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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

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

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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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
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
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

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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