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H-Thr(tBu)-OH
  • Brand:baishixing
  • Origin:sichuanchengdu
  • Createtime: 2024-09-05
  • Updatetime: 2024-09-05
Product Details
CAS 4378-13-6
H-Thr(tBu)-OH is a specialized amino acid derivative used in peptide synthesis, characterized by the presence of a tert-butyl (tBu) protective group on the threonine (Thr) residue. This compound is essential in peptide chemistry for its role in stabilizing and controlling the reactivity of threonine's hydroxyl group during peptide synthesis, enabling the precise assembly of peptides with desired sequences and functions.

Structure and Components:
Threonine (Thr): Threonine is a polar amino acid with a hydroxyl group attached to its β-carbon. This hydroxyl group contributes to the peptide’s potential for hydrogen bonding and can influence peptide interactions and biological activity. Threonine residues are often involved in enzyme active sites and can affect the structural stability and function of peptides.

Tert-Butyl (tBu) Protection Group: The tert-butyl (tBu) group is a bulky and stable protective group used to shield the hydroxyl group of threonine during peptide synthesis. This protection prevents the hydroxyl group from participating in unwanted reactions, such as side-chain coupling or deprotection issues. The tBu group can be removed under acidic conditions, typically with trifluoroacetic acid (TFA), revealing the free hydroxyl group for further chemical reactions or peptide coupling.

Applications:
Peptide Synthesis: H-Thr(tBu)-OH is employed in peptide synthesis where the protection of the threonine hydroxyl group is required. The tBu protection strategy allows for controlled addition of threonine to peptide sequences, preventing side reactions and ensuring accurate peptide assembly.

Structural Studies: The use of H-Thr(tBu)-OH is valuable for studying the influence of threonine on peptide conformation and stability. The tBu protection group allows researchers to investigate how threonine residues affect peptide folding, interactions, and biological activity without interference from hydroxyl group reactions.

Pharmaceutical Development: Peptides incorporating H-Thr(tBu)-OH can be utilized in drug design to create peptides with specific biological activities or therapeutic properties. The controlled protection of the threonine residue enables the development of peptides with optimized binding properties and enhanced efficacy.

Biotechnology: In biotechnology, H-Thr(tBu)-OH can be used in designing peptide-based materials and biosensors. The stable tBu protection group and the unique properties of threonine can be leveraged to create materials with specific functional characteristics, such as enhanced molecular recognition or improved stability.

Conclusion:
H-Thr(tBu)-OH is an important amino acid derivative in peptide chemistry, offering a combination of threonine with the tert-butyl protection group. Its role in solid-phase peptide synthesis, structural studies, and pharmaceutical development highlights its significance in creating peptides with controlled properties. By incorporating H-Thr(tBu)-OH, researchers and developers can achieve precise control over peptide synthesis, leading to advancements in scientific research and various industrial applications.
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