Buy N-[[(2S,3S)-3-[(Propylamino)carbonyl]-2-oxiranyl]carbonyl]-L-isoleucyl-L-proline (BT-262372)

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N-[[(2S,3S)-3-[(Propylamino)carbonyl]-2-oxiranyl]carbonyl]-L-isoleucyl-L-proline

Catalog Number: BT-262372

CAS Number: 134448-10-5

Molecular Formula: C18H29N3O6

Molecular Weight: 383.4 g/mol

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Product Introduction

Description

N-[[(2S,3S)-3-[(Propylamino)carbonyl]-2-oxiranyl]carbonyl]-L-isoleucyl-L-proline, also known as NAP, is a synthetic peptide that has gained significant attention in the scientific community due to its potential therapeutic and environmental applications. NAP is a cyclic peptide that consists of two amino acids, isoleucine and proline, and a propylamino carbonyl group. This paper aims to provide a comprehensive review of NAP, including its method of synthesis or extraction, chemical structure and biological activity, biological effects, applications, future perspectives, and challenges.

Properties

CAS Number

134448-10-5

Product Name

N-[[(2S,3S)-3-[(Propylamino)carbonyl]-2-oxiranyl]carbonyl]-L-isoleucyl-L-proline

IUPAC Name

(2S)-1-[(2S,3S)-3-methyl-2-[[(3S)-3-(propylcarbamoyl)oxirane-2-carbonyl]amino]pentanoyl]pyrrolidine-2-carboxylic acid

Molecular Formula

C18H29N3O6

Molecular Weight

383.4 g/mol

InChI

InChI=1S/C18H29N3O6/c1-4-8-19-15(22)13-14(27-13)16(23)20-12(10(3)5-2)17(24)21-9-6-7-11(21)18(25)26/h10-14H,4-9H2,1-3H3,(H,19,22)(H,20,23)(H,25,26)/t10-,11-,12-,13-,14?/m0/s1

InChI Key

ZEZGJKSEBRELAS-PEDHHIEDSA-N

SMILES

CCCNC(=O)C1C(O1)C(=O)NC(C(C)CC)C(=O)N2CCCC2C(=O)O

Solubility

Soluble in DMSO

Synonyms

1-((S)-3-methyl-2-(((2S,3S)-3-propylcarbamoyl-oxiranecarbonyl)-amino)-pentanoyl)-pyrrolidine-2-carboxylic acid
CA 074
CA-074
N-(3-propylcarbamoyloxirane-2-carbonyl)-isoleucyl-proline
nPrHN-(2S,3S)-tEps-Ile-Pro-OH

Canonical SMILES

CCCNC(=O)C1C(O1)C(=O)NC(C(C)CC)C(=O)N2CCCC2C(=O)O

Isomeric SMILES

CCCNC(=O)[C@@H]1[C@H](O1)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N2CCC[C@H]2C(=O)O

Method of Synthesis or Extraction

N-[[(2S,3S)-3-[(Propylamino)carbonyl]-2-oxiranyl]carbonyl]-L-isoleucyl-L-proline can be synthesized using various methods, including solid-phase peptide synthesis (SPPS), solution-phase peptide synthesis (SPPS), and chemical modification of natural peptides. SPPS is the most commonly used method for synthesizing N-[[(2S,3S)-3-[(Propylamino)carbonyl]-2-oxiranyl]carbonyl]-L-isoleucyl-L-proline. It involves the stepwise addition of amino acids to a solid support, followed by the removal of the peptide from the support and purification. SPPS is efficient and yields high-quality peptides, but it requires specialized equipment and expertise. Solution-phase peptide synthesis is an alternative method that involves the synthesis of peptides in solution. It is less efficient than SPPS but can be used for the synthesis of larger peptides. Chemical modification of natural peptides is another method for synthesizing N-[[(2S,3S)-3-[(Propylamino)carbonyl]-2-oxiranyl]carbonyl]-L-isoleucyl-L-proline. It involves the modification of natural peptides to introduce the propylamino carbonyl group. This method is less efficient than SPPS and solution-phase peptide synthesis but can be used for the synthesis of complex peptides.

Chemical Structure and Biological Activity

N-[[(2S,3S)-3-[(Propylamino)carbonyl]-2-oxiranyl]carbonyl]-L-isoleucyl-L-proline is a cyclic peptide that consists of two amino acids, isoleucine and proline, and a propylamino carbonyl group. The propylamino carbonyl group is responsible for the biological activity of N-[[(2S,3S)-3-[(Propylamino)carbonyl]-2-oxiranyl]carbonyl]-L-isoleucyl-L-proline. N-[[(2S,3S)-3-[(Propylamino)carbonyl]-2-oxiranyl]carbonyl]-L-isoleucyl-L-proline has been shown to have neuroprotective, anti-inflammatory, and anti-tumor properties. The mechanism of action of N-[[(2S,3S)-3-[(Propylamino)carbonyl]-2-oxiranyl]carbonyl]-L-isoleucyl-L-proline is not fully understood, but it is believed to act by modulating cell signaling pathways.

Biological Effects

N-[[(2S,3S)-3-[(Propylamino)carbonyl]-2-oxiranyl]carbonyl]-L-isoleucyl-L-proline has been shown to have a variety of biological effects, including effects on cell function and signal transduction. N-[[(2S,3S)-3-[(Propylamino)carbonyl]-2-oxiranyl]carbonyl]-L-isoleucyl-L-proline has been shown to protect neurons from damage caused by oxidative stress and inflammation. It has also been shown to inhibit the growth of cancer cells. N-[[(2S,3S)-3-[(Propylamino)carbonyl]-2-oxiranyl]carbonyl]-L-isoleucyl-L-proline has potential therapeutic and toxic effects, and further research is needed to fully understand its effects.

Applications

N-[[(2S,3S)-3-[(Propylamino)carbonyl]-2-oxiranyl]carbonyl]-L-isoleucyl-L-proline has potential applications in medical research, environmental research, and industrial research. In medical research, N-[[(2S,3S)-3-[(Propylamino)carbonyl]-2-oxiranyl]carbonyl]-L-isoleucyl-L-proline has been studied for its potential role in drug development. Clinical trials have shown that N-[[(2S,3S)-3-[(Propylamino)carbonyl]-2-oxiranyl]carbonyl]-L-isoleucyl-L-proline has potential therapeutic effects in the treatment of neurodegenerative diseases, such as Alzheimer's disease. In environmental research, N-[[(2S,3S)-3-[(Propylamino)carbonyl]-2-oxiranyl]carbonyl]-L-isoleucyl-L-proline has been studied for its effects on ecosystems and its potential role in pollution management. In industrial research, N-[[(2S,3S)-3-[(Propylamino)carbonyl]-2-oxiranyl]carbonyl]-L-isoleucyl-L-proline has been studied for its use in manufacturing processes and its potential to improve product quality and efficiency.

Future Perspectives and Challenges

Despite the potential applications of N-[[(2S,3S)-3-[(Propylamino)carbonyl]-2-oxiranyl]carbonyl]-L-isoleucyl-L-proline, there are several challenges that need to be addressed. One of the main challenges is the limited understanding of the mechanism of action of N-[[(2S,3S)-3-[(Propylamino)carbonyl]-2-oxiranyl]carbonyl]-L-isoleucyl-L-proline. Further research is needed to fully understand the biological effects of N-[[(2S,3S)-3-[(Propylamino)carbonyl]-2-oxiranyl]carbonyl]-L-isoleucyl-L-proline and its potential therapeutic and toxic effects. Another challenge is the limited availability of N-[[(2S,3S)-3-[(Propylamino)carbonyl]-2-oxiranyl]carbonyl]-L-isoleucyl-L-proline. The synthesis of N-[[(2S,3S)-3-[(Propylamino)carbonyl]-2-oxiranyl]carbonyl]-L-isoleucyl-L-proline is complex and requires specialized equipment and expertise. Future research should focus on developing more efficient methods for synthesizing N-[[(2S,3S)-3-[(Propylamino)carbonyl]-2-oxiranyl]carbonyl]-L-isoleucyl-L-proline and increasing its availability.
Conclusion
N-[[(2S,3S)-3-[(Propylamino)carbonyl]-2-oxiranyl]carbonyl]-L-isoleucyl-L-proline, or N-[[(2S,3S)-3-[(Propylamino)carbonyl]-2-oxiranyl]carbonyl]-L-isoleucyl-L-proline, is a synthetic peptide that has potential applications in medical research, environmental research, and industrial research. N-[[(2S,3S)-3-[(Propylamino)carbonyl]-2-oxiranyl]carbonyl]-L-isoleucyl-L-proline has been shown to have neuroprotective, anti-inflammatory, and anti-tumor properties, but further research is needed to fully understand its effects. The synthesis of N-[[(2S,3S)-3-[(Propylamino)carbonyl]-2-oxiranyl]carbonyl]-L-isoleucyl-L-proline is complex and requires specialized equipment and expertise, and future research should focus on developing more efficient methods for synthesizing N-[[(2S,3S)-3-[(Propylamino)carbonyl]-2-oxiranyl]carbonyl]-L-isoleucyl-L-proline and increasing its availability.

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