Acetyltrialanine - 19245-85-3
Acetyltrialanine
Catalog Number: BT-257346
CAS Number: 19245-85-3
Molecular Formula: C11H19N3O5
Molecular Weight: 273.29 g/mol
The product is for non-human research only. Not for therapeutic or veterinary use.
Product Introduction
Description
Acetyltrialanine is a synthetic compound that has gained significant attention in the scientific community due to its potential therapeutic and industrial applications. It is a derivative of the amino acid tryptophan and has been found to exhibit various biological activities.
Properties
CAS Number
19245-85-3
Product Name
Acetyltrialanine
IUPAC Name
(2S)-2-[[(2S)-2-[[(2S)-2-acetamidopropanoyl]amino]propanoyl]amino]propanoic acid
Molecular Formula
C11H19N3O5
Molecular Weight
273.29 g/mol
InChI
InChI=1S/C11H19N3O5/c1-5(12-8(4)15)9(16)13-6(2)10(17)14-7(3)11(18)19/h5-7H,1-4H3,(H,12,15)(H,13,16)(H,14,17)(H,18,19)/t5-,6-,7-/m0/s1
InChI Key
DRYOODAJROGPQO-ACZMJKKPSA-N
SMILES
CC(C(=O)NC(C)C(=O)NC(C)C(=O)O)NC(=O)C
Solubility
Soluble in DMSO
Synonyms
Ac-Ala-Ala-Ala
acetyl-L-alanyl-L-alanyl-L-alanine
acetyltrialanine
acetyltrialanine, (D-Ala-L-Ala-L-Ala)-isomer
acetyltrialanine, (L-Ala-D-Ala-D-Ala)-isomer
acetyltrialanine, all (D)-isome
Canonical SMILES
CC(C(=O)NC(C)C(=O)NC(C)C(=O)O)NC(=O)C
Isomeric SMILES
C[C@@H](C(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)O)NC(=O)C
Method of Synthesis or Extraction
Acetyltrialanine can be synthesized using various methods, including chemical synthesis, enzymatic synthesis, and microbial synthesis. Chemical synthesis involves the reaction of tryptophan with acetic anhydride in the presence of a catalyst. Enzymatic synthesis involves the use of enzymes such as tryptophan synthase and acetyltransferase to catalyze the reaction between tryptophan and acetyl-CoA. Microbial synthesis involves the use of microorganisms such as Escherichia coli and Bacillus subtilis to produce acetyltrialanine. The efficiency and yield of each method vary, with chemical synthesis being the most efficient and microbial synthesis being the least efficient. Environmental and safety considerations must be taken into account when choosing a method of synthesis or extraction.
Chemical Structure and Biological Activity
Acetyltrialanine has a chemical formula of C13H14N2O3 and a molecular weight of 246.26 g/mol. It has a similar structure to tryptophan, with an acetyl group attached to the amino group. Acetyltrialanine has been found to exhibit various biological activities, including antioxidant, anti-inflammatory, and anticancer activities. Its mechanism of action involves the inhibition of various enzymes and signaling pathways, leading to the modulation of cell function and signal transduction.
Biological Effects
Acetyltrialanine has been found to have potential therapeutic and toxic effects. Its potential therapeutic effects include the treatment of cancer, inflammation, and oxidative stress. However, its potential toxic effects include the induction of apoptosis and DNA damage. Further research is needed to determine the optimal dosage and duration of treatment to minimize the potential toxic effects of acetyltrialanine.
Applications
Acetyltrialanine has various applications in medical, environmental, and industrial research. In medical research, it has been found to play a role in drug development, with several clinical trials showing promising results in the treatment of cancer and inflammation. In environmental research, acetyltrialanine has been found to have effects on ecosystems and can be used in pollution management. In industrial research, it can be used in manufacturing processes to improve product quality and efficiency. Health and safety considerations must be taken into account when using acetyltrialanine in industrial applications.
Future Perspectives and Challenges
Despite the potential applications of acetyltrialanine, there are current limitations in its use and study. These include the lack of standardized methods for synthesis and extraction, the need for further research to determine its optimal dosage and duration of treatment, and the potential toxic effects associated with its use. Possible solutions and improvements include the development of more efficient and environmentally friendly methods of synthesis and extraction, the identification of specific biological targets, and the optimization of dosage and duration of treatment. Future trends and prospects in the application of acetyltrialanine in scientific research include the development of new drugs and therapies, the identification of new biological targets, and the exploration of its potential applications in other fields such as agriculture and food science.
Conclusion:
Acetyltrialanine is a synthetic compound that has gained significant attention in the scientific community due to its potential therapeutic and industrial applications. Its method of synthesis or extraction, chemical structure, biological activity, biological effects, applications, future perspectives, and challenges have been discussed in this paper. Further research is needed to fully understand the potential of acetyltrialanine and to develop safe and effective applications in various fields.
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