Acrtyl-L-Norvaline

Acrtyl-L-Norvaline is an N-acrytyl protected derivative of L-norvaline, a proteinogenic amino acid class member with a straight-chain aliphatic side chain (norvaline) and a free carboxyl group. The molecule contains an amino functionality that is acylated as an acryl (acryloyl) amide, reducing the nucleophilicity of the nitrogen while retaining the carboxylic acid for controlled coupling chemistry, and the stereochemistry is specified as L at the α-carbon. This protected amino acid derivative is used as a precursor in peptide and amino acid synthesis where the N-acrytyl group provides chemoselectivity during stepwise assembly and the acrylamide functionality can be used as a handle for further chemical derivatization or polymer-/conjugate-related workflows.

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

CAT No: CP08603

CAS No:15891-50-6

Synonyms/Alias:AC-NVA-OH;15891-50-6;N-ACETYL-L-NORVALINE;AN0;Norvaline,N-acetyl-;AC1NWNA8;AC1Q2SND;L-Norvaline,N-acetyl-;(?)-N-Acetyl-L-norvaline;SCHEMBL468726;(S)-2-Acetamidopentanoicacid;(2S)-2-acetamidopentanoicacid;CTK0H3808;MolPort-001-792-736;ZINC4763049;AKOS022185119;AJ-52195;AK110718;KB-47138;FT-0697762;V3571;K-4984

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M.F/Formula
C7H13NO3
M.W/Mr.
159.2

Acrtyl-L-Norvaline is an N-acylated L-norvaline derivative in which the amino group is converted to an acrylamide functionality, providing a controlled electrophilic handle for subsequent chemical modification. As a protected amino acid building block, it is commonly handled as a stable intermediate for peptide-related synthesis and for preparing acrylamide-containing substrates where the acrylamide moiety is retained for downstream coupling or polymerizable incorporation. The L stereochemistry of the norvaline backbone supports consistent stereochemical outcomes in downstream assembly and analytical workflows that track chiral amino acid fragments.

1. Acrylamide Building Block

Acrtyl-L-Norvaline is used as an amino acid-derived acrylamide building block for constructing acrylamide-containing linkers, conjugates, and polymerizable fragments in materials and chemical biology workflows. Researchers select this form when they want the norvaline side-chain architecture while keeping the acrylamide functionality available for later coupling or incorporation into larger architectures. In downstream development, it is frequently chosen to standardize the amino acid fragment identity while providing a reactive acrylamide motif that can be carried through multistep assembly toward final functional materials or biofunctional polymers.

2. Peptide Fragment Synthesis

Acrtyl-L-Norvaline serves as a protected L-norvaline fragment for preparing peptide intermediates and peptide-like constructs where an N-acylated amino acid is required for controlled stepwise assembly. Peptide chemistry teams use this reagent to introduce a defined norvaline unit into larger sequences or to generate protected segments that can be further elaborated under peptide-manufacturing conditions. The retained acrylamide group is particularly useful when the target sequence or intermediate must incorporate an acrylamide-bearing terminus or side functionality for subsequent derivatization, enabling modular synthesis strategies for custom peptide fragments and related amino acid assemblies.

3. Conjugation And Polymerizable Materials

Acrtyl-L-Norvaline is applied in the preparation of amino acid-based conjugation reagents and polymerizable materials where an acrylamide group provides a practical functional handle. Biomaterials and surface-chemistry groups often incorporate such amino acid acrylamides into hydrogels, coatings, and functional polymer networks to introduce chiral amino acid character and defined chemical functionality at the material interface. The reagent's amino acid backbone helps maintain chemical identity and reproducibility of the incorporated fragment, while the acrylamide functionality supports downstream formation of larger conjugates or polymer structures used in research-grade material design and chemical biology studies.

Abbr
Ac-Nva-OH
InChI
1S/C7H13NO3/c1-3-4-6(7(10)11)8-5(2)9/h6H,3-4H2,1-2H3,(H,8,9)(H,10,11)/t6-/m0/s1
InChI Key
BSYFPUSAWVWWDG-LURJTMIESA-N
Canonical SMILES
CCCC(C(=O)O)NC(=O)C

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