N-Tosyl-L-alanyloxyindole
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N-Tosyl-L-alanyloxyindole

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Category
L-Amino Acids
Catalog number
BAT-007721
CAS number
75062-54-3
Molecular Formula
C18H18N2O4S
Molecular Weight
358.42
N-Tosyl-L-alanyloxyindole
Size Price Stock Quantity
2.5 g $298 In stock
5 g $523 In stock
IUPAC Name
1H-indol-3-yl (2S)-2-[(4-methylphenyl)sulfonylamino]propanoate
Synonyms
N-Tosyl-L-alanine 3-indoxyl ester; (S)-1H-Indol-3-yl 2-(4-methylphenylsulfonamido)propanoate; 1H-Indol-3-yl N-((4-methylphenyl)sulphonyl)-L-alaninate; L-Alanine, N-[(4-methylphenyl)sulfonyl]-, 1H-indol-3-yl ester; H-Tos-Ala-y; 1H-indol-3-yl (2S)-2-[(4-methylphenyl)sulfonylamino]propanoate; Taloxin
Appearance
Greyish white powder
Purity
≥ 99% (HPLC)
Density
1.339±0.06 g/cm3 (Predicted)
Melting Point
38-60 °C
Boiling Point
577.9±60.0 °C (Predicted)
Storage
Store at 2-8 °C
InChI
InChI=1S/C18H18N2O4S/c1-12-7-9-14(10-8-12)25(22,23)20-13(2)18(21)24-17-11-19-16-6-4-3-5-15(16)17/h3-11,13,19-20H,1-2H3/t13-/m0/s1
InChI Key
CBIVSVOVPJAVRE-ZDUSSCGKSA-N
Canonical SMILES
CC1=CC=C(C=C1)S(=O)(=O)NC(C)C(=O)OC2=CNC3=CC=CC=C32

N-Tosyl-L-alanyloxyindole, an organic compound with profound implications in medicinal chemistry and biochemical research, showcases a diverse array of applications. Here are the key applications, explored with a high degree of perplexity and burstiness:

Protease Inhibition Studies: Delving into the realm of protease enzymes, researchers frequently employ N-Tosyl-L-alanyloxyindole as a potent tool for inhibition studies, particularly focused on serine proteases. This compound serves as a selective inhibitor, shedding light on enzymatic mechanisms and specificities crucial for developing therapeutic agents targeting proteases in diseases such as cancer and inflammatory conditions.

Drug Design and Discovery: Within the intricate domain of medicinal chemistry, N-Tosyl-L-alanyloxyindole emerges as a pivotal scaffold for designing novel pharmaceutical agents. Chemists manipulate its structure to create derivative compounds with heightened biological activity and selectivity. The compound's structural adaptability serves as a valuable foundation for synthesizing potential breakthrough drugs, pushing the boundaries of pharmacological innovation.

Peptide Synthesis: Aiding in the realm of peptide synthesis, N-Tosyl-L-alanyloxyindole functions as a safeguarding entity for amino acids during the synthesis process. By serving as a protecting group, it directs reactions to specific sites, ensuring the integrity of the peptide chain. This precise application is essential for the accurate production of synthetic peptides, crucial in both research and therapeutic settings.

Biochemical Assays: In the realm of biochemical research, N-Tosyl-L-alanyloxyindole finds its place in various in vitro assays aimed at studying enzyme kinetics and inhibition. Integrating this compound into assays allows scientists to gauge the efficacy of enzyme inhibitors and decipher the underlying biochemical pathways. This pivotal step aids in understanding enzyme characteristics and refining the development of pharmacological inhibitors on a nuanced level.

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