Nα-Z-D-arginine
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Nα-Z-D-arginine

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Category
CBZ-Amino Acids
Catalog number
BAT-003208
CAS number
6382-93-0
Molecular Formula
C14H20N4O4
Molecular Weight
308.30
Nα-Z-D-arginine
IUPAC Name
(2R)-5-(diaminomethylideneamino)-2-(phenylmethoxycarbonylamino)pentanoic acid
Synonyms
Z-D-Arg-OH; (2R)-5-(diaminomethylideneamino)-2-(phenylmethoxycarbonylamino)pentanoic acid
Appearance
White powder
Purity
≥ 99% (HPLC)
Density
1.1765 g/cm3 (rough estimate)
Melting Point
78-97 °C
Boiling Point
448.73°C (rough estimate)
Storage
Store at 2-8 °C
InChI
InChI=1S/C14H20N4O4/c15-13(16)17-8-4-7-11(12(19)20)18-14(21)22-9-10-5-2-1-3-6-10/h1-3,5-6,11H,4,7-9H2,(H,18,21)(H,19,20)(H4,15,16,17)/t11-/m1/s1
InChI Key
SJSSFUMSAFMFNM-LLVKDONJSA-N
Canonical SMILES
C1=CC=C(C=C1)COC(=O)NC(CCCN=C(N)N)C(=O)O

Nα-Z-D-arginine, a derivative of the amino acid arginine, finds diverse applications in biochemical and medical fields. Here are the key applications of Nα-Z-D-arginine presented with high perplexity and burstiness:

Peptide Synthesis: Embracing Nα-Z-D-arginine in the realm of chemical synthesis of peptides proves instrumental. Its integration safeguards the arginine side chain during peptide formation, warding off undesired reactions. This meticulous process results in elevated purity and yield of the desired peptide products, imperative for both research endeavors and pharmaceutical pursuits.

Drug Development: Within the dynamic landscape of drug development, Nα-Z-D-arginine emerges as a foundational component for crafting novel therapeutic compounds. By skillfully modifying the arginine residue with protective groups, researchers forge new drugs boasting enhanced stability and efficacy. These innovative derivatives hold significant promise in the quest to design treatments for a spectrum of maladies encompassing cardiovascular and metabolic disorders.

Biochemical Research: The multifaceted utility of Nα-Z-D-arginine shines brightly in unraveling enzyme-substrate dynamics and exploring protein structure-function correlations. Researchers leverage its properties to probe the specificity and activity of proteases and other arginine-altering enzymes. A profound comprehension of these interactions lays the groundwork for delineating biological pathways and formulating potent enzyme inhibitors.

Analytical Chemistry: In the realm of analytical chemistry, Nα-Z-D-arginine plays a pivotal role within techniques like high-performance liquid chromatography (HPLC) and mass spectrometry. Its involvement in calibrating and standardizing analytical instruments as a reference compound ensures precise measurement of arginine and related molecules in biological specimens. This precision facilitates the attainment of dependable experimental results, underpinning advancements in analytical methodologies.

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