Acetylcysteine Ph. Eur.

Acetylcysteine is also known as N-acetylcysteine or N-acetyl-L-cysteine or NAC. It is the N-acetyl derivative of cysteine. NAC is essentially a prodrug that is converted to cysteine (in the intestine by the enzyme aminoacylase 1) and absorbed in the intestine into the blood stream. Cysteine is a key constituent to glutathione and hence administration of acetylcysteine replenishes glutathione stores. Acetylcysteine can also be used as a general antioxidant which can help mitigate symptoms for a variety of diseases exacerbated by reactive oxygen species (ROS).

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

CAT No: 10-101-106

CAS No:616-91-1

Synonyms/Alias:N-Acetyl-L-cysteine; NAC; L-α-Acetamido-β-mercaptopropionic acid; NSC-111180

Chemical Name:(2R)-2-acetamido-3-sulfanylpropanoic acid

Custom Peptide Synthesis
cGMP Peptide
  • Registration of APIs
  • CMC information required for an IND
  • IND and NDA support
  • Drug master files (DMF) filing
M.F/Formula
C5H9NO3S
M.W/Mr.
163.2
Sequence
One Letter Code: C
Three Letter Code: Ac-Cys-OH
Labeling Target
Glutathione synthetase; Cystine/glutamate transporter
Application
Acute and chronic bronchitis, laryngitis, tracheitis or sinusitisPulmonary complications of cystic fibrosisParacetamol overdose
Show alternative translations
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Activity
Stimulator; Activator
Areas of Interest
Neurological Disease
Functions
Metallopeptidase activity;
Cystine:glutamate antiporter activity

Acetylcysteine Ph. Eur. is a well-characterized thiol-containing amino acid derivative widely utilized in biochemical research and industrial applications. As a stable form of N-acetyl-L-cysteine, it features a reactive acetyl group attached to the amino terminus of cysteine, conferring enhanced solubility and favorable handling properties in laboratory settings. The compound's robust reducing capabilities, capacity to modulate cellular redox states, and role as a precursor in glutathione biosynthesis make it a valuable reagent for probing oxidative stress mechanisms and supporting various analytical and preparative workflows. Its inclusion in the European Pharmacopoeia reflects its consistent quality for research and manufacturing purposes, and its versatility underpins its broad utility across molecular biology, cell culture, and analytical chemistry.

Redox modulation: Acetylcysteine is frequently employed in studies focused on oxidative stress and redox biology due to its potent nucleophilic and antioxidant properties. Researchers utilize it to modulate intracellular thiol pools, enabling the investigation of redox-sensitive signaling pathways, cellular response to oxidative insults, and the regulation of reactive oxygen species. By acting as a reducing agent, it assists in maintaining or restoring the redox balance within experimental systems, thereby facilitating the elucidation of redox-dependent molecular mechanisms in both cell-free and cell-based assays.

Glutathione synthesis studies: As a recognized precursor of L-cysteine, acetylcysteine serves as a key substrate in the biosynthetic pathway of glutathione, the major intracellular antioxidant. Its addition to cell cultures or biochemical assays supports investigations into glutathione metabolism, transport, and turnover. Researchers leverage its ability to elevate intracellular cysteine levels, thereby enhancing glutathione synthesis and enabling detailed studies on antioxidant defense mechanisms, detoxification processes, and cellular resilience to chemical or environmental stressors.

Protein chemistry and sample preparation: The reducing capacity of acetylcysteine makes it a practical agent for disrupting disulfide bonds in proteins and peptides during sample preparation. In proteomic workflows and analytical biochemistry, it is used to maintain proteins in their reduced state, prevent aggregation, and facilitate downstream analyses such as electrophoresis, chromatography, or mass spectrometry. Its application ensures the preservation of native thiol groups and supports accurate structural and functional characterization of biomolecules.

Cell culture supplementation: In vitro systems often benefit from supplementation with acetylcysteine to promote cellular health and viability. Its antioxidative action helps mitigate oxidative damage and maintain optimal redox conditions in a variety of mammalian and microbial cell cultures. This function is particularly valuable in experiments where oxidative stress is a confounding variable or where enhanced cellular resilience is required for prolonged or high-throughput studies.

Analytical reagent for thiol quantification: The unique thiol functionality of acetylcysteine enables its use as a standard or calibrant in analytical assays designed to quantify free sulfhydryl groups in biological or chemical samples. It provides a reliable reference for colorimetric, fluorometric, or chromatographic methods assessing thiol content, supporting the development and validation of robust analytical protocols in research and quality control laboratories. By offering a stable and well-defined thiol source, it enhances the accuracy and reproducibility of thiol detection and quantification workflows.

Source#
Synthetic
Long-term Storage Conditions
Soluble in DMSO
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Short-term Storage Conditions
Dry, dark and at 0 - 4 °C
Solubility
-20 °C
Format
neat
Organism
Human
InChI
InChI=1S/C5H9NO3S/c1-3(7)6-4(2-10)5(8)9/h4,10H,2H2,1H3,(H,6,7)(H,8,9)/t4-/m0/s1
InChI Key
PWKSKIMOESPYIA-BYPYZUCNSA-N
Canonical SMILES
CC(C)C(C)(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
Isomeric SMILES
CC(=O)N[C@@H](CS)C(=O)O
BoilingPoint
407.7±40.0 °C at 760 mmHg
References

There is an expanding field of research investigating the benefits of alternatives to current pharmacological therapies in psychiatry. N-acetylcysteine (NAC) is emerging as a useful agent in the treatment of psychiatric disorders. Like many therapies, the clinical origins of NAC are far removed from its current use in psychiatry. Whereas the mechanisms of NAC are only beginning to be understood, it is likely that NAC is exerting benefits beyond being a precursor to the antioxidant, glutathione, modulating glutamatergic, neurotropic and inflammatory pathways. This review outlines the current literature regarding the use of NAC in disorders including addiction, compulsive and grooming disorders, schizophrenia and bipolar disorder. N-acetylcysteine has shown promising results in populations with these disorders, including those in whom treatment efficacy has previously been limited. The therapeutic potential of this acetylated amino acid is beginning to emerge in the field of psychiatric research.

Dean O, Giorlando F, Berk M. N-acetylcysteine in psychiatry: current therapeutic evidence and potential mechanisms of action[J]. Journal of psychiatry & neuroscience: JPN, 2011, 36(2): 78.

Melting Point
106-108?°C(lit.)

Useful Tools

Peptide Calculator

Abbreviation List

Peptide Glossary

If you have any peptide synthesis requirement in mind, please do not hesitate to contact us at . We will endeavor to provide highly satisfying products and services.

Featured Services
Custom Conjugation ServicePeptide Analysis ServicesPeptide Synthesis ServicesPeptide CDMOPeptide Nucleic Acids SynthesiscGMP Peptide ServiceEpitope Mapping ServicesPeptide Modification Services
Hot Products
About us

Creative Peptides is a trusted CDMO partner specializing in high-quality peptide synthesis, conjugation, and manufacturing under strict cGMP compliance. With advanced technology platforms and a team of experienced scientists, we deliver tailored peptide solutions to support drug discovery, clinical development, and cosmetic innovation worldwide.

From custom peptide synthesis to complex peptide-drug conjugates, we provide flexible, end-to-end services designed to accelerate timelines and ensure regulatory excellence. Our commitment to quality, reliability, and innovation has made us a preferred partner across the pharmaceutical, biotechnology, and personal care industries.

Our Customers