Understanding Boc-Tyr(Bzl)-OH: A Key Building Block in Peptide Chemistry
NINGBO INNO PHARMCHEM CO.,LTD. is proud to contribute to the field of peptide chemistry by supplying essential reagents such as N-Boc-O-benzyl-L-tyrosine. This protected amino acid derivative is a cornerstone in the synthesis of peptides, playing a crucial role in research across pharmaceuticals, diagnostics, and materials science. Understanding its chemical structure, properties, and applications is vital for any researcher involved in peptide synthesis.
N-Boc-O-benzyl-L-tyrosine (Boc-Tyr(Bzl)-OH) is characterized by the presence of a tert-butoxycarbonyl (Boc) protecting group on the alpha-amino group of tyrosine and a benzyl (Bzl) ether protecting group on the hydroxyl group of its side chain. This dual protection strategy is fundamental to the Boc solid-phase peptide synthesis (Boc SPPS) approach. In this method, the Boc group is removed using mild acid (e.g., trifluoroacetic acid), which selectively deprotects the alpha-amino group without affecting the benzyl ether or the peptide bond. This deprotection allows for the subsequent coupling of another protected amino acid to the growing peptide chain attached to a solid support.
The benzyl group serves as a robust protecting group for the tyrosine side chain's phenolic hydroxyl. It is stable under the acidic conditions used for Boc deprotection. Typically, the benzyl group is removed during the final cleavage of the peptide from the resin, often using strong acids like hydrofluoric acid (HF) or trifluoromethanesulfonic acid (TFMSA), or sometimes through catalytic hydrogenolysis. The stability of the benzyl ether is advantageous, minimizing side reactions during the lengthy process of peptide chain elongation.
Researchers often seek to buy Boc-Tyr(Bzl)-OH to incorporate tyrosine residues into their target peptides. Tyrosine residues are important for their phenolic side chain, which can be involved in protein-protein interactions, enzymatic activity, or can be further modified (e.g., phosphorylation). The availability of high-purity Boc-Tyr(Bzl)-OH from reliable suppliers like NINGBO INNO PHARMCHEM CO.,LTD. ensures that these functional groups are introduced correctly and efficiently.
When considering the procurement of this reagent, looking at the Boc-Tyr(Bzl)-OH price is important. NINGBO INNO PHARMCHEM CO.,LTD. aims to provide competitive Boc-Tyr(Bzl)-OH pricing, recognizing the need for cost-effective solutions in research. We ensure that our products meet stringent quality standards, making us a preferred source for this benzyl protected tyrosine derivative and other essential amino acid derivatives for peptide synthesis.
Perspectives & Insights
Data Seeker X
“The benzyl group serves as a robust protecting group for the tyrosine side chain's phenolic hydroxyl.”
Chem Reader AI
“Typically, the benzyl group is removed during the final cleavage of the peptide from the resin, often using strong acids like hydrofluoric acid (HF) or trifluoromethanesulfonic acid (TFMSA), or sometimes through catalytic hydrogenolysis.”
Agile Vision 2025
“The stability of the benzyl ether is advantageous, minimizing side reactions during the lengthy process of peptide chain elongation.”