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V4877

Sigma-Aldrich

Verrucarin A from Myrothecium sp.

≥85.0% (HPLC)

Synonym(e):

Muconomycin A

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About This Item

Empirische Formel (Hill-System):
C27H34O9
CAS-Nummer:
3148-09-2
Molekulargewicht:
502.55
MDL-Nummer:
MFCD00056759
UNSPSC-Code:
12352200
PubChem Substanz-ID:
24900750
NACRES:
NA.77

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Qualitätsniveau

200

Assay

≥85.0% (HPLC)

Lagertemp.

−20°C

SMILES String

CC1CCOC(=O)\C=C\C=C\C(=O)OC2CC3OC4C=C(C)CCC4(COC(=O)C1O)C2(C)C35CO5

InChI

1S/C27H34O9/c1-16-8-10-26-14-33-24(31)23(30)17(2)9-11-32-21(28)6-4-5-7-22(29)36-18-13-20(35-19(26)12-16)27(15-34-27)25(18,26)3/h4-7,12,17-20,23,30H,8-11,13-15H2,1-3H3/b6-4+,7-5+

InChIKey

NLUGUZJQJYVUHS-YDFGWWAZSA-N

Allgemeine Beschreibung

Verrucarin derived from the Myrothecium verrucari, a fungal plant pathogen[1] is a macrocyclic trichothecene compound.[2]

Anwendung

Verrucarin A from Myrothecium sp has been used:
  • as a translation initiation inhibitor in P. falciparum W2 strain[3]
  • as a peptidyl transfer inhibitor to test sensitivity in methyltransferase knock-out S. cerevisiae cells[4]
  • to test its cytotoxicity in renal cell carcinoma cells[1]

Biochem./physiol. Wirkung

Verrucarin A binds to the P and A sites in ribosomes and blocks peptide-bond and translation initiation.[3] It inhibits the clear cell renal cell carcinoma (CCRCC) proliferation.[1] Verrucarin A blocks the peptidyl transferase activity and favors apoptosis induction in cancer cells[2]
Verrucarin A is phytotoxic to plantlet cultures and cytotoxic to cultured mammalian cell lines.

Sonstige Hinweise

Macrocyclic trichothecene mycotoxin.

Piktogramme

Skull and crossbones
GHS06

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral

Lagerklassenschlüssel

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
0000373975
0000373975
0000224898
0000180269
0000180270

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Signal transduction pathways often use a transcriptional component to mediate adaptive cellular responses. Coactivator proteins function prominently in these pathways as the conduit to the basic transcriptional machinery. Here we present a high-throughput cell-based screening strategy, termed the "coactivator trap,"
Charles S Bond et al.
The Journal of cell biology, 186(5), 637-644 (2009-09-02)
Paraspeckles are ribonucleoprotein bodies found in the interchromatin space of mammalian cell nuclei. These structures play a role in regulating the expression of certain genes in differentiated cells by nuclear retention of RNA. The core paraspeckle proteins (PSF/SFPQ, P54NRB/NONO, and
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Pancreatic ductal adenocarcinoma (PDA) remains one of the most difficult to treat of all malignancies. Multimodality regimens provide only short-term symptomatic improvement with minor impact on survival, underscoring the urgent need for novel therapeutics and treatment strategies for PDA. Trichothecenes
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Methylation of various components of the translational machinery has been shown to globally affect protein synthesis. Little is currently known about the role of lysine methylation on elongation factors. Here we show that in Saccharomyces cerevisiae, the product of the
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