Fmoc-Tyr(Boc-2-aminoethyl)-OH

Fmoc-Tyr(Boc-2-aminoethyl)-OH is a high‑value, specialty Fmoc‑protected tyrosine derivative employed in sophisticated solid‑phase peptide synthesis applications where orthogonal side‑chain functionality is required. The Boc‑protected aminoethyl ether modification on the tyrosine side chain gives Fmoc-Tyr(Boc-2-aminoethyl)-OH a distinct advantage: after the Boc group is removed with TFA, a free primary amine is released at the tyrosine side chain that can be utilized for further conjugation reactions without affecting the N‑terminal Fmoc group of the growing peptide. Thus, Fmoc-Tyr(Boc-2-aminoethyl)-OH is an indispensable building block for constructing branched peptides, peptide−drug conjugates, and peptide−polymer conjugates in medicinal chemistry and drug delivery research. The base‑labile Fmoc group on the N‑terminus and the acid‑labile Boc group on the side chain confer orthogonal deprotection compatibility, enabling Fmoc-Tyr(Boc-2-aminoethyl)-OH to be incorporated into standard SPPS workflows with minimal deviation from standard protocols.

Product Parameters

Why Cosperpharm?

When your peptide conjugation project requires the precision of orthogonal protecting groups and the flexibility of side‑chain functionalization, Cosperpharm delivers Fmoc-Tyr(Boc-2-aminoethyl)-OH with the rigorous quality control and technical support that advanced peptide chemists depend on.

Orthogonal protection that enables complex peptide architectures. The dual protecting group design of Fmoc-Tyr(Boc-2-aminoethyl)-OH — Fmoc on the N‑terminus and Boc on the side chain — allows you to selectively deprotect and functionalize the tyrosine side chain without affecting the N‑terminal protection. This capability is essential for constructing branched peptides, peptide−drug conjugates, and peptide−polymer conjugates. Our analytical release protocol verifies both protecting group integrity and the absence of premature deprotection products.

Documentation that supports your R&D and production. Every shipment of Fmoc-Tyr(Boc-2-aminoethyl)-OH includes a Certificate of Analysis (COA) with batch‑specific purity data, HPLC chromatographic traceability, and identity confirmation. For customers developing peptide‑based therapeutics, we provide stability summaries and custom quality agreements upon request.

Specialty supply for advanced peptide applications. Cosperpharm supplies Fmoc-Tyr(Boc-2-aminoethyl)-OH across the range of research and development quantities — from 1g–5g for medicinal chemistry screening, to 10g–50g for process optimization, to larger quantities for preclinical and clinical peptide manufacturing. R&D samples ship within 7–10 business days; bulk orders ship within 2–3 weeks.

Technical support for complex peptide synthesis. Our process chemistry team has extensive experience with side‑chain functionalized Fmoc amino acids, including troubleshooting of coupling efficiency, Boc group stability under SPPS conditions, and optimization of deprotection and conjugation steps. We can help you integrate Fmoc-Tyr(Boc-2-aminoethyl)-OH into your specific synthesis workflow.

Global reach with transparent pricing. Cosperpharm ships to pharmaceutical companies, CROs, biotechnology firms, and academic research laboratories worldwide, with full customs documentation included. Volume discounts apply at larger scales

Product Advantages

1. Dual Orthogonal Protecting Groups for Complex Peptide Assembly

Fmoc-Tyr(Boc-2-aminoethyl)-OH features two orthogonal protecting groups: an N‑terminal Fmoc group (cleaved under basic conditions, 20% piperidine in DMF) and a Boc group on the side‑chain aminoethyl moiety (cleaved under acidic conditions, typically TFA). This orthogonal protection strategy enables the selective deprotection and functionalization of the tyrosine side chain without affecting the N‑terminal protection of the growing peptide chain — a critical capability for constructing branched peptides, cyclic peptides via side‑chain to N‑terminus cyclization, and peptide conjugates with targeting ligands or payloads.

2. Versatile Aminoethyl Handle for Bioconjugation

Upon removal of the Boc group with TFA, the 2‑aminoethyl ether linkage on the tyrosine side chain presents a free primary amine that serves as a versatile conjugation handle. This amine can be coupled with carboxylic acids (including drug molecules, PEG chains, and fluorescent labels), reacted with activated esters (NHS esters), or used in reductive amination reactions. The flexible ethyl spacer provides sufficient distance from the tyrosine residue to minimize steric interference with peptide folding and target binding.

3. Incorporation into Standard SPPS Workflows

Fmoc-Tyr(Boc-2-aminoethyl)-OH is compatible with standard Fmoc‑SPPS protocols. The Fmoc group is removed with piperidine during chain elongation as usual, while the Boc group remains intact throughout the SPPS assembly. After the full peptide sequence has been assembled, the Boc group is cleaved during the global deprotection step (TFA cleavage cocktail), generating the free amine on the tyrosine side chain in a single, convenient step without additional handling.

4. Enabling Peptide−Drug Conjugate Development

Peptide−drug conjugates (PDCs) have emerged as a promising class of targeted therapeutics. Fmoc-Tyr(Boc-2-aminoethyl)-OH provides the ideal scaffold for PDC synthesis: the tyrosine side‑chain aminoethyl handle offers a clean, well‑defined conjugation site for attaching cytotoxic payloads, imaging agents, or targeting moieties. The structural flexibility of the aminoethyl linker helps preserve the biological activity of both the peptide and the conjugated agent.

5. Defined Quality for Demanding Applications

Cosperpharm supplies Fmoc-Tyr(Boc-2-aminoethyl)-OH at ≥95% purity with comprehensive analytical characterization including HPLC purity verification, identity confirmation (MS or NMR), and detailed batch‑specific COA. Each batch is tested for the absence of premature deprotection products and process‑related impurities that could compromise your synthesis outcomes.

FAQ

Q1: What is the primary application of Fmoc-Tyr(Boc-2-aminoethyl)-OH?

A: Fmoc-Tyr(Boc-2-aminoethyl)-OH is a specialized building block for solid‑phase peptide synthesis (SPPS) used to incorporate a tyrosine residue with a Boc‑protected aminoethyl side‑chain modification. After global deprotection with TFA, the tyrosine side chain presents a free primary amine that can be used for conjugation with drugs, PEG chains, fluorescent labels, or other functional moieties — making it valuable for peptide−drug conjugate (PDC) development and bioconjugation research.

Q2: What are the protecting groups used in this compound?

A: Fmoc-Tyr(Boc-2-aminoethyl)-OH contains two orthogonal protecting groups. The N‑terminus is protected by Fmoc (9‑fluorenylmethyloxycarbonyl, base‑labile, removed with 20% piperidine in DMF). The side‑chain aminoethyl moiety is protected by Boc (tert‑butoxycarbonyl, acid‑labile, removed with TFA). This orthogonality allows selective deprotection of each functionality.

Contact Us

Ready to advance your peptide conjugation project? Cosperpharm provides the orthogonal building blocks you need — with the purity, documentation, and technical support to keep your research moving forward. Contact us today to discuss your Fmoc-Tyr(Boc-2-aminoethyl)-OH requirements or to request batch‑specific analytical data.