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SML2140

Sigma-Aldrich

TCS 401

≥98% (HPLC)

Synonym(s):

2-[(Carboxycarbonyl)amino]-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylic acid hydrochloride, TCS-401, TCS401

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About This Item

Empirical Formula (Hill Notation):
C10H10N2O5S · xHCl
CAS Number:
Molecular Weight:
270.26 (free base basis)
UNSPSC Code:
12352200
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

0.1 M NaOH: 2 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

[s]1c2c(c(c1NC(=O)C(=O)O)C(=O)O)CC[N+H2]C2.[Cl-]

InChI key

LQGCAMWQDSYOAY-UHFFFAOYSA-N

Biochem/physiol Actions

Selective inhibitor of protein-tyrosine phosphatase 1B (PTP1B); insulin receptor sensitizing agent.
TCS 401 is a selective inhibitor of protein-tyrosine phosphatase 1B (PTP1B), which plays a key role in the negative regulation of the insulin signaling pathway, contributing to insulin resistance. It exhibited Ki values of 290 nM for PTP1B, with greater than 100-fold or more selectivity compared to other phosphatases. Inhibition of PTP1B by TCS 401 has been shown to sensitize the insulin signaling pathway and increase dopamine release in response to insulin. TCS-401 has also been shown to promote endothelial cell motility and to induce differentiation of retinal pigment epithelial cells toward improved contractility and motility.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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