Acetyl-D-Valine is an acetylated amino acid derivative of D-valine, featuring the branched aliphatic side chain of valine while the amino functionality is modified by an acetyl group. The molecule contains a carboxyl group and an N-acetylated nitrogen, and the D stereochemical configuration is retained at the alpha carbon as indicated by the product name. This protected/derivatized valine analogue is used in peptide-related synthesis and chemical biology workflows where an N-acetylated amino acid building block or a stereodefined valine derivative is required for controlled reactivity, conjugation chemistry, or analytical method development.
CAT No: CP02204
CAS No:17916-88-0
Synonyms/Alias:N-Acetyl-D-valine;17916-88-0;Ac-D-Val-OH;D-Valine,N-acetyl-;Acetyl-D-Valine;IHYJTAOFMMMOPX-ZCFIWIBFSA-N;N-Acetylvaline#;AC1L2QZQ;AC1Q5JMD;CHEMBL173343;SCHEMBL1203937;CTK0H7887;RAC-D-VALINE,N-ACETYL-;MolPort-002-507-071;BB_NC-0508;ZINC399366;EINECS241-860-9;ANW-22964;AR-1K5745;BBL033860;STK801799;AKOS015837753;AM82365;MCULE-3375530717;RTR-008223
Acetyl-D-Valine is an N-acetylated D-valine derivative in which the amino group is capped as an acetamide, while the side chain retains the isopropyl functionality characteristic of valine. This protected/derivatized form is commonly used as a stable, non-zwitterionic amino-acid building block and analytical reference where the D-configuration matters. By masking the primary amine, Acetyl-D-Valine is frequently handled as a defined stereochemical intermediate for downstream peptide and peptidomimetic assembly or as a chemically robust component in stereospecific characterization workflows.
1. Peptide Building Block Use
Acetyl-D-Valine is used by peptide chemistry groups to introduce a D-valine residue in workflows where the N-terminus is deliberately pre-acetylated or where an amide-capped N-terminus is required for controlled reactivity during fragment coupling. Custom peptide synthesis teams and medicinal chemistry laboratories often select this derivative to ensure the stereochemical integrity of the D-center while maintaining an amide-stabilized nitrogen that behaves predictably under peptide assembly conditions. The retained side-chain isopropyl group supports incorporation into peptide sequences and peptidomimetic structures that require valine-like hydrophobic character, while the N-acetyl group provides a defined terminal functionality for subsequent coupling or for producing N-acetylated peptide analogs.
2. Chiral Intermediate For Synthesis
Acetyl-D-Valine serves as a stereochemically defined intermediate for downstream organic synthesis programs that require D-valine-derived fragments with a masked amino functionality. Pharmaceutical intermediate development teams use N-acetylated amino-acid derivatives to manage chemoselectivity, particularly when subsequent steps target the carboxyl group or when the amide nitrogen must remain non-reactive relative to other functional handles. In chiral synthesis and stereochemical route development, the D-configuration provides a reliable starting point for producing D-amino-acid-containing intermediates used in structure-activity relationship studies and in the preparation of stereopure peptidomimetic scaffolds.
3. Stereospecific Analytical Standard
Acetyl-D-Valine is frequently selected as a reference material in analytical method development and stereospecific characterization, especially when distinguishing D-amino-acid-derived species from their L counterparts or from unlabeled mixtures. Analytical chemistry laboratories use this derivative because the N-acetylation yields a well-defined chemical form that is stable and reproducible for chromatographic and mass spectrometric workflows. Researchers preparing calibration solutions, retention-time references, and confirmatory standards for amino-acid derivative panels rely on the fixed D-stereochemistry and the amide-capped nitrogen to improve interpretability when analyzing complex samples containing multiple amino-acid forms or degradation products.
4. N-Acetylated Residue Studies
Acetyl-D-Valine is also used in chemical biology and peptide research settings where N-acetylation of amino-acid residues is a deliberate design element affecting terminal chemistry and downstream reactivity. Peptide and proteomics-adjacent research groups may incorporate N-acetylated D-valine units into model peptides or building blocks to evaluate how terminal amide capping influences handling, derivatization behavior, or analytical detectability of D-amino-acid motifs. Because the molecule is already in an N-acetylated state, it supports workflows that require a defined, non-free amine at the residue level rather than relying on post-assembly acetylation.
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