A siderophore with anticancer activity
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Bisucaberin

Item No. 32890

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1,12-dihydroxy-1,6,12,17-tetraazacyclodocosane-2,5,13,16-tetrone
CAS Number
112972-60-8
Synonyms
  • NSC 619796
Molecular Formula
C18H32N4O6
Formula Weight
400.5
Purity
≥90%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: soluble
SMILES
O=C1N(O)CCCCCNC(CCC(N(O)CCCCCNC(CC1)=O)=O)=O
InChi Code
InChI=1S/C18H32N4O6/c23-15-7-10-18(26)22(28)14-6-2-4-12-20-16(24)8-9-17(25)21(27)13-5-1-3-11-19-15/h27-28H,1-14H2,(H,19,23)(H,20,24)
InChi Key
GTADQMQBQBOJIO-UHFFFAOYSA-N
Origin
Bacterium/Alteromonas haloplankis
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $623

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    Product Description

    Bisucaberin is a siderophore and bacterial metabolite that has been found in A. haloplanktis and has anticancer activity.1,2 It inhibits the growth of L1210 and 1MC carcinoma cells (IC50s = 9.7 and 12.7 µM, respectively) and sensitizes fibrosarcoma 1023 cells to macrophage-mediated cytolysis.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hou, Z., Raymond, K.N., O'Sullivan, B., et al. A preorganized siderophore: Thermodynamic and structural characterization of alcaligin and bisucaberin, microbial macrocyclic dihydroxamate chelating agents. Inorg. Chem. 37(26), 6630-6637 (1998).

    2. Kameyama, T., Takahashi, A., Kurasawa, S., et al. Bisucaberin, a new siderophore, sensitizing tumor cells to macrophage-mediated cytolysis. I. Taxonomy of the producing organism, isolation and biological properties. J. Antibiot. (Tokyo) 40(12), 1664-1670 (1987).