All Photos(1)
Synonym(s):
PTP1B Inhibitor II, JTT-551, 2-(((5-tert-Butylthiazol-2-yl)methyl)((4-(4-((4-heptan-4-yl)phenoxy)methyl)phenyl)thiazol-2-yl)methyl)amino)acetic acid, 2HCl, Protein Tyrosine Phosphatase 1B Inhibitor II; PTP Inhibitor XVI, PTPN2/TCPTP Inhibitor IV, (((5-(1,1-Dimethylethyl)thiazol-2-yl)methyl)(((4-(4-(4-(1-propylbutyl)phenoxy)methyl)phenl)thiazol-2-yl)methyl)amino)acetic acid, 2HCl, JTT551
Empirical Formula (Hill Notation):
C34H43N3O3S2 · 2HCl
Recommended Products
Assay
≥98% (HPLC)
Quality Level
form
solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze
protect from light
color
off-white
solubility
DMSO: 50 mg/mL
storage temp.
2-8°C
SMILES string
CCCC(CCC)C1=CC=C(C=C1)OCC2=CC=C(C=C2)C3=CSC(=N3)CN(CC4=NC=C(S4)C(C)(C)C)CC(=O)O
General description
A cell-permeable dithiazolylmethylglycinate that acts as a PTP1B-selective tyrosine phosphatase inhibitor (Ki = 220 nM/PTP1B, 9.3 µM/TCPTP, >30 µM/CD45, >30 µM/LAR; Substrate = pNPP, Cat. nos. 6535-OP & 6537-OP) with a mixed-type mode of inhibition. Shown to enhance insulin-stimulated glucose uptake by rat L6 myotubes (by 17% and 36% in 10 min, respectively, at 10 and 30 µM; drug treatment starts 2 h prior to 10 nM insulin stimulation) in vitro and significantly enhance insulin-induced IR tyrosine phosphorylation (1 min) in liver of overnight fasted ob/ob mice (59% vs. 39% of C57BL/6J mice level, respectively, with or without single 10 mg/kg oral dosage 3 h prior to 3 U/kg insulin i.v. injection) in vivo. Daily oral administration is efficacious in reducing blood glucose and triglyceride levels among ob/ob (10 mg/kg/d) and db/db mice (30 mg/kg/d) without significant effect on body weight, while blood insulin level reduction is also seen among ob/ob, but not db/db mice.
A cell-permeable, orally available dithiazolylmethylglycinate that acts as a potent, selective, and reversible inhibitor of protein tyrosine phosphatase 1B (PTP1B; Ki = 220 nM). The inhibition appears to be of mixed type. Does not affect the activities of TCPTP, CD45, and LAR phosphatases (Ki = 9.3, >30 and >30 µM, respectively). Shown to increase insulin-stimulated glucose uptake in L6 rat skeletal muscle cells (~10-30 µM). Enhances insulin receptor phosphorylation in liver of ob/ob mice and reduces blood glucose level in a dose-dependent manner with hypoglycemic effects evident at >1 mg/kg (p.o.). Also effective in reducing blood glucose levels in db/db mice (>3 mg/kg, p.o.) without causing any weight gain.
Please note that the molecular weight for this compound is batch-specific due to variable water content. Please refer to the vial label or the certificate of analysis for the batch-specific molecular weight. The molecular weight provided represents the baseline molecular weight without water.
Please note that the molecular weight for this compound is batch-specific due to variable water content. Please refer to the vial label or the certificate of analysis for the batch-specific molecular weight. The molecular weight provided represents the baseline molecular weight without water.
Biochem/physiol Actions
Cell permeable: yes
Primary Target
PTP1B
PTP1B
Reversible: yes
Target Ki: 220 nM for PTP1B
Packaging
Packaged under inert gas
Warning
Toxicity: Standard Handling (A)
Physical form
Supplied as a diHCl salt.
Reconstitution
Use only fresh DMSO for reconstitution.
Other Notes
Fukuda, S., et al. 2010. Diabetes Obes. Metab.12, 299.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Regulatory Information
新产品
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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