T2580

Trapoxin A

≥98% (HPLC), from Helicoma ambiens

• Synonym(e): Cyclo((S)-phenylalanyl-(S)-phenylalanyl-(R)-pipecolinyl-(2S,9S)-2-amino-8-oxo-9,10-epoxydecanoyl), RF 1023A
• Empirische Formel (Hill-System): C₃₄H₄₂N₄O₆
• CAS-Nummer: 133155-89-2
• Molekulargewicht: 602.72
• UNSPSC-Code: 12352200
• NACRES: NA.77

Eigenschaften

• Biologische Quelle: Helicoma ambiens
• Qualitätsniveau: 200
• Assay: ≥98% (HPLC)
• Form: solid
• Löslichkeit: 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
• Versandbedingung: dry ice
• Lagertemp.: −20°C
• 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
• InChIKey: GXVXXETYXSPSOA-UFEOFEBPSA-N

Beschreibung

Anwendung

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. Wirkung

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.

Leistungsmerkmale und Vorteile

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Angaben zur Herstellung

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.

Sicherheitshinweise

• Piktogramme: GHS06
• Signalwort: Danger
• H-Sätze: H301
• P-Sätze: P301 + P310
• Gefahreneinstufungen: Acute Tox. 3 Oral
• Lagerklassenschlüssel: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable