Ac-beta-Ala-OH

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.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

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

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M.F/Formula
C5H9NO3
M.W/Mr.
131,13 g/mole

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.

Size
5 g;25 g;
InChI
1S/C5H9NO3/c1-4(7)6-3-2-5(8)9/h2-3H2,1H3,(H,6,7)(H,8,9)
InChI Key
LJLLAWRMBZNPMO-UHFFFAOYSA-N
Canonical SMILES
CC(=O)NCCC(=O)O

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