Ac-L-Tyr-OEt*H2O is an acetyl-protected L-tyrosine amino acid ester hydrate in which tyrosine's phenolic side chain is retained while the amino group is acylated as an N-acetyl (Ac) derivative and the carboxyl group is esterified as the OEt (ethyl ester). The molecule therefore contains an N-acetylated amino functionality (no free amino group), a phenolic hydroxyl on the aromatic ring for hydrogen-bonding and derivatization chemistry, and a carboxylate masked as an ethyl ester, with the "*H2O" indicating an associated water of hydration. Ac-L-Tyr-OEt*H2O is used as a protected amino acid ester building block in peptide-related synthesis and as a substrate-like intermediate for preparing further tyrosine-containing derivatives, including analogues bearing modified phenolic functionality for labeling, conjugation, or structure-activity studies.
CAT No: CP26066
CAS No:840-97-1
Synonyms/Alias:Ac-Tyr-OEt;840-97-1;N-ACETYL-L-TYROSINEETHYLESTER;EthylN-acetyl-L-tyrosinate;ATEE;(S)-Ethyl2-acetamido-3-(4-hydroxyphenyl)propanoate;EthylN-alpha-acetyl-tyrosinate;CHEBI:28828;N-Acetyltyrosineethylester;Acetyl-L-tyrosineethylester;ethyl(2S)-2-acetamido-3-(4-hydroxyphenyl)propanoate;L-Tyrosine,N-acetyl-,ethylester;NSC64725;NSC87506;Ac-Tyr-OEt?H2O;PubChem13178;L-ATEE;N-Acetyl-L-tyrosineethyl;AC1L21FR;A6751_SIGMA;SCHEMBL468756;TYR001;CHEMBL3278820;SCHEMBL14370511;MolPort-003-925-163
Chemical Name:N-alpha-Acetyl-L-tyrosine ethyl ester monohydrate
Ac-L-Tyr-OEt*H2O is an N-acetylated L-tyrosine ethyl ester hydrate, combining an acetylated amino terminus with an esterified carboxyl group. The tyrosine phenolic side chain remains available for downstream functionalization, while the protected termini make the compound a practical building block for preparing defined peptide-like intermediates and tyrosine-containing segments without uncontrolled coupling at the α-amino or α-carboxyl positions. The ethyl ester and hydrate form are commonly handled as a stable, isolable reagent in synthetic and analytical workflows where controlled reactivity and defined substitution patterns are required.
1. Tyrosine Segment Building
Ac-L-Tyr-OEt*H2O is used to assemble tyrosine-containing peptide segments and peptide-like intermediates with a defined N-acetyl/ethyl-ester end-group pattern. Researchers in peptide chemistry and custom peptide manufacturing often select this format to ensure the α-amino functionality is masked (as the N-acetyl group) and the α-carboxyl is present as an ester (ethyl ester), enabling controlled downstream transformations of the tyrosine side chain without premature side reactions from the termini. This makes it a convenient starting material when the goal is to generate a specific intermediate for further coupling, derivatization, or conversion into an activated form for segment condensation.
2. Side-Chain Functionalization
Ac-L-Tyr-OEt*H2O supports workflows that target the tyrosine phenolic hydroxyl for site-specific derivatization while maintaining protected backbone termini. In medicinal chemistry and chemical biology, this reagent is frequently incorporated into intermediate sequences leading to phenol-functionalized tyrosine derivatives used for structure-activity relationship studies, affinity-tagging chemistries, or generation of defined aromatic side-chain motifs. The N-acetylated, esterified backbone helps keep the α-functionalities from interfering, allowing synthetic effort to focus on selective chemistry at the phenol.
3. Pharmaceutical Intermediate Development
Ac-L-Tyr-OEt*H2O is applied as a defined, tyrosine-based intermediate in the preparation of protected amino acid derivatives used during pharmaceutical intermediate development. Process and R&D chemists value this reagent form because it provides a consistent tyrosine scaffold with controlled end-group protection (acetylated amino, esterified carboxyl), which can be advantageous when producing libraries of closely related intermediates for downstream synthesis. The hydrate form is often handled as part of routine intermediate supply chains where isolable, weighable building blocks are required for reproducible downstream conversion steps.
4. Analytical Method Standards
Ac-L-Tyr-OEt*H2O is also used to support analytical method development and reference material preparation for workflows involving tyrosine-containing derivatives and protected amino acid esters. Analytical teams in peptide and medicinal chemistry environments may use this compound as a structural reference to verify retention behavior, derivatization outcomes, or identity in LC-based analyses where N-acetylated tyrosine ester species are expected. The defined protection pattern and stereochemistry help ensure that the standard matches the chemical form encountered in intermediate synthesis and characterization pipelines.
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