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Merck
CN

15361

硫酸博来霉素 来源于轮枝链霉菌

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

别名:

Blenoxane, Bleo, Blexane

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关于此项目

化学文摘社编号:
9041-93-4
NACRES:
NA.85
PubChem Substance ID:
57647391
UNSPSC Code:
51111733
EC Number:
232-925-2
MDL number:
MFCD00070310

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产品名称

硫酸博来霉素 来源于轮枝链霉菌, suitable for fluorescence, mixture of bleomycin sulfate salts, lyophilized, powder or crystals, white to off-white

InChI key

OOXTWFJZZAJGKA-CNLAFNBISA-N

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

SMILES string

[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

biological source

Streptomyces verticillus

form

powder or crystals

quality

lyophilized

color

white to off-white

solubility

H2O: 20 mg/mL, clear, colorless

cation traces

Cu: ≤0.1%

suitability

suitable for fluorescence

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria
neoplastics

mode of action

DNA synthesis | interferes

storage temp.

2-8°C

Quality Level

200

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相关类别

Application

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.

Biochem/physiol Actions

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.

Disclaimer

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

General description

Chemical structure: glycopeptide

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.
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.

Packaging

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

Preparation Note

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.

pictograms

Health hazard
GHS08

signalword

Danger

Hazard Classifications

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

存储类别

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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
0000488383
0000488383
0000439810
0000439810
0000240040

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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
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
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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