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N,N′-Diacetyl-L-cystine (CAS 5545-17-5)

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Alternate Names:
NSC 203780
Application:
N,N′-Diacetyl-L-cystine is a treatment for dermal inflammations
CAS Number:
5545-17-5
Purity:
≥90%
Molecular Weight:
324.37
Molecular Formula:
C10H16N2O6S2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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N,N′-Diacetyl-L-cystine, a modified amino acid, plays a role in various research applications, particularly in the study of oxidative stress and cellular detoxification mechanisms. In biochemical research, it serves as an analogue to investigate the function of cysteine residues in proteins and enzymes, examining how acetylation affects their structure and activity. Researchers also utilize N,N′-Diacetyl-L-cystine to explore the synthesis and properties of complex peptides and proteins that mimic the natural redox reactions within cells. Its unique characteristics enable the study of disulfide bond formation and reduction, which are critical for protein folding and function. Additionally, it acts as a tool in analytical chemistry for developing assays to detect and quantify thiol groups in biological samples, contributing to the understanding of cellular dynamics in redox biology.


N,N′-Diacetyl-L-cystine (CAS 5545-17-5) References

  1. N,N'-Diacetyl-L-cystine-the disulfide dimer of N-acetylcysteine-is a potent modulator of contact sensitivity/delayed type hypersensitivity reactions in rodents.  |  Särnstrand, B., et al. 1999. J Pharmacol Exp Ther. 288: 1174-84. PMID: 10027856
  2. Reaction of nitroxyl, an aldehyde dehydrogenase inhibitor, with N-acetyl-L-cysteine.  |  Shoeman, DW., et al. 2000. Alcohol. 20: 55-9. PMID: 10680717
  3. Monitoring of the subtraction process in solid-phase representational difference analysis: characterization of a candidate drug.  |  Boräng, S., et al. 2001. Gene. 271: 183-92. PMID: 11418239
  4. N,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.  |  Wågberg, M., et al. 2001. J Pharmacol Exp Ther. 299: 76-82. PMID: 11561065
  5. L-cystine inhibits aspartate-beta-semialdehyde dehydrogenase by covalently binding to the essential 135Cys of the enzyme.  |  Alvarez, E., et al. 2004. Biochim Biophys Acta. 1696: 23-9. PMID: 14726201
  6. Influence of N,N'-diacetyl-L-cystine on D-galactosamine/lipopolysaccharide induced immunological liver failure in mice.  |  Wang, P., et al. 2004. Yao Xue Xue Bao. 39: 782-6. PMID: 15700816
  7. Irreversible alkylation of human serum albumin by zileuton metabolite 2-acetylbenzothiophene-S-oxide: a potential model for hepatotoxicity.  |  Li, F., et al. 2007. Chem Res Toxicol. 20: 1854-61. PMID: 17944539
  8. Reaction Kinetics Direct a Rational Synthesis of an HIV-1 Inactivator of Nucleocapsid Protein 7 and Provide Mechanistic Insight into Cellular Metabolism and Antiviral Activity.  |  Nikolayevskiy, H., et al. 2018. Chemistry. 24: 9485-9489. PMID: 29653024
  9. An Improved Inhaled Mucolytic to Treat Airway Muco-obstructive Diseases.  |  Ehre, C., et al. 2019. Am J Respir Crit Care Med. 199: 171-180. PMID: 30212240
  10. Reducing Holomycin Thiosulfonate to its Disulfide with Thiols.  |  Chan, AN., et al. 2019. Chem Res Toxicol. 32: 400-404. PMID: 30523678
  11. Lysis of arterial thrombi by perfusion of N,N'-Diacetyl-L-cystine (DiNAC).  |  Kim, D., et al. 2021. PLoS One. 16: e0247496. PMID: 33630932
  12. Transtympanic injection of a liposomal gel loaded with N-acetyl-L-cysteine: A relevant strategy to prevent damage induced by cochlear implantation in guinea pigs?  |  Jaudoin, C., et al. 2021. Int J Pharm. 604: 120757. PMID: 34058306
  13. Circular dichroism of a model compound of L-cystine residue: N,N'-diacetyl-L-cystine bismethylamide.  |  Takagi, T., et al. 1973. Biochim Biophys Acta. 310: 11-9. PMID: 4710588

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

N,N′-Diacetyl-L-cystine, 5 g

sc-212323
5 g
$448.00

I was wondering if you could tell me the solubility of N,N'-Diacetyl-L-cystine (CAS 5545-17-5, Cat # sc-212323) at neutral pH in water. Thanks.

Asked by: 13punMA
Thank you for asking about our product N,N'-Diacetyl-L-cystine (CAS# 5545-17-5) This product has shown to have solubility in both Methanol and water, > 5 mg/mL.
Answered by: Chemical Support 8
Date published: 2017-03-10
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Rated 4 out of 5 by from Worked well in our cell culture experimentsWorked well in our cell culture experiments.
Date published: 2015-09-28
Rated 5 out of 5 by from WangWang, P. et al. (PubMed 15700816) investigated the therapeutic effects of N,N'-diacetyl-L-cystine (DiNAC) on immunological liver failure in mice. DiNAC suppressed the elevation of serum levels of ALT and AST, markedly enhanced proliferation and differentiation of T cell subsets (CD4+, CD8+ and Th1, Th2), and improved all the histopathological features. In mice of fulminant hepatic failure (FHF), the survival time significantly prolonged and the survival rate increased 24 h after introduction of DiNAC. -SCBT Publication Review
Date published: 2015-07-09
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N,N′-Diacetyl-L-cystine is rated 4.5 out of 5 by 2.
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