BOC-L-Arg(NO2)-OH, CAS No. 2188-18-3

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2188-18-3

Catalog No. EBD30884

CAS 2188-18-3

Name BOC-L-Arg(NO2)-OH

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Basic Information

Synonyms: N-Boc-Arg(NO2) BOC-L-Arg(NO2)-OH boc-arg(n02)-oh n2-[(1,1-dimethylethoxy)carbonyl]-n5-[imino(nitroamino)methyl]-l-ornithin nα-boc-nω-nitro-l-arginine n-alpha-t-boc-n-omega-nitro-l-arginine n-alpha-t-boc-n-g-nitro-l-arginine n-alpha-tert-butyloxycarbonyl-n-gamma-nitro-l-arginine n-alpha-t-butoxycarbonyl-n-g-nitro-l-arginine n-alpha-tert-butoxycarbonyl-n-nitro-l-arginine n-boc-n'-nitro-l-arginine Boc-Arg(NO2)-OH Boc-L-nitroarginine BOC-ARG(NO2) N(alpha)-boc-N(omega)-nitro-L-arginine

Molecular Formula: C11H21N5O6

Molecular Weight: 319.31

MDL Number: MFCD00065556

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics

Product Description:

BOC-L-Arg(NO2)-OH is a protected derivative of the amino acid L-arginine. It features a tert-butoxycarbonyl (Boc) group protecting the alpha-amino functionality and a nitro (NO2) group protecting the guanidino side chain. This dual protection makes it a crucial building block in solid-phase peptide synthesis (SPPS) and solution-phase peptide chemistry. Its primary application is in the synthesis of peptides containing arginine residues. The Boc group is stable under basic conditions and can be removed under acidic conditions, while the nitro group on the side chain is stable to the acidic conditions used for Boc deprotection but can be selectively reduced to regenerate the free guanidino group of arginine at a later stage. This controlled deprotection strategy is essential for the efficient and regioselective construction of complex peptides and proteins for research and pharmaceutical development. This compound is widely used in the preparation of peptide-based drugs, enzyme substrates, and biochemical probes. It is a standard reagent in peptide chemistry laboratories, valued for its high purity and reliability in facilitating the incorporation of arginine into peptide chains without side reactions involving the reactive guanidine group.

Physical Properties

Density: 1.4 g/cm3

Storage: 2-8°C

Analytical Data

Appearance: white crystal powder