T2580

Trapoxin A

≥98% (HPLC), from Helicoma ambiens

• Synonyme(s) : Cyclo((S)-phenylalanyl-(S)-phenylalanyl-(R)-pipecolinyl-(2S,9S)-2-amino-8-oxo-9,10-epoxydecanoyl), RF 1023A
• Formule empirique (notation de Hill) : C₃₄H₄₂N₄O₆
• Numéro CAS: 133155-89-2
• Poids moléculaire : 602.72
• Code UNSPSC : 12352200
• Nomenclature NACRES : NA.77

Propriétés

• Source biologique: Helicoma ambiens
• Niveau de qualité: 200
• Essai: ≥98% (HPLC)
• Forme: solid
• Solubilité: DMSO: soluble 0.9-1.10 mg/ml, clear, colorless to faintly yellow (may be further diluted 20 fold in H₂O); chloroform: soluble; methanol: soluble
• Conditions d'expédition: dry ice
• Température de stockage: −20°C
• Chaîne SMILES: N21[C@H](CCCC2)C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C1=O)Cc5ccccc5)Cc4ccccc4)CCCCCC(=O)[C@H]3OC3
• InChI: 1S/C34H42N4O6/c39-29(30-22-44-30)18-9-3-8-16-25-31(40)36-26(20-23-12-4-1-5-13-23)32(41)37-27(21-24-14-6-2-7-15-24)34(43)38-19-11-10-17-28(38)33(42)35-25/h1-2,4-7,12-15,25-28,30H,3,8-11,16-22H2,(H,35,42)(H,36,40)(H,37,41)/t25-,26-,27-,28+,30-/m0/s1
• Clé InChI: GXVXXETYXSPSOA-UFEOFEBPSA-N

Description

Application

Trapoxin A has been used:

• to study its effects on the inhibition of histone deacetylase 11 (HDAC11)
• to study its effects on the inhibition of HDAC3 in human cell lines
• to study its effects on the inhibition of HDAC6 in rat pyramidal neurons

Actions biochimiques/physiologiques

Trapoxin A is a cyclotetrapeptide and a histone deacetylase (HDAC) inhibitor. It increases the level of chromatin acetylation associated with histone H3 at low nanomolar concentrations. Unlike the reversible HDAC inhibition induced by TCA, Trapoxin A irreversibly inhibites HDAC activity in crude cell lysates, and induces the accumulation of hyperacetylated core histones in a number of mammalian cell lines and tissues. Histone acetylation and methylation have been studied extensively for their anti-tumor activities in carcinogenesis and Trapoxin has been suggested as a potential anticancer agent for pre-clinical trials.

Trapoxin is a cyclotetrapeptide and a histone deacetylase (HDAC) inhibitor.

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.

Notes préparatoires

Trapoxin A is soluble in DMSO at a concentration ranging from 0.9-1.10 mg/ml and yields a clear, colorless to faint yellow solution. It is also soluble in chloroform and methanol.

Informations sur la sécurité

• Pictogrammes: GHS06
• Mention d'avertissement: Danger
• Mentions de danger: H301
• Conseils de prudence: P301 + P310
• Classification des risques: Acute Tox. 3 Oral
• Code de la classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable