Ac-DL-Ala-OH contains an acetylated amino acid backbone in which alanine is present as a free carboxylic acid (-COOH) bearing an N-acetyl (Ac-) substituent on the amino nitrogen, and the "DL" designation indicates a racemic mixture of stereoisomers at the alanine α-carbon. The molecule therefore features both an amide carbonyl from the acetyl group and a carboxylic acid functionality, with the side chain being a methyl group typical of alanine. Ac-DL-Ala-OH is used as an amino acid derivative and peptide-related building block for solution-phase or solid-phase peptide synthesis, as well as for preparing standards and intermediates in analytical and chemical biology workflows where an N-acetylated alanine residue is required.
CAT No: CP26194
CAS No:1115-69-1
Synonyms/Alias:N-Acetyl-DL-alanine;2-acetamidopropanoicacid;1115-69-1;2-Acetylaminopropionicacid;N-Acetyl-S-alanine;Acetylalanine;Ac-DL-Ala-OH;n-acetylalanin;N-ACETYLALANINE;2-Acetamidopropionicacid;Acetyl-DL-Alanine;L-Alanine,N-acetyl-;DL-Alanine,N-acetyl-;2-Acetylamino-propionicacid;L-Alanine,N-acetyl-(9CI);KTHDTJVBEPMMGL-UHFFFAOYSA-N;Alanine,N-acetyl-,L-(8CI);Sudismase;2-(acetylamino)propanoicacid;Alanine,N-acetyl-,L-;N-Acetylalanine#;AC1L1OJV;AC1Q2BLG;AC1Q5KXN;2-acetamido-propionicacid
Ac-DL-Ala-OH is an N-acetylated, racemic alanine derivative supplied in the free carboxylic acid form, where the amino group is capped as an acetamide. This structure makes it a convenient, non-zwitterionic alanine building block for peptide-related workflows and for preparing defined alanine-containing fragments without introducing an unprotected amino functionality. In analytical and materials contexts, its stable, well-defined composition and lack of free primary amine also support consistent handling and reproducible derivatization strategies.
1. Peptide Fragment Building
Ac-DL-Ala-OH is used to construct or cap alanine-containing peptide fragments in custom peptide synthesis and fragment assembly, particularly when an N-acetylated alanine unit is required to match a known sequence context. Researchers in peptide chemistry and contract peptide manufacturing often select this derivative to introduce an N-acetyl terminus equivalent at the alanine position while avoiding side reactions associated with a free amino group. Its racemic nature supports use in exploratory sequence studies, reference material preparation, and comparative chemistry where stereochemical purity is not the primary variable.
2. Acetylated Amino Acid Standards
Ac-DL-Ala-OH serves as a defined alanine-based standard for analytical method development, including LC-MS and derivatization optimization where an N-acetylated amino acid form is needed to benchmark retention behavior and fragmentation patterns. Analytical chemists and proteomics-focused labs may incorporate it into calibration or qualification workflows for workflows that monitor N-acetylated motifs or validate sample preparation steps that involve acylated amino acid species. Because the amino group is already acylated, it provides a consistent chemical identity that reduces variability from incomplete derivatization of free amines.
3. Pharmaceutical Intermediate Development
Ac-DL-Ala-OH is also used as a practical intermediate in pharmaceutical intermediate development and specialty chemical manufacturing when an N-acetylated alanine building block is required for downstream transformations. Process and medicinal chemistry teams often rely on such acyl-protected amino acid derivatives to control functional group reactivity during stepwise synthesis, enabling selective engagement of the carboxylic acid in later coupling or conversion steps. The racemic form can be advantageous in early-stage route scouting, impurity profiling, and synthesis planning where stereochemical separation is deferred to later development stages.
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