Nα-Boc-Nα-methyl-Nω-4-toluenesulfonyl-L-arginine
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Nα-Boc-Nα-methyl-Nω-4-toluenesulfonyl-L-arginine

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Category
BOC-Amino Acids
Catalog number
BAT-002960
CAS number
108695-16-5
Molecular Formula
C19H30N4O6S
Molecular Weight
442.50
Nα-Boc-Nα-methyl-Nω-4-toluenesulfonyl-L-arginine
IUPAC Name
(2S)-5-[[amino-[(4-methylphenyl)sulfonylamino]methylidene]amino]-2-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]pentanoic acid
Synonyms
Boc-Nα-methyl-Nω-4-toluenesulfonyl-L-arginine
Appearance
White crystalline powder
Purity
≥ 99% (TLC)
Density
1.27±0.1 g/cm3(Predicted)
Melting Point
132-136 °C
Boiling Point
593.0±60.0 °C(Predicted)
Storage
Store at 2-8°C
InChI
InChI=1S/C19H30N4O6S/c1-13-8-10-14(11-9-13)30(27,28)22-17(20)21-12-6-7-15(16(24)25)23(5)18(26)29-19(2,3)4/h8-11,15H,6-7,12H2,1-5H3,(H,24,25)(H3,20,21,22)/t15-/m0/s1
InChI Key
OTYPUFUDTDVBRU-HNNXBMFYSA-N
Canonical SMILES
CC1=CC=C(C=C1)S(=O)(=O)NC(=NCCCC(C(=O)O)N(C)C(=O)OC(C)(C)C)N

Nα-Boc-Nα-methyl-Nω-4-toluenesulfonyl-L-arginine, a specialized chemical reagent widely employed in peptide synthesis and biochemical research, plays a crucial role in diverse applications. Here are the key applications presented with high perplexity and burstiness:

Peptide Synthesis: Serving as a fundamental component of peptide synthesis, Nα-Boc-Nα-methyl-Nω-4-toluenesulfonyl-L-arginine acts as a vital block for constructing complex peptide structures. Its protective groups facilitate a meticulous stepwise assembly of peptide chains, preventing undesirable side reactions throughout the process. This reagent empowers chemists to create exceptionally precise and pure peptides, essential for propelling pharmaceutical and research endeavors to new horizons.

Enzyme Inhibition Studies: In the realm of biochemical assays, this compound sheds light on the activity and inhibition mechanisms of arginine-specific enzymes. By incorporating Nα-Boc-Nα-methyl-Nω-4-toluenesulfonyl-L-arginine into experimental frameworks, researchers unveil the intricate dynamics between substrates and enzymes like arginine kinases or nitric oxide synthases. This application plays a pivotal role in drug discovery and unraveling the intricate mechanisms governing enzyme functionality.

Protein Labeling: Enabling selective protein labeling at arginine residues, Nα-Boc-Nα-methyl-Nω-4-toluenesulfonyl-L-arginine facilitates precise modifications essential for tracking, purifying, and analyzing proteins. Through strategic chemical modifications, this reagent facilitates the incorporation of labels or tags, enhancing protein manipulation for proteomics and structural biology investigations, thereby expanding the boundaries of protein research.

Drug Development: Positioned at the forefront of pharmaceutical research, this compound serves as a critical intermediate for designing inhibitors targeting arginine-utilizing enzymes and pathways. Researchers leverage the versatility of Nα-Boc-Nα-methyl-Nω-4-toluenesulfonyl-L-arginine to tailor analogs with enhanced specificity and potency. This innovative approach propels the creation of cutting-edge therapeutic agents aimed at combating a wide spectrum of diseases, driving forward drug development initiatives with unwavering momentum.

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