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R2033

Sigma-Aldrich

RK-682

≥98% (HPLC)

Synonym(s):

(R)-3-Hexadecanoyl-5-hydroxymethyltetronic acid, (R)-4-Hydroxy-5-(hydroxymethyl)-3-(1-oxohexadecyl)-2(5H)-furanone

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About This Item

Empirical Formula (Hill Notation):
C21H36O5
CAS Number:
150627-37-5
Molecular Weight:
368.51
MDL number:
MFCD20488046
UNSPSC Code:
12352200
PubChem Substance ID:
329824012
NACRES:
NA.77

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Rosa Martha Perez Gutierrez et al.
Journal of Asian natural products research, 22(7), 603-617 (2019-07-20)
This present study was to evaluate the protein tyrosine phosphatase 1B (PTP1B) inhibitory activity of nine diterpenes isolated from seeds of Phalaris canariensis, as well as their effect on streptozotocin-nicotinamide-induced type 2 diabetic mice. Their structures were established by spectroscopic
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
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
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
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
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Articles

Phosphoprotein Phosphatases (Tyrosine)

Protein tyrosine phosphatases' catalytic mechanism involves transient phosphorylation.

Phosphoprotein Phosphatases (Tyrosine)

Protein tyrosine phosphatases' catalytic mechanism involves transient phosphorylation.

Phosphoprotein Phosphatases (Tyrosine)

Protein tyrosine phosphatases' catalytic mechanism involves transient phosphorylation.

Phosphoprotein Phosphatases (Tyrosine)

Protein tyrosine phosphatases' catalytic mechanism involves transient phosphorylation.

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