A copper (II) chelator and derivative of metformin
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LCC-12 (formate)

Item No. 38929

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3,18-diimino-2,4,17,19-tetraazaeicosanediimidamide, diformic acid
CAS Number
3029253-76-4
Synonyms
  • LCC-12 FA
Molecular Formula
C16H36N10 • 2CH2O2
Formula Weight
460.6
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
237 nm
SMILES
NC(NC(NCCCCCCCCCCCCNC(NC(N)=N)=N)=N)=N.O=CO.O=CO
InChi Code
InChI=1S/C16H36N10.2CH2O2/c17-13(18)25-15(21)23-11-9-7-5-3-1-2-4-6-8-10-12-24-16(22)26-14(19)20;2*2-1-3/h1-12H2,(H6,17,18,21,23,25)(H6,19,20,22,24,26);2*1H,(H,2,3)
InChi Key
ZQBJHTLLELVSFX-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    LCC-12 is a copper (II) chelator and derivative of the biguanide metformin (Item No. 13118).1 It binds copper (II) as a monomer and reduces its hydrogen peroxide-dependent oxidation of NADH to NAD+ when used at a concentration of 20 µM. LCC-12 (10 µM) decreases the levels of the cytokines IL-1β, IL-2, IL-6, IL-8, and TNF-α, as well as levels of JAK2, STAT2, and IL-1 receptor-associated kinase 4 (IRAK4), in primary human cytokine-activated monocyte-derived macrophages (MDMs). It reduces the numbers of CD80+ and CD86+ cytokine-activated MDMs when used at a concentration of 10 µM. LCC-12 (0.3 mg/kg per day) increases survival in mouse models of sepsis induced by LPS or cecal ligation and puncture.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Solier, S., Müller, S., Cañeque, T., et al. A druggable copper-signalling pathway that drives inflammation. Nature 617(7960), 386-394 (2023).