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530821 PTP1B Inhibitor II, JTT-551 - Calbiochem

PTP1B Inhibitor II, JTT-551 - Calbiochem MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: 2-(((5-tert-Butylthiazol-2-yl)methyl)((4-(4-((4-heptan-4-yl)phenoxy)methyl)phenyl)thiazol-2-yl)methyl)amino)acetic acid, 2HCl, (((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, Protein Tyrosine Phosphatase 1B Inhibitor II; PTP Inhibitor XVI, PTPN2/TCPTP Inhibitor IV

Primary Target: PTP1B
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Overview

Replacement Information

Key Spec Table

Empirical Formula
C₃₄H₄₃N₃O₃S₂•2HCl
Description
OverviewA 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.
Catalogue Number530821
Brand Family Calbiochem®
Synonyms2-(((5-tert-Butylthiazol-2-yl)methyl)((4-(4-((4-heptan-4-yl)phenoxy)methyl)phenyl)thiazol-2-yl)methyl)amino)acetic acid, 2HCl, (((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, Protein Tyrosine Phosphatase 1B Inhibitor II; PTP Inhibitor XVI, PTPN2/TCPTP Inhibitor IV
References
ReferencesFukuda, S., et al. 2010. Diabetes Obes. Metab. 12, 299.
Product Information
FormOff-white solid
FormulationSupplied as a diHCl salt.
Hill FormulaC₃₄H₄₃N₃O₃S₂•2HCl
Chemical formulaC₃₄H₄₃N₃O₃S₂•2HCl
ReversibleY
Quality LevelMQ100
Applications
Biological Information
Primary TargetPTP1B
Primary Target K<sub>i</sub>220 nM for PTP1B
Purity≥98% by HPLC
Physicochemical Information
Cell permeableY
Dimensions
Materials Information
Toxicological Information
Safety Information according to GHS
Safety Information
Product Usage Statements
Storage and Shipping Information
Ship Code Ambient Temperature Only
Toxicity Standard Handling
Storage +2°C to +8°C
Protect from Light Protect from light
Do not freeze Ok to freeze
Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
Packaging Information
Packaged under inert gas Packaged under inert gas
Transport Information
Supplemental Information
Specifications
Global Trade Item Number
Catalogue Number GTIN
530821 0

Documentation

PTP1B Inhibitor II, JTT-551 - Calbiochem SDS

Title

Safety Data Sheet (SDS) 

References

Reference overview
Fukuda, S., et al. 2010. Diabetes Obes. Metab. 12, 299.
Data Sheet

Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

Revision09-December-2016 JSW
Synonyms2-(((5-tert-Butylthiazol-2-yl)methyl)((4-(4-((4-heptan-4-yl)phenoxy)methyl)phenyl)thiazol-2-yl)methyl)amino)acetic acid, 2HCl, (((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, Protein Tyrosine Phosphatase 1B Inhibitor II; PTP Inhibitor XVI, PTPN2/TCPTP Inhibitor IV
DescriptionA 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.
FormOff-white solid
FormulationSupplied as a diHCl salt.
Intert gas (Yes/No) Packaged under inert gas
Chemical formulaC₃₄H₄₃N₃O₃S₂•2HCl
Purity≥98% by HPLC
SolubilityDMSO (50 mg/ml). Use only fresh DMSO for reconstitution.
Storage Protect from light
+2°C to +8°C
Do Not Freeze Ok to freeze
Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
Toxicity Standard Handling
ReferencesFukuda, S., et al. 2010. Diabetes Obes. Metab. 12, 299.