Nα-Boc-Nω-Z-L-arginine
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Nα-Boc-Nω-Z-L-arginine

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Category
BOC-Amino Acids
Catalog number
BAT-004303
CAS number
51219-18-2
Molecular Formula
C19H28N4O6
Molecular Weight
408.50
Nα-Boc-Nω-Z-L-arginine
IUPAC Name
(2S)-5-[[amino(phenylmethoxycarbonylamino)methylidene]amino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid
Synonyms
Boc-L-Arg(Z)-OH; (S)-5-(3-((Benzyloxy)Carbonyl)Guanidino)-2-((Tert-Butoxycarbonyl)Amino)Pentanoic Acid
Appearance
White powder
Purity
≥ 98% (HPLC)
Density
1.25±0.1 g/cm3(Predicted)
Melting Point
122-124 °C
Boiling Point
569.73°C at 760 mmHg
Storage
Store at 2-8 °C
InChI
InChI=1S/C19H28N4O6/c1-19(2,3)29-18(27)22-14(15(24)25)10-7-11-21-16(20)23-17(26)28-12-13-8-5-4-6-9-13/h4-6,8-9,14H,7,10-12H2,1-3H3,(H,22,27)(H,24,25)(H3,20,21,23,26)/t14-/m0/s1
InChI Key
FTDCZFJSCZHUMM-AWEZNQCLSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CCCN=C(N)NC(=O)OCC1=CC=CC=C1)C(=O)O

Nα-Boc-Nω-Z-L-arginine, a pivotal chemical reagent utilized in peptide synthesis and diverse biochemical applications, holds significant importance. Here are the key applications highlighted with complexity and variability:

Peptide Synthesis: Embedded within the realm of chemical synthesis, Nα-Boc-Nω-Z-L-arginine acts as a shielded amino acid unit in the intricate construction of peptides and proteins. Its dual protective shields (Boc and Z) intricately safeguard against unwanted side reactions during the elongation of peptide chains. This meticulous protection ensures the precise and effective assembly of peptides in solid-phase synthesis, showcasing the finesse required in the peptide design process.

Pharmaceutical Research: Spearheading the frontier of drug development, Nα-Boc-Nω-Z-L-arginine plays a vital role in shaping peptide-based therapeutic agents. By enabling the meticulous integration of arginine residues into medicinal peptides, this compound facilitates the exploration of drug-receptor interactions and the optimization of pharmacokinetic properties in therapeutic peptides. Its contribution to unraveling the complexities of drug design underscores its significance in pharmaceutical research.

Biochemical Studies: Delving into the intricacies of enzymatic processes, researchers harness Nα-Boc-Nω-Z-L-arginine to probe catalytic mechanisms involving arginine residues. Through the strategic incorporation of this safeguarded form into enzyme substrates, scientists unravel the intricate role of arginine in enzymatic activity and specificity. This methodical approach aids in unraveling the nuances of enzyme functionality and serves as a cornerstone for designing enzyme inhibitors, offering a deeper understanding of enzyme biochemistry.

Analytical Chemistry: In the realm of analytical evaluation, Nα-Boc-Nω-Z-L-arginine emerges as a critical component in assessing peptide synthesis processes. Acting as a benchmark in chromatographic and spectrometric analyses, this compound serves as a standard for validating the purity and structural integrity of synthesized peptides. This meticulous scrutiny ensures the quality and reproducibility of peptide products, underscoring its pivotal role in maintaining the precision and reliability of peptide synthesis methodologies.

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