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Key Documents

15361

Sigma-Aldrich

Bleomycin sulfate from Streptomyces verticillus

for fluorescence, mixture of bleomycin sulfate salts, lyophilized, powder or crystals, white to off-white

Sinonimo/i:

Blenoxane, Bleo, Blexane

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About This Item

Numero CAS:
Numero CE:
Numero MDL:
Codice UNSPSC:
51111733
ID PubChem:
NACRES:
NA.85

Origine biologica

Streptomyces verticillus

Livello qualitativo

Grado

for fluorescence

Forma fisica

powder or crystals

Qualità

lyophilized

Colore

white to off-white

Solubilità

H2O: 20 mg/mL, clear, colorless

Cationi in tracce

Cu: ≤0.1%

Spettro attività antibiotica

Gram-negative bacteria
Gram-positive bacteria
neoplastics

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

Chemical structure: glycopeptide

Applicazioni

Bleomycin sulfate is used to study tumor-specific cytotoxic activity in certain cell lines such as human normal oral cells(gingival fibrobast HGF, pulp cell HPC and periodontal ligament fibroblast HPLF), human oral squamous cell carcinoma (HSC-2, HSC-3, HSC-4, Ca9-22 and NA) and human promyelocytic leukemia HL-60 cells. It is used to study free radical-mediated mechanisms of DNA strand scission/breaking and as a transformed cell selection agent, especially for plant transformants. Recommended for use as a selection agent at 10-100 μg/ml.

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.

Confezionamento

Packaged in a bottomless glass bottle with its contents inside an inserted fused cone.

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. Keep in a dry place.

Pittogrammi

Health hazard

Avvertenze

Danger

Indicazioni di pericolo

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)

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R P Hertzberg et al.
Biochemistry, 27(9), 3164-3174 (1988-05-03)
Bleomycin-mediated DNA strand scission has been shown to be diminished at certain sequences in proximity to 5-methylcytidines. We have investigated the molecular basis of this observed diminution using selective bleomycin (BLM) modifications at the C-terminus. Of the four different bleomycin
V Murray et al.
The Journal of biological chemistry, 263(26), 12854-12859 (1988-09-15)
The DNA sequence specificity of the cancer chemotherapeutic agent, bleomycin, has been investigated in three clones of human alpha RI-DNA. The three 340-base pair alpha RI-DNA sequences were almost identical in their nucleotide sequence enabling the study of subtle effects
Mechanism of bleomycin action: in vitro studies.
R M Burger et al.
Life sciences, 28(7), 715-727 (1981-02-16)
Masahiro Sasaki et al.
Anticancer research, 26(5A), 3373-3380 (2006-11-11)
Three antitumor antibiotics, mitomycin C, bleomycin sulfate and peplomycin sulfate, were compared for their tumor-specific cytotoxicity, using human oral squamous cell lines (HSC-2, HSC-3, HSC-4, Ca9-22 and NA), human promyelocytic leukemic cell line HL-60 and human normal oral cell types
Han Yue et al.
The British journal of ophthalmology, 97(6), 739-745 (2013-04-23)
To evaluate the safety and efficacy of intralesional pingyangmycin for treatment of orbital vascular malformations. Thirteen patients received intralesional injections of pingyangmycin at the Eye and ENT Hospital of Fudan University. CT scans of each patient were evaluated with graphic

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