Nα-Boc-Nω-4-toluenesulfonyl-D-arginine
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Nα-Boc-Nω-4-toluenesulfonyl-D-arginine

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Category
BOC-Amino Acids
Catalog number
BAT-002987
CAS number
61315-61-5
Molecular Formula
C18H28N4O6S
Molecular Weight
428.50
Nα-Boc-Nω-4-toluenesulfonyl-D-arginine
IUPAC Name
(2R)-5-[[amino-[(4-methylphenyl)sulfonylamino]methylidene]amino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid
Synonyms
Boc-D-Arg(Tos)-OH; N(Alpha)-Boc-N(Omega)-Tosyl-D-Arginine; Nalpha-Boc-Nomega-Tosyl-D-Arginine
Appearance
White powder
Purity
≥ 99.5% (Chiral HPLC)
Density
1.31±0.1 g/cm3(Predicted)
Melting Point
107-109 °C
Storage
Store at 2-8 °C
InChI
InChI=1S/C18H28N4O6S/c1-12-7-9-13(10-8-12)29(26,27)22-16(19)20-11-5-6-14(15(23)24)21-17(25)28-18(2,3)4/h7-10,14H,5-6,11H2,1-4H3,(H,21,25)(H,23,24)(H3,19,20,22)/t14-/m1/s1
InChI Key
WBIIPXYJAMICNU-CQSZACIVSA-N
Canonical SMILES
CC1=CC=C(C=C1)S(=O)(=O)NC(=NCCCC(C(=O)O)NC(=O)OC(C)(C)C)N

Nα-Boc-Nω-4-toluenesulfonyl-D-arginine, a chemical compound widely utilized in peptide synthesis, holds diverse applications in the field. Here are the key applications presented with high perplexity and burstiness:

Peptide Synthesis: Serving as a crucial component in peptide synthesis, Nα-Boc-Nω-4-toluenesulfonyl-D-arginine acts as a shielded amino acid during peptide creation. The Boc (tert-butyloxycarbonyl) group shields the amino group, facilitating selective deprotection steps that streamline the construction of intricate peptide sequences with precision.

Drug Development: In the realm of drug development, this compound plays a pivotal role in crafting peptide-based therapeutics with exacting precision. Through its integration into solid-phase peptide synthesis, researchers can engineer peptides with customized sequences and modifications tailored to target specific biological pathways and receptors, effectively shaping the next generation of targeted medications.

Bioconjugation Studies: Nα-Boc-Nω-4-toluenesulfonyl-D-arginine finds utility in bioconjugation studies where peptides are fused with various molecules such as fluorescent probes or drugs. The protective groups preserved by this compound ensure functional groups remain accessible for subsequent conjugation reactions. This capability is fundamental in creating multifaceted molecules for imaging, diagnostics, and therapeutic interventions, unlocking new horizons in molecular research.

Protein Engineering: Within the realm of protein engineering, Nα-Boc-Nω-4-toluenesulfonyl-D-arginine facilitates the integration of non-natural amino acids into proteins, expanding the repertoire of tools available for studying protein structure and function with unparalleled precision. By introducing specific chemical functionalities into proteins, researchers can delve into intricate protein interactions, ultimately designing proteins endowed with novel properties that push the boundaries of scientific discovery.

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