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M7491758

(Rac)-RK-682 , ≥95% , 154639-24-4

Synonym(s):
(R)-3-Hexadecanoyl-5-hydroxymethyltetronic acid;(R)-4-Hydroxy-5-(hydroxymethyl)-3-(1-oxohexadecyl)-2(5H)-furanone

CAS NO.:154639-24-4

Empirical Formula: C21H36O5

Molecular Weight: 368.51

MDL number: MFCD00942285

Pack Size Price Stock Quantity
1mg RMB6799.20 In Stock
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Update time: 2022-07-08

PRODUCT Properties

Boiling point: 546.7±50.0 °C(Predicted)
Density  1.073±0.06 g/cm3(Predicted)
storage temp.  Store at -20°C
solubility  Methanol: soluble
form  Pale yellow solid.
pka 1.80±0.10(Predicted)

Description and Uses

TAN 1364B is a protein tyrosine phosphatase (PTP) inhibitor and the racemic and monomeric form of RK-682 . TAN 1364B inhibits the activity of the PTPs LMW-PTP, CDC25B, and PTP1B (IC50s = 8.6, 12.4, and 0.7 μM, respectively), but the inhibitory activity against LMW-PTP and CDC25B is blocked in the presence of magnesium. TAN 1364B forms aggregates in solution and binds to both the PTP binding site and to protein surfaces.

TAN 1364B is the most abundant analogue of a tetronic acid complex isolated from Streptomyces species, first patented by Takeda in 1993 and more formally identified by Ciba Geigy as the sodium salt of 3-hexadecanoyl-5-hydroxymethyltetronic acid. In 1995 researchers at RIKEN reported the isolation of 3-hexadecanoyl-5-hydroxymethyltetronic acid, named as RK-682. Subsequent synthesis in 2001 showed that the RIKEN RK-682 was in fact the calcium complex of TAN 1364B formed as an artefact during silica chromatography. As the complex, salt or free acid, TAN 1364B inhibits protein tyrosine phosphatases, phospoholipase A2, heparinase and HIV-1 protease. However, it is unclear whether biological activity is due to the monomer (TAN 1364B) or dimeric complex (RK-682)

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