Ac-DL-Met-OH contains the amino acid methionine in a free-carboxylic-acid form with an N-acetyl (Ac) modification, classifying it as an N-acetylated amino acid derivative rather than an unmodified natural amino acid. The molecule bears an amino group and a carboxyl group, and its thioether-containing side chain (-CH2-CH2-S-CH3) provides sulfur functionality, while the "DL" designation indicates a racemic mixture of stereochemical configurations at the α-carbon. Ac-DL-Met-OH is used as a defined building block for peptide and amino-acid derivative synthesis, including preparation of N-acetylated peptide fragments and as a substrate or reference material in analytical method development where methionine-like thioether chemistry and N-terminal acetylation are relevant.
CAT No: CP26193
CAS No:1115-47-5
Synonyms/Alias:N-Acetyl-DL-methionine;1115-47-5;Ac-DL-Met-OH;N-Acetylmethionine;Acetyl-DL-methionine;Methionamine;L-Methionine,N-acetyl-;DL-N-Acetylmethionine;DL-Methionine,N-acetyl-;2-Acetamido-4-(methylthio)butanoicacid;METHIONINE,N-ACETYL-;Methionin;dl-Acetylmethionine;Thiomedon;Methionine,N-acetyl-,DL-;C7H13NO3S;XUYPXLNMDZIRQH-UHFFFAOYSA-N;NSC7633;EINECS214-224-3;STK387102;BRN1725554;2-acetamido-4-methylsulfanyl-butanoicacid;N-Acetyl(methyl)homocysteine;l-n-acetyl-Methionine;N-ACETYL-METHIONINE
Ac-DL-Met-OH is an acetylated, racemic methionine (Met) derivative supplied as Ac-DL-Met-OH for workflows that require a methionine-containing building block while controlling the amino functionality at the N-terminus. As a DL mixture, it provides both stereochemical forms of methionine in one reagent, which is commonly leveraged for method development, calibration, and synthetic intermediate preparation where stereochemical purity is not the primary requirement. The acetylated amino group and free carboxylic acid make it a practical, chemically defined material for downstream derivatization and analytical reference use.
1. Peptide Segment Building
Ac-DL-Met-OH is used as a methionine-containing building block in peptide and peptidomimetic synthesis planning when an N-acetylated residue is desired at a segment terminus. Research groups performing solution-phase or solid-supported assembly often select this type of N-protected amino acid derivative to standardize terminal chemistry and to simplify the incorporation of an N-acetylated methionine unit into custom peptide fragments. Because the reagent is racemic, it is frequently chosen for exploratory library synthesis, screening-scale intermediate preparation, and non-stereospecific studies where relative reactivity and defined functional-group presentation are more important than stereochemical outcome.
2. Analytical Reference Derivatization
Ac-DL-Met-OH is commonly employed in analytical chemistry workflows that require a well-defined methionine derivative for derivatization studies, chromatographic method development, and reference material preparation. The acetylated amino functionality helps ensure consistent derivatization behavior relative to free amino acids, while the free carboxylic acid supports predictable handling during sample preparation and downstream chemical transformations. Laboratories developing LC-MS or GC-based protocols for amino acid-related analytes often use acetylated methionine derivatives as process controls to evaluate recovery, stability under derivatization conditions, and signal consistency across runs.
3. Pharmaceutical Intermediate Feedstock
Ac-DL-Met-OH serves as a practical intermediate feedstock for the preparation of methionine-based derivatives used in medicinal chemistry and specialty chemical manufacturing. Synthetic teams often rely on N-acetylated methionine as a controlled starting material for further functionalization at the carboxyl group or for conversion into activated derivatives needed in subsequent coupling steps. The racemic composition can be advantageous in early-stage process development and route scouting, where the immediate goal is to access downstream intermediates efficiently before any stereochemical refinement is introduced.
4. Chemical Biology Standard Preparation
Ac-DL-Met-OH is used to prepare chemically defined standards for chemical biology experiments that track amino-acid-derived motifs or terminal modifications in synthetic peptide analogs. In studies focused on terminal group effects, derivatization efficiency, or comparative reactivity of methionine-containing fragments, the N-acetylated form provides a consistent chemical handle that aligns with common experimental designs involving acetylated peptide termini. Researchers also use racemic acetylated methionine derivatives when the assay readout depends on chemical functionality rather than stereospecific biological recognition.
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