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Merck
CN

R0654

Reveromycin A

solid, suitable for cell culture, BioReagent

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关于此项目

经验公式（希尔记法）:
C36H52O11
化学文摘社编号:
134615-37-5
分子量:
660.79
UNSPSC Code:
12352207
PubChem Substance ID:
24899342
NACRES:
NA.76
MDL number:
MFCD00912537

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产品名称

Reveromycin A, solid

SMILES string

[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 key

ZESGNAJSBDILTB-OXVOKJAASA-N

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

biological source

Streptomyces sp.

form

solid

mol wt

660.79 g/mol

packaging

pkg of 100 μg

color

tan

solubility

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

antibiotic activity spectrum

fungi

mode of action

protein synthesis | interferes

shipped in

wet ice

storage temp.

−20°C

Quality Level

200

相关类别

Biochem/physiol Actions

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.

Analysis Note

Avoid acidic conditions.

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
SLCN4843
SLCP1231
SLBN9570V
SLBM8028V
SLBL5566V

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Chemical modification of reveromycin A and its biological activities
Takeshi Shimizu
Bioorganic & Medicinal Chemistry Letters, 12(23) (2002)
Z Cui et al.
Molecular microbiology, 29(5), 1307-1315 (1998-10-10)
We have cloned and characterized a Saccharomyces cerevisiae gene YRR1 that is important for resistance to the mutagen 4-nitroquinoline N-oxide (4-NQO). The wild-type YRR1 gene encodes a protein that contains a Zn(II)2Cys6-type zinc-finger motif. Disruption of the YRR1 gene leads
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
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
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
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