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Merck
CN

SML2787

DJ001 (E/Z)

≥98% (HPLC)

Synonym(s):

Compound 5483071, (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

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About This Item

Empirical Formula (Hill Notation):
C15H12N2O3
CAS Number:
15753-65-8
Molecular Weight:
268.27
UNSPSC Code:
51111800
NACRES:
NA.77

Key Documents

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InChI

1S/C15H12N2O3/c18-15(12-5-2-1-3-6-12)9-10-16-13-7-4-8-14(11-13)17(19)20/h1-11,16H/b10-9-

InChI key

OVTJWWUGQKIRCL-KTKRTIGZSA-N

SMILES string

O=C(C1=CC=CC=C1)/C=C\NC2=CC=CC([N+]([O-])=O)=C2

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

Quality Level

100

Related Categories

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.
Selective, allosteric receptor protein tyrosine phosphatase-sigma (PTPσ) inhibitor that promotes BM hematopoietic stem/progenitor cells (HSPCs) expansion in vitro & in vivo.

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
0000098683

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Yurun Zhang et al.
Nature communications, 10(1), 3667-3667 (2019-08-16)
Receptor type protein tyrosine phosphatase-sigma (PTPσ) is primarily expressed by adult neurons and regulates neural regeneration. We recently discovered that PTPσ is also expressed by hematopoietic stem cells (HSCs). Here, we describe small molecule inhibitors of PTPσ that promote HSC regeneration

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