Nα-Boc-Nω,ω'-bis-Z-D-arginine
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Nα-Boc-Nω,ω'-bis-Z-D-arginine

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Category
BOC-Amino Acids
Catalog number
BAT-004302
CAS number
145881-13-6
Molecular Formula
C27H34N4O8
Molecular Weight
542.60
Nα-Boc-Nω,ω'-bis-Z-D-arginine
IUPAC Name
(2R)-5-[bis(phenylmethoxycarbonylamino)methylideneamino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid
Synonyms
Boc-D-Arg(Z)2-OH; Nalpha-(Tert-Butoxycarbonyl)-Omega,Omega'-Bis(Benzyloxycarbonyl)-D-Arginine
Appearance
White to off-white powder
Purity
≥ 99% (HPLC)
Melting Point
137-141 °C
Storage
Store at-20 °C
InChI
InChI=1S/C27H34N4O8/c1-27(2,3)39-26(36)29-21(22(32)33)15-10-16-28-23(30-24(34)37-17-19-11-6-4-7-12-19)31-25(35)38-18-20-13-8-5-9-14-20/h4-9,11-14,21H,10,15-18H2,1-3H3,(H,29,36)(H,32,33)(H2,28,30,31,34,35)/t21-/m1/s1
InChI Key
ZWRJPLNCTNRXPE-OAQYLSRUSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CCCN=C(NC(=O)OCC1=CC=CC=C1)NC(=O)OCC2=CC=CC=C2)C(=O)O

Nα-Boc-Nω,ω'-bis-Z-D-arginine, a synthetic derivative of the amino acid arginine, finds widespread application in peptide synthesis and scientific research. Here are the key applications of this compound, presented with high perplexity and burstiness:

Peptide Synthesis: Central to the realm of complex peptide synthesis is Nα-Boc-Nω,ω'-bis-Z-D-arginine, a crucial component in crafting peptides with potential therapeutic value. Its protective groups serve to shield against unwanted reactions during peptide elongation, ensuring the purity and yield of the final product. This compound stands as an indispensable reagent in the modern landscape of peptide chemistry, facilitating the creation of intricate molecular structures.

Drug Development: Delving into the frontier of pharmaceutical innovation, Nα-Boc-Nω,ω'-bis-Z-D-arginine emerges as a key player in the development of arginine-based medicinal compounds. The derivatives derived from this compound often showcase improved bioavailability and therapeutic effectiveness, offering researchers a gateway to designing novel drugs targeting specific disease-related pathways. This molecule serves as a catalyst for the creation of pharmaceutical breakthroughs, paving the way for advanced treatment modalities.

Biochemical Studies: Stepping into the realm of biochemical research, Nα-Boc-Nω,ω'-bis-Z-D-arginine shines as a valuable tool for probing protein-arginine interactions and enzyme kinetics. By integrating this compound into experimental frameworks, scientists can delve into the intricate roles of arginine residues in enzymatic processes and protein structures. This exploration aids in unraveling the complex mechanisms governing protein function and enzymatic activities, shedding light on the inner workings of biological molecules.

Molecular Biology Research: Amidst the landscape of molecular biology, Nα-Boc-Nω,ω'-bis-Z-D-arginine emerges as a pivotal resource for site-specific protein and polypeptide modifications. This compound empowers researchers to introduce arginine residues at precise locations within proteins, enabling in-depth investigations into structure-function relationships and protein engineering. It serves as a cornerstone in deciphering the contributions of arginine to protein folding, stability, and catalytic activity, driving forward our understanding of molecular intricacies.

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