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R0654

Sigma-Aldrich

Reveromycin A

solid, suitable for cell culture, BioReagent

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About This Item

Formula empirica (notazione di Hill):
C36H52O11
Numero CAS:
134615-37-5
Peso molecolare:
660.79
Numero MDL:
MFCD00912537
Codice UNSPSC:
12352207
ID PubChem:
24899342
NACRES:
NA.76

Nome del prodotto

Reveromycin A, solid

Origine biologica

Streptomyces sp.

Livello qualitativo

200

Stato

solid

PM

660.79 g/mol

Confezionamento

pkg of 100 μg

Colore

tan

Solubilità

DMF: soluble
DMSO: soluble
ethanol: soluble
ethyl acetate: soluble
methanol: soluble
soluble

Spettro attività antibiotica

fungi

Modalità d’azione

protein synthesis | interferes

Condizioni di spedizione

wet ice

Temperatura di conservazione

−20°C

Stringa SMILE

[H][C@]1(C\C=C(C)\C=C\[C@H](O)[C@@H](C)\C=C\C(O)=O)O[C@]2(CC[C@@H]1C)CC[C@@](CCCC)(OC(=O)CCC(O)=O)[C@@]([H])(O2)\C=C\C(C)=C\C(O)=O

InChI

1S/C36H52O11/c1-6-7-19-35(47-34(44)17-16-32(40)41)21-22-36(46-30(35)14-10-25(3)23-33(42)43)20-18-27(5)29(45-36)13-9-24(2)8-12-28(37)26(4)11-15-31(38)39/h8-12,14-15,23,26-30,37H,6-7,13,16-22H2,1-5H3,(H,38,39)(H,40,41)(H,42,43)/b12-8+,14-10+,15-11+,24-9+,25-23+/t26-,27-,28-,29+,30-,35+,36-/m0/s1
ZESGNAJSBDILTB-OXVOKJAASA-N

Azioni biochim/fisiol

It is an epidermal growth factor (EGF) and eukaryotic cell growth inhibitor.
Reveromycin A is a polyketide antibiotic from Streptomyces sp. Epidermal growth factor (EGF) inhibitor; apoptosis inducer; G1 phase cell cycle inhibitor having antiproliferative behavior against human cell lines KB and K562 as well as antifungal activity.

Risultati analitici

Avoid acidic conditions.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
SLCN4843
SLCP1231
SLBN9570V
SLBM8028V
SLBL5566V

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Takeshi Shimizu et al.
Bioorganic & medicinal chemistry letters, 18(13), 3756-3760 (2008-06-04)
Various derivatives of reveromycin A, an inhibitor of eukaryotic cell growth, and spirofungin A, focusing on the 5S hydroxyl group and C18 hemisuccinyl group, were synthesized and their inhibitory effects on both the isoleucyl-tRNA synthetase activity and the survival of
Saburo Sone et al.
Cancer metastasis reviews, 26(3-4), 685-689 (2007-09-06)
Bone metastasis is a critical problem of lung cancer patients. Reproducible animal models of lung cancer bone metastasis, like NK-cell depleted SCID mouse model with SCB-5 cells, are useful to explore the molecular mechanism and search of molecular targets. SBC-5
Naoyuki Takahashi et al.
Odontology, 95(1), 1-9 (2007-07-31)
Osteoclast function consists of several processes: recognition of mineralized tissues, development of ruffled borders and sealing zones, secretion of acids and proteolytic enzymes into the space beneath the ruffled border, and incorporation and secretion of bone degradation products using the
Hiroyuki Osada
Current medicinal chemistry, 10(9), 727-732 (2003-04-08)
In this review, I have mainly described the cell cycle inhibitors isolated from microbial metabolites. Once the molecular target of the inhibitor is determined, the inhibitor can be used as bioprobe to dissect the diverse aspect of biological functions in
T Shimizu et al.
Organic letters, 2(14), 2153-2156 (2000-07-13)
The stereoselective total synthesis of reveromycin A (1), a potent inhibitor of eukaryotic cell growth, has been accomplished on the basis of the stereocontrolled construction of the 6,6-spiroketal system, efficient succinylation of the tert-alcohol under high pressure, and the introduction
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