Molecular structure of RK-682, CAS Number: 332131-32-5
RK-682 (CAS 332131-32-5)
See product citations (4)
Application:
RK-682 is a specific PTP1B inhibitor
CAS Number:
332131-32-5
Purity:
>95%
Molecular Weight:
775.06
Molecular Formula:
(C21H35O5)2•Ca
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
RK-682 is the calcium salt of 3-hexadecanoyl-5-hydroxymethyl-tetronic acid, a naturally-occurring specific inhibitor of protein tyrosine phosphatase (PTPase). specifically PTP1B. RK-682 is reported to inhibit dephosphorylation activity of CD45 (IC50 = 54 microM) and VHR (IC50 = 2.0 microM), and to arrest cell cycle progress at the G1/S transition. Studies with RK-682 and derivatives have demonstrated efficacy in inhibiting HIV-1 protease activity. RK-682 also displays activity against heparanase function, a protein indicated as operative in tumor cell invasion and angiogenesis.
RK-682 (CAS 332131-32-5) References
- Asymmetric synthesis of a 3-acyltetronic acid derivative, RK-682, and formation of its calcium salt during silica gel column chromatography. | Sodeoka, M., et al. 2001. Chem Pharm Bull (Tokyo). 49: 206-12. PMID: 11217111
- Exploitation of heparanase inhibitors from microbial metabolites using an efficient visual screening system. | Ishida, K., et al. 2004. J Antibiot (Tokyo). 57: 136-42. PMID: 15112962
- Structure-based design of a selective heparanase inhibitor as an antimetastatic agent. | Ishida, K., et al. 2004. Mol Cancer Ther. 3: 1069-77. PMID: 15367701
- In vitro reconstruction of tetronate RK-682 biosynthesis. | Sun, Y., et al. 2010. Nat Chem Biol. 6: 99-101. PMID: 20081823
- [Development of novel types of biologically active compounds based on natural products and biomolecules]. | Hirai, G. 2012. Yakugaku Zasshi. 132: 117-24. PMID: 22214586
- Focused library with a core structure extracted from natural products and modified: application to phosphatase inhibitors and several biochemical findings. | Hirai, G. and Sodeoka, M. 2015. Acc Chem Res. 48: 1464-73. PMID: 25894598
- Is RK-682 a promiscuous enzyme inhibitor? Synthesis and in vitro evaluation of protein tyrosine phosphatase inhibition of racemic RK-682 and analogues. | Carneiro, VM., et al. 2015. Eur J Med Chem. 97: 42-54. PMID: 25938987
- In Vitro CRISPR/Cas9 System for Efficient Targeted DNA Editing. | Liu, Y., et al. 2015. mBio. 6: e01714-15. PMID: 26556277
- The Potent Inhibitors of Protein Tyrosine Phosphatase 1B from the Fruits of Melaleuca leucadendron. | Saifudin, A., et al. 2016. Pharmacognosy Res. 8: S38-41. PMID: 27114690
- Inhibition of Heparanase Expression Results in Suppression of Invasion, Migration and Adhesion Abilities of Bladder Cancer Cells. | Tatsumi, Y., et al. 2020. Int J Mol Sci. 21: PMID: 32471161
- The GADD45G/p38 MAPK/CDC25B signaling pathway enhances neurite outgrowth by promoting microtubule polymerization. | Kase, Y., et al. 2022. iScience. 25: 104089. PMID: 35497000
- RK-682, a potent inhibitor of tyrosine phosphatase, arrested the mammalian cell cycle progression at G1phase. | Hamaguchi, T., et al. 1995. FEBS Lett. 372: 54-8. PMID: 7556642
- 3-Alkanoyl-5-hydroxymethyl tetronic acid homologues and resistomycin: new inhibitors of HIV-1 protease. I. Fermentation, isolation and biological activity. | Roggo, BE., et al. 1994. J Antibiot (Tokyo). 47: 136-42. PMID: 8150707
Inhibitor of:
ACSBG1, CD45, Fap-1, Glut8, HNF-1α, PTP1B, PTPRCAP, RPGRIP1L, SHP, and VHR.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
RK-682, 200 µg | sc-202319 | 200 µg | $112.00 | |||
RK-682, 1 mg | sc-202319A | 1 mg | $460.00 |