A copper-containing compound with diverse biological activities
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Cu-GTSM

Item No. 35455

Technical Information
Formal Name
(SP-4-2)-[[2,2′-(1,2-ethanediylidene)bis[N-methylhydrazinecarbothioamidato-κN2,κS]](2-)]-copper
CAS Number
68341-14-0
Synonyms
  • CuII(gtsm)
  • copper-GTSM
Molecular Formula
C6H10CuN6S2
Formula Weight
Purity
≥95%
A solid
DMF: 20 mg/mLDMSO: 10 mg/mLEthanol: Slightly solublePBS (pH 7.2): 0.16 mg/mL
λmax
316, 495 nm
SMILES
CNC1=N[N]2=CC=[N]3[Cu+2]2([S-]1)[S-]C(NC)=N3
InChi Code
InChI=1S/C6H12N6S2.Cu/c1-7-5(13)11-9-3-4-10-12-6(14)8-2;/h3-4H,1-2H3,(H2,7,11,13)(H2,8,12,14);/q;+2/p-2/b9-3+,10-4+;
InChi Key
ILQDIMXONQDSFP-RUACYTINSA-L
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Cu-GTSM is a copper-containing compound and an analog of Cu-ATSM (Item No. 17122) that has diverse biological activities.1,2,3,4 It is active against methicillin-sensitive and -resistant S. aureus clinical isolates (IC50s = 0.3-0.6 µM for all).1 Cu-GTSM inhibits the growth of SK-N-MC neuroepithelioma cells and MRC-5 fibroblasts (IC50s = 0.009 and 0.27 µM, respectively).2 It induces the production of reactive oxygen species (ROS) in SK-N-MC cells when used at a concentration of 5 µM. Cu-GTSM (2.5 mg/kg) reduces tumor burden in the transgenic adenocarcinoma of mouse prostate (TRAMP) model but induces weight loss and renal toxicity in the same model.3 Cu-GTSM-containing positron-emitting copper isotopes have been used in PET imaging applications for copper trafficking in the TASTPM transgenic mouse model of Alzheimer's disease.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Haeili, M., Moore, C., Davis, C.J.C., et alCopper complexation screen reveals compounds with potent antibiotic properties against methicillin-resistant Staphylococcus aureus. Antimicrob Agents Chemother. 58(7), 3727-3736 (2014).

    2. Stefani, C., Al-Eisawi, Z., Jansson, P.J., et alIdentification of differential anti-neoplastic activity of copper bis(thiosemicarbazones) that is mediated by intracellular reactive oxygen species generation and lysosomal membrane permeabilization. J. Inorg. Biochem. 152, 20-37 (2015).

    3. Cater, M.A., Pearson, H.B., Wolyniec, K., et alIncreasing intracellular bioavailable copper selectively targets prostate cancer cells. ACS Chem. Biol. 8(7), 1621-1631 (2013).

    4. Torres, J.B., Andreozzi, E.M., Dunn, J.T., et alPET imaging of copper trafficking in a mouse model of alzheimer disease. J. Nucl. Med. 57(1), 109-114 (2016).