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O3139

Sigma-Aldrich

Oxamflatin

≥98% (HPLC), solid

Sinonimo/i:

(2E)-5-[3-(Phenylsulfonylamino)phenyl]-pent-2-en-4-ynohydroxamic acid

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About This Item

Formula empirica (notazione di Hill):
C17H14N2O4S
Numero CAS:
151720-43-3
Peso molecolare:
342.37
Numero MDL:
MFCD00949087
Codice UNSPSC:
12352203
ID PubChem:
329818905
NACRES:
NA.77

Livello qualitativo

100

Saggio

≥98% (HPLC)

Stato

solid

Solubilità

DMSO: soluble 13 mg/mL

Temperatura di conservazione

2-8°C

Stringa SMILE

ONC(=O)\C=C\C#Cc1cccc(NS(=O)(=O)c2ccccc2)c1

InChI

1S/C17H14N2O4S/c20-17(18-21)12-5-4-7-14-8-6-9-15(13-14)19-24(22,23)16-10-2-1-3-11-16/h1-3,5-6,8-13,19,21H,(H,18,20)/b12-5+
QRPSQQUYPMFERG-LFYBBSHMSA-N

Applicazioni

Oxamflatin has been used as a histone deacetylase (HDAC) inhibitor:
  • to study its effect on specificity protein 1 (Sp1) transcription and transactivation activity and CD1d mRNA expression in various tumor cells
  • to study its inhibitory effect on long transcript- survival motor neuron gene 2 (SMN2) silencing mediated by DNA methylation
  • to study its effect on somatic embryogenesis in Coffea arabica thorough a miniaturized and automated screening system
  • to study its stand-alone effect on cytarabine-sensitive and resistant cells.

Azioni biochim/fisiol

Histone deacetylase inhibitor; anti-cancer agent.
Oxamflatin is an aromatic sulfonamide derivative with a hydroxamic acid group. It stimulates the expression of the transcription factor, JunD, and fibronectin. In addition, oxamflatin also aids in the morphological reversion of various NIH3T3-derived transformed cell lines. It inhibits the proliferation of various mouse and human tumor cell lines in vitro.

Caratteristiche e vantaggi

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
085M4611V
024K4614

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Oxamflatin is a novel antitumor compound that inhibits mammalian histone deacetylase.
Kim, et al.
Oncogene, 18, 2461-2470 (2012)
Jan Hauke et al.
Human molecular genetics, 18(2), 304-317 (2008-10-31)
Spinal muscular atrophy (SMA), a common neuromuscular disorder, is caused by homozygous absence of the survival motor neuron gene 1 (SMN1), while the disease severity is mainly influenced by the number of SMN2 gene copies. This correlation is not absolute
Pei-Ming Yang et al.
Epigenetics, 7(4), 390-399 (2012-03-16)
CD1d is a MHC class-like molecule that presents glycolipids to natural killer T (NKT) cells, then regulates innate and adaptive immunity. The regulation of CD1d gene expression in solid tumors is still largely unknown. Gene expression can be epigenetically regulated

Articoli

Carcinogenesis and Epigenetics

Carcinogenesis and Epigenetics

Histone Modification and Chromatin Remodeling | Epigenetics

Epigenetic modifications are thought to occur through two key interconnected processes—DNA methylation and the covalent modification of histones.

Il team dei nostri ricercatori vanta grande esperienza in tutte le aree della ricerca quali Life Science, scienza dei materiali, sintesi chimica, cromatografia, discipline analitiche, ecc..

Contatta l'Assistenza Tecnica.