S-(4-Nitrophenyl)-L-cysteine - 55288-30-7

S-(4-Nitrophenyl)-L-cysteine

Catalog Number: EVT-466228
CAS Number: 55288-30-7
Molecular Formula: C9H10N2O4S
Molecular Weight: 242.25 g/mol
The product is for non-human research only. Not for therapeutic or veterinary use.
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Product Introduction

Description
S-(4-Nitrophenyl)-L-cysteine, also known as NPC, is a small molecule that has gained significant attention in the scientific community due to its potential therapeutic and environmental applications. NPC is a derivative of the amino acid cysteine and is commonly used as a substrate for enzymes involved in drug metabolism and detoxification. We will also explore the future perspectives and challenges associated with the use and study of NPC.
Applications in Various Fields
S-(4-Nitrophenyl)-L-cysteine has a wide range of applications in medical, environmental, and industrial research. In medical research, S-(4-Nitrophenyl)-L-cysteine has been investigated for its role in drug development, particularly in the development of drugs for cancer and liver diseases. S-(4-Nitrophenyl)-L-cysteine has also been studied in clinical trials for its potential therapeutic effects in various diseases. However, the potential side effects of S-(4-Nitrophenyl)-L-cysteine must be carefully considered in these studies. In environmental research, S-(4-Nitrophenyl)-L-cysteine has been studied for its effects on ecosystems and its role in pollution management. S-(4-Nitrophenyl)-L-cysteine has been shown to have potential as a bioremediation agent for the removal of pollutants from contaminated soil and water. In industrial research, S-(4-Nitrophenyl)-L-cysteine has been used in manufacturing processes to improve product quality and efficiency. However, health and safety considerations must be taken into account when using S-(4-Nitrophenyl)-L-cysteine in industrial settings.

Properties

CAS Number

55288-30-7

Product Name

S-(4-Nitrophenyl)-L-cysteine

IUPAC Name

(2R)-2-amino-3-(4-nitrophenyl)sulfanylpropanoic acid

Molecular Formula

C9H10N2O4S

Molecular Weight

242.25 g/mol

InChI

InChI=1S/C9H10N2O4S/c10-8(9(12)13)5-16-7-3-1-6(2-4-7)11(14)15/h1-4,8H,5,10H2,(H,12,13)/t8-/m0/s1

InChI Key

WXMIOWSCOYJQOT-QMMMGPOBSA-N

SMILES

C1=CC(=CC=C1[N+](=O)[O-])SCC(C(=O)O)N

Canonical SMILES

C1=CC(=CC=C1[N+](=O)[O-])SCC(C(=O)O)N

Isomeric SMILES

C1=CC(=CC=C1[N+](=O)[O-])SC[C@@H](C(=O)O)N
Method of Synthesis or Extraction
S-(4-Nitrophenyl)-L-cysteine can be synthesized using various methods, including chemical synthesis and enzymatic synthesis. Chemical synthesis involves the reaction of 4-nitrophenyl chloroformate with L-cysteine in the presence of a base such as triethylamine. Enzymatic synthesis involves the use of enzymes such as papain or bromelain to catalyze the reaction between 4-nitrophenyl acetate and L-cysteine. Both methods have been shown to be efficient, with yields ranging from 50-90%. However, chemical synthesis requires the use of toxic and hazardous chemicals, while enzymatic synthesis is more environmentally friendly and safer.
Chemical Structure and Biological Activity
S-(4-Nitrophenyl)-L-cysteine has a chemical structure consisting of a 4-nitrophenyl group attached to the thiol group of L-cysteine. S-(4-Nitrophenyl)-L-cysteine is a potent inhibitor of the enzyme gamma-glutamyl transpeptidase (GGT), which is involved in the metabolism of glutathione, a major antioxidant in the body. S-(4-Nitrophenyl)-L-cysteine has also been shown to inhibit the activity of other enzymes involved in drug metabolism and detoxification, such as cytochrome P450 enzymes. S-(4-Nitrophenyl)-L-cysteine has been found to have anti-inflammatory and antioxidant properties, and has been shown to protect against oxidative stress-induced cell damage.
Biological Effects
S-(4-Nitrophenyl)-L-cysteine has been shown to have a variety of biological effects on cell function and signal transduction. S-(4-Nitrophenyl)-L-cysteine has been found to inhibit the proliferation of cancer cells and induce apoptosis, or programmed cell death. S-(4-Nitrophenyl)-L-cysteine has also been shown to modulate the activity of various signaling pathways, including the MAPK/ERK and PI3K/Akt pathways. S-(4-Nitrophenyl)-L-cysteine has been investigated for its potential therapeutic effects in various diseases, including cancer, neurodegenerative diseases, and liver diseases. However, S-(4-Nitrophenyl)-L-cysteine has also been shown to have potential toxic effects, including hepatotoxicity and nephrotoxicity.
Future Perspectives and Challenges
Despite the potential applications of S-(4-Nitrophenyl)-L-cysteine, there are still limitations in its use and study. One major challenge is the potential toxic effects of S-(4-Nitrophenyl)-L-cysteine, which must be carefully evaluated in future studies. Another challenge is the development of more efficient and environmentally friendly methods of synthesis or extraction of S-(4-Nitrophenyl)-L-cysteine. Future research should also focus on the development of S-(4-Nitrophenyl)-L-cysteine-based drugs with improved efficacy and reduced toxicity. Overall, the future prospects of S-(4-Nitrophenyl)-L-cysteine in scientific research are promising, and further studies are needed to fully explore its potential applications.

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