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B8416

Sigma-Aldrich

Bleomycin sulfate from Streptomyces verticillus

crystalline, suitable for cell culture, BioReagent

Sinonimo/i:

Blenoxane, Bleo, Blexane

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About This Item

Numero CAS:
9041-93-4
Numero CE:
232-925-2
Numero MDL:
MFCD00070310
Codice UNSPSC:
12352207
ID PubChem:
24891950
NACRES:
NA.76

product name

Bleomycin sulfate from Streptomyces verticillus, 1.5-2.0 units/mg solid, BioReagent, suitable for cell culture

Nome Commerciale

BioReagent

Forma fisica

powder or crystals

Attività specifica

1.5-2.0 units/mg solid

tecniche

cell culture | mammalian: suitable

Colore

white to off-white

Solubilità

H2O: 20 mg/mL, clear, colorless

Spettro attività antibiotica

fungi

Modalità d’azione

DNA synthesis | interferes

Temperatura di conservazione

2-8°C

Stringa SMILE

[O-]S([O-])(=O)=O.C[C@@H](O)[C@@H](NC(=O)[C@@H](C)[C@H](O)[C@@H](C)NC(=O)[C@H](NC(=O)c1nc(nc(N)c1C)[C@H](CC(N)=O)NC[C@H](N)C(N)=O)[C@@H](O[C@@H]2O[C@@H](CO)[C@@H](O)[C@H](O)[C@@H]2O[C@@H]3O[C@H](CO)[C@@H](O)[C@@H](OC(N)=O)[C@@H]3O)c4c[nH]cn4)C(=O)NCCc5nc(cs5)-c6ncc(s6)C(=O)NCCC[S+](C)C.C[C@@H](O)[C@@H](NC(=O)[C@@H](C)[C@H](O)[C@@H](C)NC(=O)[C@H](NC(=O)c7nc(nc(N)c7C)[C@H](CC(N)=O)NC[C@H](N)C(N)=O)[C@@H](O[C@@H]8O[C@@H](CO)[C@@H](O)[C@H](O)[C@@H]8O[C@@H]9O[C@H](CO)[C@@H](O)[C@@H](OC(N)=O)[C@@H]9O)c%10c[nH]cn%10)C(=O)NCCc%11nc(cs%11)-c%12ncc(s%12)C(=O)NCCC[S+](C)C

InChI

1S/2C55H83N17O21S3.H2O4S/c2*1-20-33(69-46(72-44(20)58)25(12-31(57)76)64-13-24(56)45(59)82)50(86)71-35(41(26-14-61-19-66-26)91-54-43(39(80)37(78)28(16-73)90-54)92-53-40(81)42(93-55(60)88)38(79)29(17-74)89-53)51(87)67-22(3)36(77)21(2)47(83)70-34(23(4)75)49(85)63-10-8-32-68-27(18-94-32)52-65-15-30(95-52)48(84)62-9-7-11-96(5)6;1-5(2,3)4/h2*14-15,18-19,21-25,28-29,34-43,53-54,64,73-75,77-81H,7-13,16-17,56H2,1-6H3,(H13-,57,58,59,60,61,62,63,66,67,69,70,71,72,76,82,83,84,85,86,87,88);(H2,1,2,3,4)/t2*21-,22+,23+,24-,25-,28-,29+,34+,35+,36-,37+,38+,39-,40-,41-,42+,43-,53-,54-;/m00./s1
OOXTWFJZZAJGKA-CNLAFNBISA-N

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Descrizione generale

Bleomycin Sulfate is an antineoplastic antibiotic isolated from Streptomyces verticillus. It is recommended for use as a cell culture agent at 10-100 μg/mL.
Chemical structure: glycopeptide

Applicazioni

Bleomycin is used in combination with Etoposide and Cisplatin to treat testicular, ovarian and cervical cancer. This combination is popular as BEP chemotherapy and has also been demonstrated as effective and most successful chemotherapy regimen in germ-cell tumors. Since it is a cytotoxic agent, bleomycin is known to induce endothelial damage the lung vasculature referred to as bleomycin-induced lung-injury or bleomycin-induced pneumonitis (BIP). Researchers have used this property of bleomycin to induce lung fibrosis in mouse and rat models.

Azioni biochim/fisiol

Bleomycin sulfate binds to DNA, causes ssDNA scission at specific base sequences and inhibits DNA synthesis. This inhibitory action requires bleomycin to bind oxygen and a metal ion. It can also cleave RNA, to a lesser degree but more selectively. It acts as an inducer and regulator of apoptosis and inhibits tumor angiogenesis.

Componenti

This product is a mixture of glycopeptides antibiotics containing Bleomycin A2 (70%) and B2(30%). Bleomycins differ from each other in the terminal amine and show varying biological activity.

Avvertenza

This product should be stored at 2-8°C.

Nota sulla preparazione

The product is soluble in water in water at 20 mg/mL and is active for several days. A solution of 2 units/mL in 0.1 M neutral potassium phosphate should be used within 14 days. A solution is active for three months at 3 units/mL in normal saline.

Altre note

Keep container tightly closed in a dry and well-ventilated place, strongly hygroscopic

Pittogrammi

Health hazard
GHS08

Avvertenze

Danger

Indicazioni di pericolo

H340,H351,H361fd

Classi di pericolo

Carc. 2 - Muta. 1B - Repr. 2

Codice della classe di stoccaggio

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

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 P3 (EN 143) respirator cartridges

Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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Donald H Atha et al.
Journal of nucleic acids, 2020, 8810105-8810105 (2020-08-18)
To evaluate methods for analysis of genotoxic effects on mammalian cell lines, we tested the effect of three common genotoxic agents on Chinese hamster ovary (CHO) cells by single-cell gel electrophoresis (comet assay) and gas chromatography-tandem mass spectrometry (GC-MS/MS). Suspension-grown
Markus Berger et al.
Journal of medicinal chemistry, 64(17), 12723-12737 (2021-08-25)
Eukaryotes have evolved two major pathways to repair potentially lethal DNA double-strand breaks. Homologous recombination represents a precise, DNA-template-based mechanism available during the S and G2 cell cycle phase, whereas non-homologous end joining, which requires DNA-dependent protein kinase (DNA-PK), allows
Alexander M Cameron et al.
Plastic and reconstructive surgery, 133(1), 69-78 (2014-01-01)
The development of new therapies for hypertrophic scarring has been hampered by the lack of an appropriate animal model. The authors' objective was to establish a reproducible murine model of hypertrophic scarring by infusing bleomycin over a prolonged period to
Britta Maurer et al.
Annals of the rheumatic diseases, 72(12), 2039-2046 (2013-09-10)
To assess whether the discrepancy between the strong antifibrotic effects of tyrosine kinase inhibitors (TKIs) in animal models and the inconsistent results in clinical studies might be related to the activation levels of drug targets. Skin sections of bleomycin, TSK1
Kenji Shimada et al.
Molecular cell, 51(6), 829-839 (2013-09-17)
A chemicogenetic screen was performed in budding yeast mutants that have a weakened replication stress response. This identified an inhibitor of target of rapamycin (TOR) complexes 1 and 2 that selectively enhances the sensitivity of sgs1Δ cells to hydroxyurea and
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