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P0108

Sigma-Aldrich

PRL-3 Inhibitor I

≥98% (HPLC), solid

Synonyme(s) :

5-[[5-bromo-2-[(2-bromophenyl)methoxy]phenyl]methylene]-2-thioxo-4-thiazolidinone, Phosphatase of regenerating liver-3, Inhibitor I

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About This Item

Formule empirique (notation de Hill):
C17H11Br2NO2S2
Numéro CAS:
893449-38-2
Poids moléculaire :
485.21
Numéro MDL:
MFCD11045303
Code UNSPSC :
12352200
ID de substance PubChem :
329820016
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Essai

≥98% (HPLC)

Forme

solid

Conditions de stockage

protect from light

Couleur

yellow

Solubilité

DMSO: >10 mg/mL
H2O: <2 mg/mL

Température de stockage

−20°C

Chaîne SMILES 

Brc1ccc(OCc2ccccc2Br)c(c1)\C=C3\SC(=S)NC3=O

InChI

1S/C17H11Br2NO2S2/c18-12-5-6-14(22-9-10-3-1-2-4-13(10)19)11(7-12)8-15-16(21)20-17(23)24-15/h1-8H,9H2,(H,20,21,23)/b15-8+

Clé InChI

HXNBAOLVPAWYLT-OVCLIPMQSA-N

Application

PRL-3 Inhibitor I has been used as an inhibitor of phosphatase of regenerating liver-3 (PRL-3):
  • to test its effect on classical Hodgkin lymphoma cell survival
  • in the human umbilical vein endothelial cells tube formation assay
  • to test its effect on the migration of neural crest cells

Actions biochimiques/physiologiques

PRL-3 Inhibitor I is a rhodanine derivative with an IC50 value of 0.9 μM against phosphatase of regenerating liver-3 (PRL-3), a nonclassical protein tyrosine phosphatase that has recently been shown to be involved in cancer metastasis. PRL-3 Inhibitor I reduced the invasiveness of B16F10 melanoma cells in a cell based assay.

Caractéristiques et avantages

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
047K46141
047K4614

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Jianliang Xu et al.
PloS one, 6(11), e27165-e27165 (2011-11-11)
Phosphatase of regenerating liver 3 (PRL-3) is known to be overexpressed in many tumors, and its transcript level is high in the vasculature and endothelial cells of malignant tumor tissue. However, the mechanism(s) underlying its enhanced expression and its function
Jin Hee Ahn et al.
Bioorganic & medicinal chemistry letters, 16(11), 2996-2999 (2006-03-15)
A series of rhodanine derivatives was synthesized and evaluated for their ability to inhibit PRL-3. Benzylidene rhodanine derivative showed good biological activity, while compound 5e was the most active in this series exhibiting an IC50 value of 0.9 microM in
E G Garcia et al.
Leukemia, 35(3), 679-690 (2020-07-02)
T-cell acute lymphoblastic leukemia (T-ALL) is an aggressive malignancy of thymocytes and is largely driven by the NOTCH/MYC pathway. Yet, additional oncogenic drivers are required for transformation. Here, we identify protein tyrosine phosphatase type 4 A3 (PRL3) as a collaborating
Ying-Qian Lu et al.
Stem cell research, 34, 101354-101354 (2019-01-06)
The human iPS cell line, hiPS-SPG76 (FJMUi001-A), derived from skin fibroblasts from a 42-year-old male hereditary spastic paraplegia patient carrying compound heterozygous p.P498L (c.1493C > T) and p.R618W (c.1852C > T) mutations in the CAPN1 gene, was generated by non-integrative reprogramming vectors encoding OCT3/4
Jeanette A Johansson et al.
Developmental cell, 54(3), 317-332 (2020-07-12)
Melanocytes, replenished throughout life by melanocyte stem cells (MSCs), play a critical role in pigmentation and melanoma. Here, we reveal a function for the metastasis-associated phosphatase of regenerating liver 3 (PRL3) in MSC regeneration. We show that PRL3 binds to
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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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