Acetyl-L-Norleucine is an acetylated, free amino acid derivative of L-norleucine in which the amino functionality is modified to an N-acetyl group while retaining the carboxylic acid side chain framework of the straight-chain aliphatic amino acid class. The molecule contains a terminal carboxyl group and an N-acetylated α-amide, with the L stereochemical configuration indicated by the product name and a hydrophobic, methylene-rich side chain that lacks heteroatom functionality. As a protected/derivatized amino acid analogue, it is used in peptide chemistry and chemical biology workflows where an N-acetylated residue or a hydrophobic amino acid building block is required for controlled incorporation into peptide structures or for preparing labeled and structurally defined intermediates for analytical method development.
CAT No: CP08504
CAS No:15891-49-3
Synonyms/Alias:15891-49-3;Acetyl-L-norleucine;Ac-Nle-Oh;(S)-2-Acetamidohexanoicacid;L-Norleucine,N-acetyl-;N-Acetylnorleucine;N-Acetyl-L-norleucine;AC1ODX8T;AC1Q2UOE;Norleucine,N-acetyl-,L-;SCHEMBL243250;(2S)-2-acetamidohexanoicacid;CHEMBL2075001;CTK0H3807;JDMCEGLQFSOMQH-ZETCQYMHSA-N;MolPort-001-792-734;BTB13555;ZINC1737966;ANW-42035;CCG-40694;AKOS006272719;AM82586;MCULE-3651693998;AJ-31379;AK106110
Acetyl-L-Norleucine is an acetylated derivative of L-norleucine, featuring a straight-chain aliphatic side chain that behaves like a hydrophobic methylene-rich residue in peptide and biomolecule workflows. The N-acetyl modification converts the amino terminus into an amide, reducing free amine reactivity and making the compound a practical, stable building block for controlled incorporation into synthetic sequences and for preparing defined standards. Because it is pre-acetylated and retains a single carboxyl functionality, it is commonly used where terminal blocking, hydrophobic side-chain mimicry, or reproducible analytical behavior are required.
1. Peptide Segment Capping
Acetyl-L-Norleucine is frequently used in peptide synthesis and custom peptide manufacturing as an N-terminally blocked residue or as a capping unit in defined sequence assembly. The N-acetyl group provides a controlled terminus that avoids side reactions associated with a free amino group during coupling and purification, while the norleucine side chain supplies a hydrophobic, methylene-rich character often used to model or replace leucine-like features in peptide analogs. Researchers developing short peptides, reference peptides, or sequence variants for structure-activity relationship work often select this pre-acetylated building block to ensure consistent terminal chemistry across analog sets.
2. Hydrophobic Side-Chain Analog Studies
Acetyl-L-Norleucine is used in chemical biology and medicinal chemistry research to introduce a norleucine-like, hydrophobic aliphatic segment with an N-acetylated terminus. Investigators studying how hydrophobicity and backbone terminal modification influence peptide conformation, aggregation propensity, or interaction profiles in assay systems often prefer N-acetylated analogs because the terminal amide more closely reflects "blocked" peptide states used in many experimental designs. This compound is therefore a practical reagent for generating peptide analogs and for preparing defined hydrophobic standards when comparing series of residues or terminal variants.
3. Analytical Reference and Standards
Acetyl-L-Norleucine is commonly employed as an analytical standard or reference material in LC-MS workflows where a stable, well-defined acetylated amino acid derivative is needed. The N-acetylation provides a distinct mass signature and reduces ambiguity from free amine forms, supporting reproducible quantitation and method development for peptide-related assays, hydrolysate profiling, and impurity monitoring. Analytical method developers and proteomics or peptide chemistry laboratories often use such derivatives to validate retention behavior, ionization response, and calibration strategies for targeted analyte panels that include acetylated amino acid motifs.
4. Pharmaceutical Intermediate Development
Acetyl-L-Norleucine is also used as a pharmaceutical intermediate building block in research-scale synthesis programs that require a protected, terminally blocked amino acid derivative with a hydrophobic side chain. Process and development chemists value the pre-installed N-acetyl functionality because it can simplify downstream sequence assembly or intermediate elaboration steps by providing a stable amide terminus rather than a reactive free amine. This makes the compound relevant for preparing defined intermediates for peptide-like structures, peptidomimetic fragments, and other hydrophobic, acetylated scaffolds used in lead optimization and SAR studies.
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