Direkt zum Inhalt
Merck
Alle Fotos(1)

Wichtige Dokumente

Gesamtdokumentation anzeigen

C9492

Sigma-Aldrich

Chaetocin aus Chaetomium minutum

≥95% (HPLC)

Synonym(e):

(+)-Chaetocin A

Anmeldenzur Ansicht organisationsspezifischer und vertraglich vereinbarter Preise

Größe auswählen

1 MG
CHF 398.00

CHF 398.00

Check Cart for Availability
Alle Fotos(1)

Größe auswählen

Ansicht ändern
1 MG
CHF 398.00

About This Item

Empirische Formel (Hill-System):
C30H28N6O6S4
CAS-Nummer:
28097-03-2
Molekulargewicht:
696.84
MDL-Nummer:
MFCD00133163
UNSPSC-Code:
12352202
PubChem Substanz-ID:
24893002
NACRES:
NA.77

CHF 398.00

Check Cart for Availability

Qualitätsniveau

200

Assay

≥95% (HPLC)

Form

powder

Lagertemp.

2-8°C

SMILES String

CN1C(=O)C23CC4(C(Nc5ccccc45)N2C(=O)C1(CO)SS3)C67CC89SSC(CO)(N(C)C8=O)C(=O)N9C6Nc%10ccccc7%10

InChI

1S/C30H28N6O6S4/c1-33-21(39)27-11-25(15-7-3-5-9-17(15)31-19(25)35(27)23(41)29(33,13-37)45-43-27)26-12-28-22(40)34(2)30(14-38,46-44-28)24(42)36(28)20(26)32-18-10-6-4-8-16(18)26/h3-10,19-20,31-32,37-38H,11-14H2,1-2H3

InChIKey

PZPPOCZWRGNKIR-UHFFFAOYSA-N

Suchen Sie nach ähnlichen Produkten? Aufrufen Leitfaden zum Produktvergleich

Allgemeine Beschreibung

Chaetocin is a fungal metabolite with antimicrobial and cytostatic activity.[1] It belongs to the 3,6-epidithio-diketopiperazines class[2] of which gliotoxin, sporidesmin, aranotin, oryzachloride, verticillin A and the melinacidins are members.[3] Chaetocin is a molecular dimer of two five-membered rings cis fused.

Anwendung

Chaetocin from Chaetomium minutum has been used to determine its effects on sensitization of various cells.[4] It has also been used to determine the biological functions of OS-induced heterochromatin formation.[5]

Biochem./physiol. Wirkung

Chaetocin is a competitive inhibitor for S-adenosylmethionine. The specificity of chaetocin for SU(VAR)3-9 makes this compound an excellent tool for the study of heterochromatin-mediated gene repression.[2]
Chaetocin is an antibacterial mycotoxin.[6] It is a specific inhibitor of lysine-specific histone methyltransferase making the compound useful in the study of heterochromatin mediated gene repression.[7] Chaetocin is a selective competitive inhibitor of thioredoxin reductase-1 (TrxR1), a putative mechanism of its anticancer activity.[8]
Methyltransferase making the compound useful in the study of heterochromatin mediated gene repression.[7]

Angaben zur Herstellung

Soluble in DMSO. At 1 mg/ml the solution is stable for 1 week at 2-8 °C.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H302

Gefahreneinstufungen

Acute Tox. 4 Oral

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
0000239131
0000229167
0000180955
098M4003V
14140807

Die passende Version wird nicht angezeigt?

Wenn Sie eine bestimmte Version benötigen, können Sie anhand der Lot- oder Chargennummer nach einem spezifischen Zertifikat suchen.

Suche nach COA

Besitzen Sie dieses Produkt bereits?

In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

The epipolythiodioxopiperazine (ETP) class of fungal toxins: distribution, mode of action, functions and biosynthesis
Gardiner D M, et al.
Microbiology, 151(4), 1021-1032 (2005)
Jennifer D Tibodeau et al.
Antioxidants & redox signaling, 11(5), 1097-1106 (2008-11-13)
We recently reported that the antineoplastic thiodioxopiperazine natural product chaetocin potently induces cellular oxidative stress, thus selectively killing cancer cells. In pursuit of underlying molecular mechanisms, we now report that chaetocin is a competitive and selective substrate for the oxidative
Sophie Bouchat et al.
AIDS (London, England), 26(12), 1473-1482 (2012-05-05)
Reactivation of HIV-1 expression in persistent reservoirs together with an efficient HAART has been proposed as an adjuvant therapy aimed at reaching a functional cure for HIV. Previously, H3K9 methylation was shown to play a major role in chromatin-mediated repression
Dorothea Greiner et al.
Nature chemical biology, 1(3), 143-145 (2006-01-13)
Histone methylation plays a key role in establishing and maintaining stable gene expression patterns during cellular differentiation and embryonic development. Here, we report the characterization of the fungal metabolite chaetocin as the first inhibitor of a lysine-specific histone methyltransferase. Chaetocin
The molecular structure and absolute configuration of chaetocin
Weber H P
Acta Crystallographica Section B, Structural Crystallography and Crystal Chemistry, 28(10), 2945-2951 (1972)
Alle zugehörigen Dokumente anzeigen

Questions

Reviews

No rating value

Active Filters

Unser Team von Wissenschaftlern verfügt über Erfahrung in allen Forschungsbereichen einschließlich Life Science, Materialwissenschaften, chemischer Synthese, Chromatographie, Analytik und vielen mehr..

Setzen Sie sich mit dem technischen Dienst in Verbindung.