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(+/-) RK-682 | Tyrosine phopshatase inhibitor

RK-682 (150627-37-5) is a protein tyrosine phosphatase inhibitor (IC50's = 54 7mu;M for CD45, 2.0 μM for VHR; did not inhibit cdc25B) originally isolated from the fermentation of Streptomyces sp. 88-682.1 Inhibits cell cycle at G1/S. RK-682 has also been shown to inhibit PLA2 (IC50 = 16 μM)2, HIV-1 protease (IC50 = 84 μlM)3, and heparanase (IC50 = 17 μM)4. Natural RK-682 (R-isomer) and synthetic racemic material have identical phosphatase activity.5 Care should be taken when using RK-682 in the presence of metal salts - because it readily forms metal complexes that affects its phosphatase inhibitory activity.6 RK-682 has been identified as a potential promiscuous inhibitor.7

1) Hamaguchi et al. (1995), RK-682, a potent inhibitor of tyrosine phosphatase, arrested the mammalian cell cycle progression at G1 phase; FEBS Lett., 372 54
2) Shinagawa et al. (1993), Tetronic acid derivatives, its manufacturing methods and uses; Jpn.Kokai Tokkyo Koho JP 05-43568, 35 1791
3) Roggo et al. (1994), 3-Alkanoyl-5-hydroxymethyl tetronic acid homologues and resistomycin; new inhibitors of HIV-1 protease; J. Antibiot (Tokyo), 47 136
4) Ishida et al. (2004), Structure-based design of a selective heparanase inhibitor as an antimetastatic agent; Mol. Cancer Ther., 3 1069
5) Sodeoka et al1. (1996), Asymmetric synthesis of RK-682 and its analogs, and evaluation of their protein phosphatase inhibitory activities; Tet. Lett., 37 8775
6) Sodeoka et al. (2001), Asymmetric Synthesis of a 3-Acyltetronic Acid Derivative, RK-682, and Formation of Its Calcium Salt during Silica Gel Chromatography; Chem. Pharm. Bull., 49 206
7) Carneiro et al. (2015), Is RK-682 a promiscuous enzyme inhibitor? Synthesis and in vitro evaluation of protein tyrosine phosphatase inhibition of racemic RK-682 and analogues; Eur. J. Med. Chem., 97 42

Focus Biomolecules reagent supplier, chemical structure of (+/-) RK-682 | Tyrosine phosphatase inhibitor | CAS 150627-37-5

Catalog#  10-4300

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Catalog Number:
Tyrosine phosphatase inhibitor
Chemical Name:
3-Hexadecanoyl-5-hydroxymethyltetronic acid
Molecular Weight:
Molecular Formula:
Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 10 mg/ml).
Physical Properties:
Off-white or Yellow solid
98% by TLC
NMR (Conforms)
Storage Temperature:
Stable for 1 year as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.
Shipping Code:
Materials provided by Focus Biomolecules are for laboratory research use only and are not intended for human or veterinary applications.

Focus BiomoleculesPlymouth Meeting, PA USA1-855-FOCUS21

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