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2188-18-3
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Basic Info
CAS Number
2188-18-3
Pharmacopoeia
ChP,USP,BP,EP,JP,ChP
Product Keywords
Na-tert-Butoxycarbonyl-NG-nitro-L-arginine,,Intermediates
Is Manufacturer
No
Samples Provided
NO
Packaging & Delivery
Packaging Specification
packaging : Length x Width x Height
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shipping_port :
Product Description
AI Product Description
*The following content is generated by AI and is for reference only.
Na-tert-Butoxycarbonyl-NG-nitro-L-arginine, often abbreviated as Boc-Nitro-L-Arg or similar variations depending on the specific salt form, is a specialized chemical intermediate widely utilized in organic synthesis and peptide chemistry. This compound serves as a protected derivative of L-arginine, where the alpha-amino group is safeguarded by a tert-butoxycarbonyl (Boc) protecting group, while the guanidino nitrogen bears a nitro substituent. The molecular formula for this substance is typically C10H20N4O5, corresponding to a molecular weight of approximately 260.29 g/mol, though exact values may vary slightly based on hydration state or counterions. Its CAS number is commonly recognized as 87373-83-5, facilitating precise identification in chemical databases and regulatory documents.
The primary application of Na-tert-Butoxycarbonyl-NG-nitro-L-arginine lies in the research and development of nitric oxide synthase (NOS) inhibitors. Since nitric oxide plays a critical role in various physiological processes, including vasodilation and neurotransmission, understanding its regulation is vital for treating conditions like hypertension, septic shock, and neurodegenerative disorders. This molecule acts as a precursor or a structural mimic in synthesizing potent NOS inhibitors, allowing researchers to probe enzyme mechanisms with high specificity. The Boc group ensures stability during synthetic procedures, preventing unwanted side reactions at the alpha-position, which is crucial when constructing complex peptidomimetics. Furthermore, it is employed in solid-phase peptide synthesis protocols where selective protection strategies are required to achieve high purity in final products.
In pharmaceutical contexts, derivatives synthesized from this intermediate contribute to drug discovery campaigns targeting inflammatory pathways and immune responses. Laboratories use it to investigate the structure-activity relationships of arginine-based compounds, aiding in the optimization of therapeutic candidates. While primarily a research reagent, its utility extends to academic studies exploring metabolic pathways involving amino acids. Safety handling requires standard precautions for organic chemicals, as exposure to strong acids can remove the Boc group, potentially altering reactivity. Overall, Na-tert-Butoxycarbonyl-NG-nitro-L-arginine remains an indispensable tool for chemists and biologists working at the intersection of medicinal chemistry and molecular biology, enabling advancements in understanding and modulating nitric oxide signaling networks.
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