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Bleomycin sulfate from Streptomyces verticillus_Molecular_structure_CAS_9041-93-4)
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Bleomycin sulfate from Streptomyces verticillus

Catalog No. 15361 Name Sigma Aldrich
CAS Number 9041-93-4 Website http://www.sigmaaldrich.com
M. F. C110H168N34O46S7 Telephone 1-800-521-8956
M. W. 2927.16612 Fax
Purity Email
Storage Chembase ID: 134168

SYNONYMS

IUPAC name
bis((3-{[2-(2-{2-[(2R,3R)-2-[(2S,3S,4R)-4-[(2R,3R)-2-({6-amino-2-[(1S)-1-{[(2S)-2-amino-2-carbamoylethyl]amino}-2-carbamoylethyl]-5-methylpyrimidin-4-yl}formamido)-3-{[(2R,3S,4S,5S,6S)-3-{[(2S,3S,4R,5R,6R)-4-(carbamoyloxy)-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-(1H-imidazol-4-yl)propanamido]-3-hydroxy-2-methylpentanamido]-3-hydroxybutanamido]ethyl}-1,3-thiazol-4-yl)-1,3-thiazol-5-yl]formamido}propyl)dimethylsulfanium) sulfate
IUPAC Traditional name
bis((3-{[2-(2-{2-[(2R,3R)-2-[(2S,3S,4R)-4-[(2R,3R)-2-({6-amino-2-[(1S)-1-{[(2S)-2-amino-2-carbamoylethyl]amino}-2-carbamoylethyl]-5-methylpyrimidin-4-yl}formamido)-3-{[(2R,3S,4S,5S,6S)-3-{[(2S,3S,4R,5R,6R)-4-(carbamoyloxy)-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-(1H-imidazol-4-yl)propanamido]-3-hydroxy-2-methylpentanamido]-3-hydroxybutanamido]ethyl}-1,3-thiazol-4-yl)-1,3-thiazol-5-yl]formamido}propyl)dimethylsulfanium) sulfate
Synonyms
Blexane
Blenoxane
Bleo

DATABASE IDS

CAS Number 9041-93-4
EC Number 232-925-2
MDL Number MFCD00070310
PubChem SID 24849358

PROPERTIES

Cation Traces Cu: ≤1000 mg/kg
Grade for fluorescence
Quality lyophilized
Apperance white powder
Solubility H2O: soluble20 mg/mL, clear, colorless
GHS Pictograms GHS08
GHS Signal Word Warning
GHS Hazard statements H351
European Hazard Symbols Toxic Toxic (T)
MSDS Link Download
Personal Protective Equipment Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
GHS Precautionary statements P281
Risk Statements 46-40
RTECS EC5991990
Safety Statements 36/37-45
Storage Temperature 2-8°C
German water hazard class 3

DETAILS

Description (English)
Application
Recommended for use as a selection agent at 10-100 μg/ml.
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 cells1. 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.
Other Notes
DNA degradation2,3; Action mechanism, minireview4
Biochem/physiol Actions
An antineoplastic antibiotic isolated from Streptomyces verticillus. Binds to DNA, inhibits DNA synthesis and causes DNA scissions at specific base sequences. Needs to bind oxygen and a metal ion such as copper or iron to cleave DNA. Highly selective cleavage of RNA. Inducer and regulator of apoptosis in a variety of cells. Inhibits tumor angiogenesis.
Description (简体中文)
Application
Recommended for use as a selection agent at 10-100 μg/ml.
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 cells1. 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.
Other Notes
DNA degradation2,3; Action mechanism, minireview4
Biochem/physiol Actions
An antineoplastic antibiotic isolated from Streptomyces verticillus. Binds to DNA, inhibits DNA synthesis and causes DNA scissions at specific base sequences. Needs to bind oxygen and a metal ion such as copper or iron to cleave DNA. Highly selective cleavage of RNA. Inducer and regulator of apoptosis in a variety of cells. Inhibits tumor angiogenesis.

REFERENCES