H-Lys(Boc)-OH
- Createtime: 2024-09-05
- Updatetime: 2024-09-05
Product Details
CAS |
2418-95-3
|
PU |
99%
|
MF |
C11H22N2O4
|
H-Lys(Boc)-OH is a protected form of lysine, an essential amino acid used in peptide synthesis. It consists of lysine with a protective group, Boc (tert-butyloxycarbonyl), attached to its α-amino group, providing stability during synthetic processes.
Structure and Components:
Lysine (H-Lys): Lysine is one of the 20 standard amino acids, containing both an α-amino group and a side-chain ε-amino group. Its side chain's positive charge makes it highly reactive and important for peptide and protein interactions.
Boc (tert-butyloxycarbonyl) Group: The Boc group is attached to the α-amino group of lysine, preventing it from reacting during the initial stages of peptide synthesis. This protection ensures that the desired reactions occur only at specific points in the peptide chain. The Boc group is easily removed under acidic conditions, typically using trifluoroacetic acid (TFA), without affecting the rest of the molecule.
Application in Peptide Synthesis:
H-Lys(Boc)-OH is widely used in solid-phase peptide synthesis (SPPS), a common method for producing peptides. The Boc group protects the α-amino group while allowing the ε-amino group to remain free for coupling or further functionalization.
This selective protection is important in constructing linear or branched peptides, as it prevents undesired side reactions. After the desired peptide bond formation, the Boc group can be cleaved to expose the amino group for subsequent reactions.
Advantages:
Stability: The Boc group provides stability to lysine during various synthetic steps, allowing precise control over reactions.
Ease of Removal: The Boc group can be removed under mild acidic conditions, making it a convenient choice for multi-step syntheses.
Versatility: H-Lys(Boc)-OH is compatible with various coupling reactions and is often used in creating peptides for pharmaceuticals and research.
Conclusion:
H-Lys(Boc)-OH is an essential tool in peptide chemistry, offering stability, selectivity, and flexibility in peptide chain construction. Its protective Boc group ensures that the lysine residue is incorporated accurately into peptide sequences, contributing to the efficient synthesis of complex peptides.