In the ever-evolving landscape of biochemical research and pharmaceutical development, the precise nature and consistent availability of chemical intermediates are crucial. Boc-Orn-OH, chemically known as N-alpha-Boc-L-ornithine, stands out as a fundamental building block in peptide synthesis and a valuable compound for various research applications. This article provides an in-depth look at its chemical properties, structure, and its multifaceted applications, highlighting why it's a go-to material for scientists and formulators.

Unpacking the Chemistry of Boc-Orn-OH

Boc-Orn-OH is characterized by its chemical formula: C10H20N2O4. Its molecular weight is approximately 232.3 grams per mole. This precise molecular definition is vital for its function as an amino acid derivative in peptide synthesis. The 'Boc' (tert-butyloxycarbonyl) group is a widely used protecting group in organic chemistry, particularly in peptide synthesis. It is attached to the alpha-amino group of L-ornithine. This protection strategy is essential for directing synthetic pathways, preventing unwanted reactions at the alpha-amino site during peptide chain elongation.

Key Chemical Properties and Specifications:

  • Appearance: Boc-Orn-OH is typically supplied as a white powder, indicating a high degree of purity.
  • CAS Number: The unique identifier for Boc-Orn-OH is 21887-64-9. This number is critical for accurate identification and regulatory purposes.
  • Molecular Structure: It features the basic structure of L-ornithine, with the Boc group protecting the alpha-amino terminus and a free carboxyl group. This structure is fundamental to its reactivity and role in peptide formation.
  • Solubility: While specific solubility data can vary slightly, it is generally soluble in common organic solvents used in peptide synthesis, such as Dimethylformamide (DMF) and Dimethyl sulfoxide (DMSO).

The Indispensable Role in Peptide Synthesis

The primary application of Boc-Orn-OH is in solid-phase peptide synthesis (SPPS), a robust method for constructing peptide chains. By using Boc-protected amino acids like Boc-Orn-OH, chemists can build peptides with high fidelity and yield. The Boc group is readily removed under mild acidic conditions, allowing the free alpha-amino group to react with the next activated amino acid. This step-wise assembly is critical for creating peptides with specific sequences and therapeutic potential.

Broader Applications and Research Significance

Beyond its primary use in peptide synthesis, Boc-Orn-OH serves as a valuable intermediate in various fields of chemical research and development:

  • Pharmaceutical R&D: It is used in the synthesis of novel peptide-based drugs, drug conjugates, and peptidomimetics designed to target specific biological pathways.
  • Organic Synthesis: As a chiral building block, it can be utilized in the synthesis of complex organic molecules where the specific stereochemistry and functionality of ornithine are required.
  • Biochemical Studies: Researchers may employ Boc-Orn-OH in studies related to protein modification, amino acid metabolism, and the development of biochemical probes.

For scientists and procurement managers looking to buy Boc-Orn-OH, sourcing from a reputable Boc-Orn-OH manufacturer is key to ensuring quality and consistency. Companies like NINGBO INNO PHARMCHEM CO.,LTD. offer this essential compound, providing detailed specifications and reliable supply. Understanding the chemical properties of Boc-Orn-OH empowers researchers to make informed decisions for their projects, ensuring the success of their peptide synthesis and R&D endeavors.

By leveraging the well-defined chemical properties of Boc-Orn-OH, the scientific community can continue to push the boundaries of peptide-based therapeutics and biochemical innovation. Engage with experienced suppliers to secure the materials that drive your research forward.