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O3139

Sigma-Aldrich

Oxamflatin

≥98% (HPLC), solid

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C17H14N2O4S
Numéro CAS:
151720-43-3
Poids moléculaire :
342.37
Numéro MDL:
MFCD00949087
Code UNSPSC :
12352203
ID de substance PubChem :
329818905
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

solid

Solubilité

DMSO: soluble 13 mg/mL

Température de stockage

2-8°C

Chaîne SMILES 

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+

Clé InChI

QRPSQQUYPMFERG-LFYBBSHMSA-N

Application

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.

Actions biochimiques/physiologiques

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.
Histone deacetylase inhibitor; anti-cancer agent.

Caractéristiques et avantages

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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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
Rayan Awada et al.
Scientific reports, 10(1), 810-810 (2020-01-23)
Somatic embryogenesis (SE) faces many challenges in fulfilling the growing demand for elite materials. A high-throughput approach is required to accelerate the optimization of SE protocols by multiplying experimental conditions within a limited time period. For the first time in
Catja Freiburghaus et al.
BMC cancer, 18(1), 466-466 (2018-04-27)
The addition of high-dose cytarabine to the treatment of mantle cell lymphoma (MCL) has significantly prolonged survival of patients, but relapses are common and are normally associated with increased resistance. To elucidate the mechanisms responsible for cytarabine resistance, and to

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