Trapoxin A

SIGMA/T2580 - ≥98% (HPLC), from Helicoma ambiens

Synonym: Cyclo((S)-phenylalanyl-(S)-phenylalanyl-(R)-pipecolinyl-(2S,9S)-2-amino-8-oxo-9,10-epoxydecanoyl); RF 1023A

CAS Number: 133155-89-2
Empirical Formula (Hill Notation): C₃₄H₄₂N₄O₆
Molecular Weight: 602.72
Linear Formula: C₃₄H₄₂N₄O₆
Product Type: Chemical

assay	≥98% (HPLC)
biological source	Helicoma ambiens
form	solid
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
InChI key	GXVXXETYXSPSOA-UFEOFEBPSA-N
Quality Level	200
shipped in	dry ice
solubility	chloroform: soluble
	DMSO: soluble 0.9-1.10 mg/ml, clear, colorless to faintly yellow (may be further diluted 20 fold in H₂O)
	methanol: soluble
storage temp.	−20°C

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
Biochem/physiol Actions:	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.
Features and Benefits:	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 .
Preparation Note:	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.