Nα-Boc-Nω-(4-methoxy-2,3,6-trimethylbenzenesulfonyl)-L-arginine
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Nα-Boc-Nω-(4-methoxy-2,3,6-trimethylbenzenesulfonyl)-L-arginine

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

The Mtr-guanidine protection of Arg is more easily cleaved with acid than the tosyl protection.

Category
BOC-Amino Acids
Catalog number
BAT-002983
CAS number
102185-38-6
Molecular Formula
C21H34N4O7S
Molecular Weight
486.68
Nα-Boc-Nω-(4-methoxy-2,3,6-trimethylbenzenesulfonyl)-L-arginine
IUPAC Name
(2S)-5-[[amino-[(4-methoxy-2,3,6-trimethylphenyl)sulfonylamino]methylidene]amino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid
Synonyms
Boc-L-Arg(Mtr)-OH; (S)-2-((Tert-Butoxycarbonyl)Amino)-5-(3-((4-Methoxy-2,3,6-Trimethylphenyl)Sulfonyl)Guanidino)Pentanoic Acid
Appearance
White to off-white powder
Purity
≥ 98% (HPLC)
Density
1.28g/cm3
Storage
Store at 2-8 °C
InChI
InChI=1S/C21H34N4O7S/c1-12-11-16(31-7)13(2)14(3)17(12)33(29,30)25-19(22)23-10-8-9-15(18(26)27)24-20(28)32-21(4,5)6/h11,15H,8-10H2,1-7H3,(H,24,28)(H,26,27)(H3,22,23,25)/t15-/m0/s1
InChI Key
CXZHJRGYWGPJSD-HNNXBMFYSA-N
Canonical SMILES
CC1=CC(=C(C(=C1S(=O)(=O)NC(=NCCCC(C(=O)O)NC(=O)OC(C)(C)C)N)C)C)OC

Nα-Boc-Nω-(4-methoxy-2,3,6-trimethylbenzenesulfonyl)-L-arginine is a chemical compound with several specialized applications in bioscience. Here are some key applications of Nα-Boc-Nω-(4-methoxy-2,3,6-trimethylbenzenesulfonyl)-L-arginine:

Peptide Synthesis: Nα-Boc-Nω-(4-methoxy-2,3,6-trimethylbenzenesulfonyl)-L-arginine is widely used as a protected arginine derivative in peptide synthesis. It helps in preventing unwanted side reactions during the assembly of peptide chains. This protection strategy allows for the precise construction of complex peptides with high yields and purity.

Enzyme Inhibition Studies: This compound is utilized in enzyme inhibition studies to investigate the function of arginine residues in enzymatic activity. By incorporating it into substrate analogs, researchers can create potent inhibitors to study enzyme kinetics and mechanisms. This contributes to the development of new drugs targeting specific enzymes.

Bioconjugation Techniques: Nα-Boc-Nω-(4-methoxy-2,3,6-trimethylbenzenesulfonyl)-L-arginine is employed in bioconjugation techniques for the site-specific modification of proteins. It allows for the selective protection and deprotection of arginine residues, facilitating the attachment of various functional groups. This is especially important in the preparation of protein-based therapeutics and diagnostic tools.

Structural Biology: In structural biology, this compound is used to stabilize protein structures during crystallization and NMR studies. It protects sensitive arginine residues, thereby maintaining the integrity of the protein conformation. This application helps researchers obtain high-resolution structural data critical for understanding protein function and interactions.

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