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SML1072

Sigma-Aldrich

GSK-LSD1

≥98% (HPLC), lysine specific demethylase 1 (LSD1) inhibitor, powder

Synonym(s):

GSK-LSD1 (trans-racemic) dihydrochloride, rel- N-[(1R,2S)-2-Phenylcyclopropyl]-4-Piperidinamine hydrochloride (1:2)

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About This Item

Empirical Formula (Hill Notation):
C14H20N2 · 2HCl
CAS Number:
1431368-48-7
Molecular Weight:
289.24
UNSPSC Code:
51111800
PubChem Substance ID:
329825454
NACRES:
NA.77

Key Documents

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Product Name

GSK-LSD1, ≥98% (HPLC)

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

H2O: 20 mg/mL, clear

storage temp.

2-8°C

SMILES string

C1(N[C@@H]2C[C@H]2C3=CC=CC=C3)CCNCC1

InChI

1S/C14H20N2/c1-2-4-11(5-3-1)13-10-14(13)16-12-6-8-15-9-7-12/h1-5,12-16H,6-10H2/t13-,14+/m0/s1

InChI key

BASFYRLYJAZPPL-UONOGXRCSA-N

Related Categories

Application

GSK-LSD1 has been used as a lysine specific demethylase 1 (LSD1) inhibitor in mice to study sepsis-induced mortality. It has also been used as an inhibitor to study if the effect of phenelzine activation of human immunodeficiency virus (HIV) latency is caused due to LSD1.

Biochem/physiol Actions

GSK-LSD1 is a potent and selective inhibitor of lysine specific demethylase 1 (LSD1). GSK-LSD1 potently inhibits proliferation of varies cancer cell lines by changing gene expression patterns. For full characterization details, please visit the GSK-LSD1 probe summary on the Structural Genomics Consortium (SGC) website.

To learn about other SGC chemical probes for epigenetic targets, visit sigma.com/sgc
GSK-LSD1 is a potent and selective inhibitor of lysine specific demethylase 1.

Features and Benefits

GSK-LSD1 is an epigenetic chemical probe available through a partnership with the Structural Genomics Consortium (SGC). To learn more and view other SGC epigenetic probes, visit sigma.com/SGC.
This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
027M4610V
074M4604V

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Antonio Romo-Morales et al.
Pediatric blood & cancer, 66(9), e27888-e27888 (2019-06-18)
Ewing sarcoma and desmoplastic small round cell tumors (DSRCT) are rare and clinically aggressive sarcomas usually characterized by oncogenic fusion proteins involving EWS. Emerging studies of Ewing sarcoma have demonstrated EWS-FLI1-driven chromatin remodeling as a key aspect of tumorigenicity. In
HIV-1 infection of microglial cells in a reconstituted humanized mouse model and identification of compounds that selectively reverse HIV latency
Llewellyn GN, et al.
Journal of Neurovirology, 1-12 (2017)
PKCα-LSD1-NF-κB-Signaling Cascade Is Crucial for Epigenetic Control of the Inflammatory Response
Kim D, et al.
Molecular Cell, 69(3), 398-411 (2018)
Kimberly N Smitheman et al.
Haematologica, 104(6), 1156-1167 (2018-12-06)
Lysine specific demethylase 1 (LSD1) is a histone modifying enzyme that suppresses gene expression through demethylation of lysine 4 on histone H3. The anti-tumor activity of GSK2879552 and GSK-LSD1, potent, selective irreversible inactivators of LSD1, has previously been described. Inhibition
Isuru R Kumarasinghe et al.
European journal of medicinal chemistry, 148, 210-220 (2018-02-21)
Lysine-specific demethylase 1 (LSD1) is a chromatin-remodeling enzyme that plays an important role in cancer. Over-expression of LSD1 decreases methylation at histone 3 lysine 4, and aberrantly silences tumor suppressor genes. Inhibitors of LSD1 have been designed as chemical probes
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