A glycopeptide antitumor antibiotic
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Bleomycin (sulfate)

Item No. 13877

Technical Information
Formal Name
bleomycin sulfate (salt)
CAS Number
9041-93-4
Synonyms
  • Blenoxane
Molecular Formula
C55H84N17O21S3 • XHSO4 (for A2)
Formula Weight
Purity
≥95% (mixture of A2 and B2)
A crystalline solid
DMF: 2 mg/mlDMSO: 13 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
294 nm
SMILES
NC(C[C@H](NC[C@H](N)C(N)=O)C1=NC(N)=C(C)C(C(N[C@H](C(N[C@@H]([C@H]([C@H](C)C(N[C@@H]([C@@H](C)O)C(NCCC2=NC(C3=NC(C(NCCC[S+](C)C)=O)=CS3)=CS2)=O)=O)O)C)=O)C(O[C@@H]4O[C@@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@@H]5[C@@H](O)[C@@H](OC(N)=O)[C@H](O)[C@@H](CO)O5)C6=CNC=N6)=O)=N1)=O.O=S(O)([O-])=O
InChi Code
InChI=1S/C55H83N17O21S3.H2O4S/c1-20-33(69-46(72-44(20)58)25(12-31(57)76)64-13-24(56)45(59)82)50(86)71-35(41(26-14-61-19-65-26)91-54-43(39(80)37(78)29(15-73)90-54)92-53-40(81)42(93-55(60)88)38(79)30(16-74)89-53)51(87)66-22(3)36(77)21(2)47(83)70-34(23(4)75)49(85)63-10-8-32-67-28(18-94-32)52-68-27(17-95-52)48(84)62-9-7-11-96(5)6;1-5(2,3)4/h14,17-19,21-25,29-30,34-43,53-54,64,73-75,77-81H,7-13,15-16,56H2,1-6H3,(H13-,57,58,59,60,61,62,63,65,66,69,70,71,72,76,82,83,84,85,86,87,88);(H2,1,2,3,4)/t21-,22+,23+,24-,25-,29-,30+,34-,35-,36-,37+,38+,39-,40-,41?,42-,43-,53+,54-;/m0./s1
InChi Key
WUIABRMSWOKTOF-VXXHAVRASA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Bleomycin is a glycopeptide antitumor antibiotic produced by the bacterium S. verticillus. Its mechanism of action causes single- and double-strand DNA breaks in tumor cells, which interrupts the cell cycle.1 Bleomycin is thought to achieve this by chelating metal ions, producing a pseudoenzyme that reacts with oxygen to produce superoxide and hydroxide free radicals that cleave DNA.1 Bleomycin has been used for the treatment of Hodgkin’s lymphoma in combination with doxorubicin, squamous cell carcinomas, testicular cancer, as well as in animal models of pulmonary fibrosis.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hecht, S.M. Bleomycin: New perspectives on the mechanism of action. J. Nat. Prod. 63(1), 158-168 (2000).

    2. Martinelli, G., Cocorocchio, E., Saletti, P.C., et alEfficacy of vinblastine, bleomycin, methotrexate (VBM) combination chemotherapy with involved field radiotherapy in early stage (I-IIA) Hodgkin disease patients. Leuk. Lymphoma 44(11), 1919-1923 (2003).

    Product Citations

    Pemmari, A., Leppänen, T., Paukkeri, E.-L., et alAttenuating effects of nortrachelogenin on IL-4 and IL-13 induced alternative macrophage activation and on bleomycin-induced dermal dibrosis. J. Agric. Food Chem. 66(51), 13405-13413 (2018).