Ac-beta-Ala-OH contains an N-acetylated β-alanine backbone, classifying it as an amino acid derivative rather than a free amino acid, with a carboxylic acid functional group and a terminal amide formed by acetylation of the amino group. The β-amino acid framework places the amino functionality on the β-carbon relative to the carboxyl group, and the N-acetyl group suppresses the free amine's reactivity while leaving the carboxyl group available for coupling chemistry. Ac-beta-Ala-OH is used as a chemically defined building block and precursor for preparing more complex amino acid and peptide-related intermediates, including derivatives where controlled amide formation and selective functional group handling are required.
CAT No: CP25731
CAS No:3025-95-4
Synonyms/Alias:N-Acetyl-beta-alanine;3025-95-4;3-acetamidopropanoicacid;N-Acetyl-b-alanine;Ac-beta-Ala-OH;n-acetyl-|A-alanine;3-(acetylamino)propanoicacid;SBB065847;acetyl-beta-alanine;N-Acetyl-ss-alanine;N-Acetyl-?-alanine;Ac--Ala-OH;AC1L2QUE;beta-Alanine,N-acetyl-;3-(acetylamino)Propanoate;3-acetylaminopropionicacid;ACMC-209he0;AC1Q1L5X;AC1Q5P1Q;3-Acetylamino-propionicacid;SCHEMBL48517;KSC225G2T;CHEBI:16682;CTK1C5329;LJLLAWRMBZNPMO-UHFFFAOYSA-N
Chemical Name:N-Acetyl-beta-alanine
Ac-beta-Ala-OH is an N-acetylated beta-alanine derivative (Ac-β-Ala-OH) that provides a protected amino terminus while retaining the free carboxylic acid functionality. This building block is commonly used in peptide and peptidomimetic synthesis workflows where controlled incorporation of β-alanine units is required, and the N-acetyl group helps define the terminal amide chemistry in the resulting products. Its small, aliphatic side chain makes it a practical reagent for assembling β-alanine-containing structures used in materials and medicinal chemistry research.
1. Peptidomimetic Building Blocks
Ac-beta-Ala-OH is used as a defined β-alanine unit for constructing peptidomimetic scaffolds and short peptide analogs in medicinal chemistry and chemical biology programs. Researchers rely on the N-acetylated amino functionality to pre-establish an amide-forming terminus, enabling consistent downstream coupling strategies when building β-alanine-containing sequences or β-alanine-rich motifs. The free carboxylic acid allows further functional conversion or coupling in solution-phase synthesis, supporting structure-activity relationship (SAR) studies where the β-alanine spacing and terminal amide pattern are key design variables.
2. Pharmaceutical Intermediate Development
Ac-beta-Ala-OH serves as a practical intermediate for preparing β-alanine-derived fragments used in pharmaceutical intermediate development. Process and R&D chemists often choose N-acetylated β-alanine to control the reactivity of the amino group during multistep synthesis, converting it into downstream coupling-ready forms while preserving the intended terminal amide character. This makes the reagent useful for assembling small-molecule building blocks that incorporate β-alanine motifs, including linker fragments and amide-containing substructures used in lead optimization campaigns.
3. Biomaterials And Polymer Linkers
Ac-beta-Ala-OH is applied in biomaterials science and polymer chemistry as a β-alanine-containing building block for preparing amide-linked materials and surface/chain linkers. The N-acetylated amino terminus and the carboxylic acid functionality provide a stable, well-defined handle for incorporating β-alanine into polymer backbones or tethering chemistries used in materials development. Teams working on hydrogel formulations, peptide-mimetic coatings, and linker architectures use Ac-β-Ala-OH to tune spacing and local chemical environment in amide-rich constructs without introducing additional side-chain complexity.
4. Analytical Reference Standards
Ac-beta-Ala-OH is used in analytical method development and reference preparation where a β-alanine amide motif is required as a chemical standard. Analytical chemists may employ the compound to validate derivatization or quantification workflows involving β-alanine-containing analytes, or to support identification of related β-alanine derivatives in complex mixtures. The defined N-acetylated structure helps distinguish it from free β-alanine and other amino acid analogs during LC-MS or related characterization workflows, supporting robust method performance during development and characterization studies.
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