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R2033

Sigma-Aldrich

RK-682

≥98% (HPLC)

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Synonym(s):
(R)-3-Hexadecanoyl-5-hydroxymethyltetronic acid, (R)-4-Hydroxy-5-(hydroxymethyl)-3-(1-oxohexadecyl)-2(5H)-furanone
Empirical Formula (Hill Notation):
C21H36O5
CAS Number:
150627-37-5
Molecular Weight:
368.51
MDL number:
MFCD20488046
PubChem Substance ID:
329824012
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to tan

solubility

DMSO, heptane and xylene: ≥8 mg/mL

storage temp.

−20°C

SMILES string

CCCCCCCCCCCCCCCC(=O)C1=C(O)[C@@H](CO)OC1=O

InChI

1S/C21H36O5/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-17(23)19-20(24)18(16-22)26-21(19)25/h18,22,24H,2-16H2,1H3/t18-/m1/s1

InChI key

KZTSLHQKWLYYAC-GOSISDBHSA-N

Application

RK-682 has been used:
  • as a positive control in high-performance liquid chromatography (HPLC)
  • as a reference compound in high-performance liqiud chromatography (HPLC)
  • as a pan-protein tyrosine phosphatase non-receptor type (PTPN) inhibitor to study its effects on the activated lymphocytes

Biochem/physiol Actions

RK-682 is a specific and noncompetitive inhibitor of protein tyrosine phosphatase; It inhibited dephosphorylation activity of CD45 and VHR with IC50 54 and 2.0 microM and 4.5 microM against PTP1B.
Specific and noncompetitive inhibitor of protein tyrosine phosphatase.

Features and Benefits

This compound is featured on the Phosphoprotein Phosphatases (Tyrosine) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

新产品

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Yoshihiro Tatsumi et al.
International journal of molecular sciences, 21(11) (2020-05-31)
Heparan sulfate proteoglycan syndecan-1, CD138, is known to be associated with cell proliferation, adhesion, and migration in malignancies. We previously reported that syndecan-1 (CD138) may contribute to urothelial carcinoma cell survival and progression. We investigated the role of heparanase, an
Yousof Tahtah et al.
Fitoterapia, 110, 52-58 (2016-02-18)
Type 2 diabetes (T2D) constituted 90% of the global 387 million diabetes cases in 2014. The enzyme protein-tyrosine phosphatase 1B (PTP1B) has been recognized as a therapeutic target for treatment of T2D and its adverse complications. With the aim of
Akiko Fujimura et al.
Cancer immunology, immunotherapy : CII, 68(10), 1649-1660 (2019-09-29)
It has been shown that protein tyrosine phosphatase non-receptor type (PTPN) 3 inhibits T-cell activation. However, there is no definitive conclusion about how the inhibition of PTPN3 in lymphocytes affects immune functions in human lymphocytes. In the present study, we
Yunkun Liu et al.
mBio, 6(6), e01714-e01715 (2015-11-12)
The clustered regularly interspaced short palindromic repeat (CRISPR)/CRISPR-associated protein 9 (Cas9) system, an RNA-guided nuclease for specific genome editing in vivo, has been adopted in a wide variety of organisms. In contrast, the in vitro application of the CRISPR/Cas9 system
Long Cui et al.
Planta medica, 76(7), 713-718 (2009-12-05)
As the insulin and leptin signaling pathway can be regulated by PTP1B, it has been suggested that compounds that reduce PTP1B activity or expression levels can be used for treating type 2 diabetes and obesity. In the course of our
View All Related Papers

Articles

Phosphoprotein Phosphatases (Tyrosine)

Protein tyrosine phosphatases (PTPs) and related enzymes (more than a hundred coded by the human genome) are more numerous than serine/threonine phosphatases. They belong to four families, three of which possess a conserved cysteine for catalysis and some conserved features of 3-dimensional structure. The catalytic mechanism of these PTPs involves the transient formation of a covalently phosphorylated enzyme.

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