5.30310

Mithramycin A

• Synonyme(s) : Mithramycin A, Plicamycin, Mithramycin
• Formule empirique (notation de Hill): C₅₂H₇₆O₂₄
• Numéro CAS: 18378-89-7
• Poids moléculaire : 1085.15
• Numéro MDL: MFCD00135618
• Code UNSPSC : 12352200

Propriétés

• Pureté: ≥98% (HPLC)
• Niveau de qualité: 100
• Forme: powder
• Fabricant/nom de marque: Calbiochem^®
• Conditions de stockage: OK to freeze; protect from light
• Couleur: yellow
• Solubilité: DMSO: 50 mg/mL
• Température de stockage: 2-8°C
• InChI: 1S/C52H76O24/c1-18-29(72-34-14-30(43(58)21(4)68-34)73-33-13-28(54)42(57)20(3)67-33)12-26-10-25-11-27(49(66-9)48(63)41(56)19(2)53)50(47(62)39(25)46(61)38(26)40(18)55)76-36-16-31(44(59)23(6)70-36)74-35-15-32(45(60)22(5)69-35)75-37-17-52(8,65)51(64)24(7)71-37/h10,12,19-24,27-28,30-37,41-45,49-51,53-61,64-65H,11,13-17H2,1-9H3/t19-,20-,21-,22-,23-,24-,27+,28-,30-,31-,32-,33+,34+,35+,36+,37+,41+,42-,43-,44-,45-,49+,50+,51-,52+/m1/s1
• Clé InChI: CFCUWKMKBJTWLW-WZIVUMCRSA-N

Description

Description générale

An aureolic acid type tricyclic pentaglycoside antibiotics with anti-tumor properties. Binds to G-C rich DNA and displaces Sp1 transcription factor from its sites in the promoters of selected oncogenes, such as c-Myc and c-Src. Mithramycin A-induced inhibition of Sp1 activity has been linked to greater DNA damage and cell death in cells that are homozygous for SNP309. Specifically reduces the levels of MDM2 in human ductal breast epithelial tumor cell line, T47D (5-fold reduction at 200 nM), but does not affect cells that are wild-type for SNP309. Shown to induce myeloid differentiation of leukemic blasts that leads to reduction in the level of expression of c-Myc and c-Abl proto oncogenes that harbor G-C rich promoters. Inhibits Mcl-1 activity and mTOR phosphorylation (Ser2448) in prostate cancer cells without affecting normal human prostate epithelial cells. Shown to reduce expression of endogenous transient receptor potential vanilpod receptor (TRPV1)-like protein in dorsal root ganglionic neurons.

Actions biochimiques/physiologiques

Primary Target
Sp1 transcription factor

Reversible: yes

Conditionnement

Packaged under inert gas

Avertissement

Toxicity: Harmful & Carcinogenic / Teratogenic (E)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Autres remarques

Zavala, K., et al. 2014. Neurosci Lett.562,in press.
Choi, E. S., et al. 2013. J. Clin. Biochem. Nutr.53, 89.

Sleiman S. F., et al. 2011. J. Neurosci.31, 6858.
Bond, G, et al. 2004. Cell.119, 591.
Blume, S, et al. 1991. J. Clin. Invest.88, 1613.

Informations légales

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H302
• Conseils de prudence: P264 - P270 - P301 + P312 - P501
• Classification des risques: Acute Tox. 4 Oral
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°C): Not applicable