N-α-Carbobenzoxy-L-arginine benzyl ester p-toluenesulfonate
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N-α-Carbobenzoxy-L-arginine benzyl ester p-toluenesulfonate

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Category
CBZ-Amino Acids
Catalog number
BAT-005983
CAS number
649767-16-8
Molecular Formula
C28H34N4O7S
Molecular Weight
570.66
N-α-Carbobenzoxy-L-arginine benzyl ester p-toluenesulfonate
IUPAC Name
benzyl (2S)-5-(diaminomethylideneamino)-2-(phenylmethoxycarbonylamino)pentanoate;4-methylbenzenesulfonic acid
Synonyms
L-Arginine, N2-[(phenylmethoxy)carbonyl]-, phenylmethyl ester, mono(4-methylbenzenesulfonate); (S)-Benzyl 2-(((benzyloxy)carbonyl)amino)-5-guanidinopentanoate 4-methylbenzenesulfonate; N2-[(Phenylmethoxy)carbonyl]-L-arginine phenylmethyl ester p-toluenesulfonate; Z-Arg-OBzl Tos-OH
Related CAS
103305-87-9 (free base) 103305-88-0 (benzenesulfonate)
InChI
InChI=1S/C21H26N4O4.C7H8O3S/c22-20(23)24-13-7-12-18(19(26)28-14-16-8-3-1-4-9-16)25-21(27)29-15-17-10-5-2-6-11-17;1-6-2-4-7(5-3-6)11(8,9)10/h1-6,8-11,18H,7,12-15H2,(H,25,27)(H4,22,23,24);2-5H,1H3,(H,8,9,10)/t18-;/m0./s1
InChI Key
WVOKVKQFDWUGRX-FERBBOLQSA-N
Canonical SMILES
CC1=CC=C(C=C1)S(=O)(=O)O.C1=CC=C(C=C1)COC(=O)C(CCCN=C(N)N)NC(=O)OCC2=CC=CC=C2

N-α-Carbobenzoxy-L-arginine benzyl ester p-toluenesulfonate, a chemical compound widely utilized in biochemical and pharmaceutical research, has diverse applications. Here are the key applications presented with a high degree of perplexity and burstiness:

Peptide Synthesis: Critical in peptide synthesis, this compound acts as a protective shield, safeguarding the arginine side chain from undesirable reactions during the intricate process of peptide assembly. This protection enables the meticulous construction of peptide sequences, fundamental for exploring the complexities of protein structure and function.

Enzyme Inhibition Studies: Integral to studies on enzyme activity and inhibition, N-α-Carbobenzoxy-L-arginine benzyl ester p-toluenesulfonate plays a pivotal role. Whether as a substrate or inhibitor, it aids researchers in unraveling the intricate mechanisms underlying enzyme function and regulation. This deep understanding is paramount for the development of novel therapeutics targeting specific enzymes implicated in various diseases.

Protein Function Analysis: Within biochemical research, this compound serves as a valuable tool for probing protein interactions and activities. By integrating it into proteins, scientists can delve into how modifications influence protein behavior and interactions with other molecules. This application is crucial for deciphering the intricacies of cellular processes and uncovering potential therapeutic targets.

Drug Development: In the realm of pharmaceuticals, this compound plays a crucial role in the development and evaluation of new drugs. Its function in protecting amino acid side chains during synthesis is indispensable for creating precise models of drug interactions. Through its utilization, researchers can engineer and refine therapeutic peptides, enhancing their efficacy and stability for optimized drug design.

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