvorian, Amy,Polam, Padmaja,Wasserman, Zelda,Zhu, Wenyu,Crawley, Matthew L.,Pruitt, James,Sparks, Richard,Glass, Brian,Modi, Dilip,McLaughlin, Erin,Bostrom, Lori,Li, Mei,Galya, Laurine,Blom, Karl,Hillman, Milton,Gonneville, Lucie,Reid, Brian G.,Wei, Min,Becker-Pasha, Mary,Klabe, Ronald,Huber, Reid,Li, Yanlong,Hollis, Gregory,Burn, Timothy C.,Wynn, Richard,Liu, Phillip,Metcalf, Brian
, p. 6544 - 6548 (2007/10/03)
Structure-based design led to the discovery of novel (S)-isothiazolidinone ((S)-IZD) heterocyclic phosphotyrosine (pTyr) mimetics that when incorporated into dipeptides are exceptionally potent, competitive, and reversible inhibitors of protein tyrosine phosphatase 1B (PTP1B). The crystal structure of PTP1B in complex with our most potent inhibitor 12 revealed that the (S)-IZD heterocycle interacts extensively with the phosphate binding loop precisely as designed in silico. Our data provide strong evidence that the (S)-IZD is the most potent pTyr mimetic reported to date.
