A disulfide dimer of N-acetylcysteine
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N,N'-Diacetyl-L-cystine

Item No. 17596

Technical Information
Formal Name
(2R,2'R)-3,3'-disulfanediylbis(2-acetamidopropanoic acid)
CAS Number
5545-17-5
Synonyms
  • N,N’-Diacetylcystine
  • DiNAC
  • NSC 203780
Molecular Formula
C10H16N2O6S2
Formula Weight
Purity
≥90%
A crystalline solid
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 25 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
OC([C@@H](NC(C)=O)CSSC[C@H](NC(C)=O)C(O)=O)=O
InChi Code
InChI=1S/C10H16N2O6S2/c1-5(13)11-7(9(15)16)3-19-20-4-8(10(17)18)12-6(2)14/h7-8H,3-4H2,1-2H3,(H,11,13)(H,12,14)(H,15,16)(H,17,18)/t7-,8-/m0/s1
InChi Key
YTPQSLLEROSACP-YUMQZZPRSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    N,N’-Diacetyl-L-cystine (DiNAC) is a disulfide dimer of N-acetylcysteine with immunomodulatory properties. Its intact disulfide bridge has been shown to be important for its ability to modify contact sensitivity/delayed hypersensitivity reactions in mice.1,2 At 3 µM/kg/day, DiNAC also demonstrates anti-atherosclerotic effects, improving endothelial function in Watanabe heritable hyperlipidemic rabbits.2,3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Särnstrand, B., Jansson, A.H., Matuseviciene, G., et alN,N'-Diacetyl-L-cystine-the disulfide dimer of N-acetylcysteine-is a potent modulator of contact sensitivity/delayed type hypersensitivity reactions in rodents. J. Pharmacol. Exp. Ther. 288(3), 1174-1184 (1999).

    2. Pettersson, K., and Bergstrand, H. The antiatherogenic effect of DiNAC: Experimental findings supporting immunomodulation as a new treatment for atherosclerosis related diseases. Cardiovasc. Drug Rev. 21(2), 119-132 (2003).

    3. Wågberg, M., Jansson, A.H., Westerlund, C., et alN,N'-Diacetyl-L-cystine (DiNAC), the disulphide dimer of N-acetylcysteine, inhibits atherosclerosis in WHHL rabbits: Evidence for immunomodulatory agents as a new approach to prevent atherosclerosis. J. Pharmacol. Exp. Ther. 299(1), 76-82 (2001).

    4. Pettersson, K.S., Eliasson, U.B., Abrahamsson, T., et alN,N-Diacetyl-L-cystine improves endothelial function in atherosclerotic watanabe heritable hyperlipidaemic rabbits. Basic Clin. Pharmacol. Toxicol. 100(1), 36-42 (2007).