Ac-Ala-NHMe is an N-acetylated alanine amide derivative in which the alanine α-amino group is capped by an acetyl (Ac) group and the α-carboxyl functionality is converted to a methylamide (NHMe), yielding a peptide-like, amide-rich structure. The molecule retains the alanine side chain (a methyl substituent) and presents an acetamide carbonyl alongside the terminal methylamide, with stereochemistry not specified in the name and therefore not assumed. Ac-Ala-NHMe is used as a defined alanine-containing building block or model substrate for peptide chemistry, including studies of amide reactivity, stepwise coupling design, and analytical method development involving small peptide fragments.
CAT No: CP26601
CAS No:19701-83-8
Synonyms/Alias:AC-ALA-NHME;19701-83-8;Acetyl-L-alaninemethylamide;N-Acetylalaninemethylamide;N-Acetyl-N'-methylalaninamide;N-Acetyl-L-alanineN'-methylamide;AC1NUNKI;N-Acetyl-L-Ala-NHMe;N-Acetyl-ala-N-methylamide;N-Acetylalanyl-N-methylamide;N-AcetylalanineN-methylamide;N-Acetylalanyl-N'-methylamide;SCHEMBL15006102;CTK8F7535;ZINC2390930;6073AH;(2S)-2-acetamido-N-methylpropanamide;AKOS006237850;NSC186894;K-5775;Propionamide,2-acetamido-N-methyl-,L-(8CI);Propanamide,2-(acetylamino)-N-methyl-,(S)-(9CI)
Ac-Ala-NHMe is an N-acetylated alaninamide featuring the alanine side chain and an N-methyl amide terminus, providing a capped, non-ionizable peptide-like backbone that resists uncontrolled end-group reactivity. This compact alanine derivative is commonly used as a defined building block or reference substrate in peptide chemistry and chemical biology workflows where a short, acetylated amide segment is required without free N- or C-termini.
1. Peptide Substrate Mimics
Ac-Ala-NHMe is used to model an acetylated alanine amide segment in enzyme and protease assay development, where researchers need a short, well-defined peptide-like substrate that minimizes variability from terminal charges. Chemical biology groups often employ this kind of capped alaninamide to probe specificity trends in acylated peptide motifs, to benchmark assay conditions, or to generate consistent analytical signals for method optimization.
2. Amide-Linked Building Block
Ac-Ala-NHMe serves as a practical alanine-containing amide building block for constructing short peptide analogs and peptidomimetic fragments in medicinal chemistry and peptide materials research. Because both termini are capped (acetylated N-terminus and methylamide C-terminus), it functions as a stable intermediate for downstream coupling strategies aimed at generating defined oligomers or reference compounds for structure-activity relationship studies and analytical characterization.
3. Analytical Reference Compound
Ac-Ala-NHMe is frequently selected as a reference standard in LC-MS and related analytical workflows that require a small, reproducible alanine amide with predictable fragmentation and retention behavior. Researchers use it to validate chromatographic separation, support method transfer between instruments, and provide calibration or qualification material when monitoring peptide-like species, degradation products, or synthetic intermediates that contain acetylated alaninamide motifs.
4. Synthetic Intermediate For Analogs
Ac-Ala-NHMe is applied as a defined intermediate for preparing capped alanine derivatives used in SAR libraries and peptide analog screening sets. In pharmaceutical intermediate development, it helps streamline the generation of closely related compounds by providing a ready-to-handle, end-capped alaninamide scaffold that can be incorporated into larger structures while maintaining controlled end-group chemistry for cleaner comparative studies.
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