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T4540

Triacsin C

From Streptomyces sp., long-chain fatty acyl CoA synthetase inhibitor, powder

Sinonimo/i:

2,4,7-Undecatrienal nitrosohydrazone, WS1228A

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A voi/SKUDisponibilitàPrezzo
1 mg
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CHF 1’150.00

Informazioni su questo articolo

Formula empirica (notazione di Hill):
C11H17N3O
Numero CAS:
76896-80-5
Peso molecolare:
207.27
UNSPSC Code:
51111800
PubChem Substance ID:
24900214
NACRES:
NA.77
MDL number:
MFCD00798237
Form:
powder

CHF 1’150.00

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Nome del prodotto

Triacsin C from Streptomyces sp.,

biological source

Streptomyces sp.

Quality Segment

200

form

powder

solubility

methanol: soluble 4.90-5.10 mg/mL, clear (Pale yellow to yellow), methanol: soluble 4.90-5.10 mg/mL, clear, pale yellow to yellow

mode of action

enzyme | inhibits

shipped in

wet ice

storage temp.

−20°C

SMILES string

CCC\C=C\C\C=C\C=C\C=N\NN=O

InChI

1S/C11H17N3O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15/h4-5,7-11H,2-3,6H2,1H3,(H,13,15)/b5-4+,8-7+,10-9+,12-11+

InChI key

NKTGCVUIESDXPU-YLEPRARLSA-N

General description

Triacsin C belongs to a family of fungal metabolites all having an 11-carbon alkenyl chain with a common N-hydroxytriazene moiety at the terminus.

Application

Triacsin C was found to induce maturation in mouse and Xenopus oocytes in the absence of long-chain acyl-CoA synthetase. Triacsin C can also block palmitoylation of the G-protein alpha S subunit6. Furthermore, triacsin C can stabilize1-oleoyl-2-acetyl-sn-glycerol (OAG) and enhance perilipin 3 recruitment to the endoplasmic reticulum (ER) in mouse cells7.

Biochem/physiol Actions

Triacsin C is a potent inhibitor of long-chain fatty acyl CoA synthetase. It blocks β-cell apoptosis, induced by fatty acids (lipoapoptosis) in a rat model of obesity. In addition, it blocks the de novo synthesis of triglycerides, diglycerides, and cholesterol esters, thus interfering with lipid metabolism.

Preparation Note

Triacsin C is soluble in methanol at 4.90 - 5.10 mg/ml and yields a clear, pale yellow to yellow solution.

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Questo articolo
T7765M0440T8902
Triacsin C from Streptomyces sp.

Sigma-Aldrich

T4540

Triacsin C from Streptomyces sp.

Tunicamicina

Sigma-Aldrich

T7765

Tunicamicina

Mitomicina C meets USP testing specifications

Sigma-Aldrich

M0440

Mitomicina C

Thiostrepton from Streptomyces azureus ≥90% (HPLC)

Sigma-Aldrich

T8902

Thiostrepton from Streptomyces azureus

form

powder

form

-

form

-

form

-

Quality Level

200

Quality Level

300

Quality Level

200

Quality Level

200

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

solubility

methanol: soluble 4.90-5.10 mg/mL, clear (Pale yellow to yellow), methanol: soluble 4.90-5.10 mg/mL, clear, pale yellow to yellow

solubility

95% ethanol: soluble 1 mg/mL, clear to faintly hazy, THF: soluble <1 mg/mL, dioxane: soluble <1 mg/mL, DMF: soluble >10 mg/mL, pyridine: >10 mg/mL, DMSO: soluble 4.9-5.1 mg/mL, clear to slightly hazy, colorless to yellow, methanol: slightly soluble 4.9-5.1 mg/mL, methanol: soluble 4.9-5.1 mg/mL, clear to slightly hazy, colorless to yellow, acetone: insoluble, aqueous base: insoluble, chloroform: insoluble, ethyl acetate: insoluble

solubility

H2O: 40 mg/mL, clear to very slightly hazy, colorless, H2O: soluble

solubility

acetic acid: soluble 25 mg/mL, clear to hazy, yellow to brownish-yellow

shipped in

wet ice

shipped in

-

shipped in

-

shipped in

-

mode of action

enzyme | inhibits

mode of action

protein synthesis | interferes

mode of action

DNA synthesis | interferes

mode of action

protein synthesis | interferes

Classe di stoccaggio

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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