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Merck
CN

R2033

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
NACRES:
NA.77
PubChem Substance ID:
329824012
UNSPSC Code:
12352200
MDL number:
MFCD20488046

Key Documents

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InChI key

KZTSLHQKWLYYAC-GOSISDBHSA-N

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

assay

≥98% (HPLC)

form

powder

color

white to tan

solubility

DMSO, heptane and xylene: ≥8 mg/mL

storage temp.

−20°C

Quality Level

100

Related Categories

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000109341
081M4702V

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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
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
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
View All Related Papers

Articles

Phosphoprotein Phosphatases (Tyrosine)

Protein tyrosine phosphatases' catalytic mechanism involves transient phosphorylation.

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