Z-Tyr(tBu)-OtBu

📋 Basic Information
Chinese Name: Z-O-tert-butyl-L-tyrosine tert-butyl ester / N-benzyloxycarbonyl-O-tert-butyl-L-tyrosine tert-butyl ester.

Molecular Formula/Molecular Weight: C₂₅H₃₃NO₅ / 427.53 g/mol.

Structural Features: Simultaneously protects the amino group (Z-group), carboxyl group (tert-butyl ester), and the phenolic hydroxyl group of the tyrosine side chain (tert-butyl).

🛡️ Protecting Group Functions
N-terminal protection (Z group): This refers to the benzyloxycarbonyl group, which can be selectively removed under mild conditions such as catalytic hydrogenation and remains stable under subsequent acidic deprotection conditions, thereby achieving orthogonal protection.

C-terminal protection (-OtBu): The tert-butyl ester protecting group on the carboxyl group is stable under basic conditions but sensitive to acids, thereby preventing unwanted side reactions during synthesis.

Side-chain protection (tBu): The tert-butyl protection of the phenolic hydroxyl group effectively prevents oxidation or alkylation side reactions of the tyrosine side chain during synthesis.

⚙️ Key Applications
Peptide Synthesis: As building blocks, their multiple protective groups ensure that only the target peptide bonds form during chain extension, significantly improving product purity and yield.

Drug Discovery: Used to synthesize therapeutic peptides that require precise control of chiral integrity, reducing impurities caused by racemization.

Materials Science: Used to assemble peptide sequences capable of forming hydrogels or nanofibers, for applications in biomedical fields such as tissue engineering.

💡 Usage Tips
Ortho-deprotection: The Z group is typically removed by hydrogenolysis (H₂/Pd), while the OtBu and side-chain tBu groups are removed under acidic conditions (e.g., TFA).

Important Notice: This product is for research use only and must not be used on humans or for clinical treatment.

📞Contact information:

Contact: Lucy Yao

Email: lucy@coreychem.com