1QXK

Monoacid-Based, Cell Permeable, Selective Inhibitors of Protein Tyrosine Phosphatase 1B

Summary for 1QXK

• Entry DOI: 10.2210/pdb1qxk/pdb
• Related: 1NL9 1NNY 1NO6 1NZ7 1ONY 1PHO
• Descriptor: Protein-tyrosine phosphatase, non-receptor type 1, 2-{4-[2-ACETYLAMINO-3-(4-CARBOXYMETHOXY-3-HYDROXY-PHENYL)-PROPIONYLAMINO]-BUTOXY}-6-HYDROXY-BENZOIC ACID METHYL ESTER (3 entities in total)
• Functional Keywords: protein tyrosine phosphatase 1b, ptp1b monoacid-based and cell permeable, hydrolase
• Biological source: Homo sapiens (human)
• Cellular location: Endoplasmic reticulum membrane ; Peripheral membrane protein ; Cytoplasmic side : P18031
• Total number of polymer chains: 1
• Total formula weight: 37884.15

Authors

Xin, Z.,Liu, G.,Abad-Zapatero, C.,Pei, Z.,Szczepankiewick, B.G.,Li, X.,Zhang, T.,Hutchins, C.W.,Hajduk, P.J.,Ballaron, S.J.,Stashko, M.A.,Lubben, T.H.,Trevillyan, J.M.,Jirousek, M.R. (deposition date: 2003-09-08, release date: 2003-10-28, Last modification date: 2023-08-23)

Primary citation

Xin, Z.,Liu, G.,Abad-Zapatero, C.,Pei, Z.,Szczepankiewick, B.G.,Li, X.,Zhang, T.,Hutchins, C.W.,Hajduk, P.J.,Ballaron, S.J.,Stashko, M.A.,Lubben, T.H.,Trevillyan, J.M.,Jirousek, M.R.
Identification of a Monoacid-Based, Cell Permeable, Selective Inhibitor of Protein Tyrosine Phosphatase 1B
BIOORG.MED.CHEM.LETT., 13:3947-3950, 2003

PubMed Abstract: Monoacid-based PTP1B inhibitors with improved physiochemical properties have been investigated. A (2-hydroxy-phenoxy) acetic acid-based phosphotyrosyl mimetic has been linked with an optimized second arylphosphate binding site ligand to produce compound 20 with low micromolar potency against PTP1B, good selectivity over TCPTP (20-fold) and high cell permeability in the Caco-2 system.

PubMed: 14592481
DOI: 10.1016/j.bmcl.2003.08.064

Experimental method

X-RAY DIFFRACTION (2.3 Å)