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n-Boc-N'-Nitro-L-Arginine CAS NO 2188-18-3


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CAS No.:2188-18-3

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

n-Boc-N'-Nitro-L-Arginine is a protected derivative of the amino acid L-arginine, featuring both a tert-butoxycarbonyl (Boc) group and a nitro group on the guanidine side chain. This compound is a crucial building block in peptide synthesis, particularly for solid-phase peptide synthesis (SPPS), where it provides orthogonal protection strategies for the complex arginine residue. It is primarily utilized by pharmaceutical R&D laboratories, biotechnology companies, and academic research institutions engaged in the development of novel peptide-based therapeutics, diagnostics, and biochemical tools.

Application

  • Peptide Synthesis Intermediate: A key protected amino acid for the incorporation of L-arginine into peptide chains during solid-phase (SPPS) and solution-phase synthesis.
  • Pharmaceutical Research: Used in the research and development of peptide drugs, hormones, and enzyme inhibitors where arginine plays a critical functional role.
  • Bioconjugation & Probe Development: Serves as a precursor for creating labeled or modified arginine residues in peptides for diagnostic assays and imaging studies.
  • Biochemical Tool Development: Employed in the synthesis of substrate analogs, inhibitors, and affinity ligands for studying arginine-specific enzymes like nitric oxide synthases (NOS) and peptidylarginine deiminases (PADs).
  • Academic & Industrial R&D: Essential for fundamental research in medicinal chemistry, chemical biology, and proteomics focused on peptide structure-activity relationships.

Basic Information

Product Name n-Boc-N'-Nitro-L-Arginine
CAS No. 2188-18-3
Molecular Formula C11H21N5O6
Molecular Weight 319.32 g/mol
Synonyms Nα-Boc-Nω-Nitro-L-arginine; Boc-Arg(NO2)-OH; (S)-2-((tert-Butoxycarbonyl)amino)-5-(3-nitroguainidino)pentanoic acid; tert-Butyl N-[(2S)-5-(diamino-λ1-azanylidene)-1-(nitroamino)pentan-2-yl]carbamate; L-Arginine, N2-[(1,1-dimethylethoxy)carbonyl]-, N5-nitro-; Boc-L-Arg(NO2)-OH; N-Boc-N'-nitro-L-arginine; BOC-Arg(NO2)
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Quality Control

Our n-Boc-N'-Nitro-L-Arginine is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing, including HPLC for purity, chiral analysis for enantiomeric excess, and identity confirmation by IR and NMR spectroscopy. We provide Certificates of Analysis (COA) with each shipment, detailing all specifications and test results. Our quality commitment ensures material suitable for demanding research and development applications.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C. This product is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions to maintain stability and purity. Allow the container to reach room temperature before opening to minimize moisture condensation.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Assay (HPLC) ≥98.0%
Optical Rotation [α]D20 +10.0° to +12.0° (c=1 in DMF)
Chiral Purity (HPLC) ≥99.0% (L-isomer)
Water Content (KF) ≤0.5%
Residue on Ignition ≤0.1%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.

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