An L-cystine derivative
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Dimethyl diacetyl cystinate

Item No. 43064

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N,N′-diacetyl-L-cystine, 1,1′-dimethyl ester
CAS Number
32381-28-5
Synonyms
  • DACDM
  • N,N′-Diacetyl-L-cystine Dimethylester
  • NSC 136019
Molecular Formula
C12H20N2O6S2
Formula Weight
352.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble: ≥ 10 mg/mlPBS (pH 7.2): Sparingly soluble: 1-10 mg/ml
SMILES
COC([C@H](CSSC[C@H](NC(C)=O)C(OC)=O)NC(C)=O)=O
InChi Code
InChI=1S/C12H20N2O6S2/c1-7(15)13-9(11(17)19-3)5-21-22-6-10(12(18)20-4)14-8(2)16/h9-10H,5-6H2,1-4H3,(H,13,15)(H,14,16)/t9-,10-/m0/s1
InChi Key
ZTTORBNKJFMGIM-UWVGGRQHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    Dimethyl diacetyl cystinate is a derivative of the oxidized dimeric form of cysteine L-cystine (Item No. 31727).1 It inhibits UVB radiation-induced NF-κB nuclear translocation in and IL-1α secretion from HaCaT cells when used at concentrations of 50 or 100 µM. Dimethyl diacetyl cystinate (10 µg/ml) decreases proliferation and IFN-γ and IL-2 secretion in a co-culture of lymphocytes isolated from BALB/c mice and irradiated splenocytes isolated from C57BL/10J mice.2 Subconjunctival administration of dimethyl diacetyl cystinate (8 µg/animal) reduces corneal glutathione (GSH) levels and increases corneal allograft survival in mice.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kitazawa, M., Nakano, T., Chuujou, H., et al. Intracellular redox regulation by a cystine derivative suppresses UV-induced NF-κB activation. FEBS Lett. 526(1-3), 106-110 (2002).

    2. Yamada, J., Hamuro, J., Terai, K., et al. Major histocompatibility complex semi-matching improves murine corneal allograft survival under oxidative macrophage dominancy. Transplantation 84(7), 899-907 (2007).