Ac-D-Leu-OH contains an acetylated amino terminus (Ac-) attached to D-leucine bearing a free carboxylic acid (-OH), making it an N-acetylated amino acid derivative rather than an unmodified free amino acid. The molecule features a branched aliphatic side chain characteristic of leucine and is specified in the D stereochemical form, with the amide carbonyl from the acetyl group replacing the free amino functionality while the carboxyl group remains available for acid-base behavior and coupling chemistry. Ac-D-Leu-OH is used in peptide chemistry and chemical biology contexts where an N-acetylated leucine residue or a protected-like amide functionality is required for controlled incorporation, analytical standards, or preparation of further amino acid and peptide derivatives.
CAT No: CP25538
CAS No:19764-30-8
Synonyms/Alias:N-Acetyl-D-leucine;19764-30-8;N-Acethy-D-leucine;Ac-D-Leu-OH;D-leucine,N-acetyl-;(R)-2-acetamido-4-methylpentanoicacid;UNII-91WU82GA22;91WU82GA22;MFCD00066069;NCGC00094935-01;Acetylleucine,D-;N-Acetyl-R-leucine;PubChem6386;Acetylleucine,(R)-;N-acetyl-(D)-leucine;2,N-Acetyl-D-leucine;AC1LOJL2;Leucine,N-acetyl-,D-;KSC174Q4J;A0876_SIGMA;SCHEMBL714003;CHEMBL174357;CTK0H4844;N-Acetyl-D-leucineAc-D-Leu-OH;MolPort-002-893-878
Chemical Name:N-alpha-Acetyl-D-leucine
Ac-D-Leu-OH is an N-acetylated D-leucine building block supplied as a free carboxylic acid, combining a stereodefined amino acid backbone with a stable, non-basic N-terminus. This acetylated form is frequently used to control peptide N-terminus chemistry and to provide a defined leucine residue for synthetic or analytical workflows where D-configuration matters. As a compact amino acid derivative, it is commonly selected when downstream coupling, fragment assembly, or reference standards require a protected, pre-acetylated amino functionality rather than an unmodified amine.
1. Peptide Fragment Assembly
Ac-D-Leu-OH is used by peptide chemists to build defined peptide fragments containing a D-leucine residue with an acetylated N-terminus, supporting workflows where the N-terminus must remain capped during segment coupling. In custom peptide synthesis and medicinal chemistry programs, this reagent helps maintain stereochemical integrity at the leucine position while providing an amino acid unit that behaves as an N-acetylated component in fragment condensation strategies. Researchers often choose this derivative when they want a leucine contribution without introducing a free amino group that could compete in coupling or side reactions during multi-step assembly.
2. Protease Resistance Studies
Ac-D-Leu-OH is frequently employed in chemical biology and peptide research to prepare D-amino acid-containing sequences that probe stability against proteolytic cleavage. By using a D-configured leucine residue and an acetylated N-terminus, teams can design peptide analogs and peptidomimetic fragments to evaluate how stereochemistry and N-terminal capping influence degradation patterns in controlled assay formats. This makes the compound a practical building block for researchers developing protease-stability panels, structure-stability comparisons, and degradation kinetics studies using synthetic peptide substrates.
3. Analytical Reference Standards
Ac-D-Leu-OH is also used as an analytical standard and structural reference in LC-MS and related characterization workflows for peptide and amino acid derivative mixtures. Because it is a defined, N-acetylated D-leucine species, it can serve as a benchmark compound for method development, retention-time comparison, and mass confirmation when monitoring peptide fragments, degradation products, or derivatized amino acid components. Analytical groups in pharmaceutical intermediate development and peptide manufacturing research often rely on such stereochemically defined standards to support accurate identification and consistent quantitation strategies for complex samples.
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