Boc-D-Arg HCl
- Price: ¥1000/Kg
- Createtime: 2024-09-05
- Updatetime: 2024-09-05
Product Details
CAS |
35897-34-8
|
PU |
99%
|
MF |
C11H23ClN4O4
|
EINECS |
609-191-0
|
Boc-D-Arg HCl is a specialized amino acid derivative used in peptide synthesis, characterized by the presence of a Boc (tert-butoxycarbonyl) protective group on the D-arginine (D-Arg) residue, along with its hydrochloride salt form. This compound is integral to peptide chemistry for its role in protecting the amino and guanidino groups of D-arginine during peptide synthesis, ensuring the precise construction of peptides with specific sequences and functions.
Structure and Components:
D-Arginine (D-Arg): D-arginine is a stereoisomer of arginine, an amino acid with a guanidino group in its side chain. The guanidino group is highly basic and plays a significant role in ionic interactions, hydrogen bonding, and enzymatic activity. The D-arginine form is used in studies to investigate the effects of chirality on peptide function and interactions.
Boc Protection Group: The Boc (tert-butoxycarbonyl) group is a bulky and stable protective group used to shield the amino group of arginine during peptide synthesis. It prevents unwanted reactions at the amino group, allowing for controlled peptide assembly. The Boc group can be removed under acidic conditions, typically with trifluoroacetic acid (TFA), revealing the free amino group for further chemical reactions or peptide coupling.
Hydrochloride Salt (HCl): The hydrochloride salt form of Boc-D-Arg is used to improve the solubility and stability of the compound in aqueous solutions, which is important for handling and processing in peptide synthesis.
Applications:
Peptide Synthesis: Boc-D-Arg HCl is employed in peptide synthesis where protection of the D-arginine side chain is required. The Boc protection strategy enables the controlled addition of D-arginine to peptide sequences, ensuring accurate peptide assembly and preventing side reactions. The hydrochloride salt form enhances solubility and handling during synthesis.
Structural Studies: The use of Boc-D-Arg HCl is valuable for studying the role of D-arginine in peptide conformation and biological activity. The Boc protection group and the D-form of arginine allow researchers to investigate how stereochemistry and the guanidino group affect peptide folding, interactions, and function.
Pharmaceutical Development: Peptides incorporating Boc-D-Arg HCl can be used in drug design to create peptides with specific biological activities or therapeutic properties. The controlled protection of the D-arginine residue and its unique stereochemistry allow for the development of peptides with optimized efficacy and targeted functions.
Biotechnology: In biotechnology, Boc-D-Arg HCl can be used in designing peptide-based materials and biosensors. The stable Boc protection group and the properties of D-arginine can be leveraged to create materials with specific functional characteristics, such as enhanced molecular recognition or improved stability.
Conclusion:
Boc-D-Arg HCl is a critical amino acid derivative in peptide chemistry, offering a combination of D-arginine with the tert-butoxycarbonyl protection group and hydrochloride salt form. Its role in solid-phase peptide synthesis, structural studies, and pharmaceutical development underscores its significance in creating peptides with controlled properties. By incorporating Boc-D-Arg HCl, researchers and developers can achieve precise control over peptide synthesis, leading to advancements in scientific research and various industrial applications.