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SML2787 Sigma-Aldrich

DJ001 (E/Z)

≥98% (HPLC)

Synonym: (2E/Z)-3-[(3-Nitrophenyl)amino]-1-phenyl-2-propen-1-one, (E/Z)-3-((3-nitrophenyl)amino)-1-phenylprop-2-en-1-one, (E/Z)-3-(3-Nitrophenylamino)-1-phenylprop-2-en-1-one, (E/Z)-DJ001, Compound 3071, Compound 5483071

  • CAS Number 15753-65-8

  • Empirical Formula (Hill Notation) C15H12N2O3

  • Molecular Weight 268.27

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, DIG-DY
Quality Level   100
assay   ≥98% (HPLC)
form   powder
color   white to beige
solubility   DMSO: 2 mg/mL, clear
storage temp.   2-8°C
SMILES string   O=C(C1=CC=CC=C1)/C=C\NC2=CC=CC([N+]([O-])=O)=C2

Description

Biochem/physiol Actions

DJ001 is a selective, allosteric and non-competitive receptor protein tyrosine phosphatase-sigma (PTPσ) inhibitor (IC50 = 1.43 μM; >10 μM/20 other phosphatases) that promotes BM hematopoietic stem/progenitor cells (HSPCs) expansion (0.1-1 μg/mL or 0.373-3.73 μM; murine CD34- KSL cells) and suppresses radiation-induced BM HSC apoptosis (1-5 μg/mL; murine KSL & human CD34+ cells) via RhoGTPase/RAC1 activation and BCL-XL induction. DJ001 accelerates hematologic recovery and improves survival of irradiated mice in vivo (5 mg/kg/d s.c.). The (Z)- & (E)-isomers exist in equilibrium in polar solvents with (Z) showing enhanced binding-affinity to PTPσ catalytic & allosteric sites.

Safety & Documentation

Safety Information

WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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