CAT No: CP26336
CAS No:136092-78-9
Synonyms/Alias:136092-78-9;BOC-N-ME-NVA-OH;Boc-N-methyl-L-norvaline;L-Norvaline,N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-;SCHEMBL66573;TMA049;CTK4C0150;Boc-N-Me-L-2-aminovalericacid;MolPort-006-705-956;ZINC2389479;AKOS015836723;AKOS015909851;FT-0688522;K-4337;I14-32646;(2S)-2-[(tert-butoxycarbonyl)(methyl)amino]pentanoicacid
Boc-N-Me-Nva-OH is a Boc-protected, N-methylated amino acid derivative featuring a norvaline-like side chain and an Nva (norvaline) residue motif, supplied as a protected building block for peptide assembly. The Boc group provides a stable N-terminus for controlled coupling chemistry, while the N-methyl substitution and aliphatic side chain help tune backbone conformation and steric environment in the resulting peptide or peptidomimetic. This structure is widely used in research workflows that require defined, residue-level control of amide formation and stereochemically consistent peptide segments.
1. Peptide Segment Building
Boc-N-Me-Nva-OH is used as a protected amino acid building block for constructing peptide segments where an N-methylated amide is required to modulate local conformational preferences and reduce hydrogen-bonding capacity. Peptide synthesis groups performing solution-phase or automated peptide assembly typically select this derivative to introduce the N-Me-Nva motif as a single, well-defined unit, enabling reproducible incorporation into short peptides, SAR libraries, and backbone-modified analogs. The Boc protection supports standard peptide coupling workflows by maintaining the α-amino functionality in a protected, controllable form until activation and condensation with the complementary peptide fragment.
2. Peptidomimetic And SAR Libraries
Boc-N-Me-Nva-OH is frequently employed in medicinal chemistry and chemical biology programs that generate peptidomimetic scaffolds and residue-scan libraries to probe structure-activity relationships. The N-methylated amide character and the hydrophobic, aliphatic side chain make this building block particularly useful when researchers aim to tune conformational rigidity and physicochemical balance within a peptide-like framework, while keeping the synthetic input as a modular, residue-specific intermediate. Teams building analog series for receptor-binding or functional assays in vitro often rely on Boc-N-Me-Nva-OH to standardize the incorporation of this specific backbone modification across many analogs, improving comparability between compounds.
3. Backbone-Modified Analogue Synthesis
Boc-N-Me-Nva-OH supports the preparation of backbone-modified peptide analogs used in chemical biology tool development and protein-interaction studies where defined amide substitution patterns are important for controlling peptide secondary structure and interaction geometry. Researchers assembling analogs for binding studies, competition assays, or mechanistic probes typically value this derivative because it introduces an N-methylated amide within the peptide chain while preserving a protected N-terminus for stepwise assembly. The norvaline-like side chain further contributes hydrophobic character, helping drive consistent presentation of the modified residue in the final peptide architecture.
4. Pharmaceutical Intermediate Development
Boc-N-Me-Nva-OH is also used as a pharmaceutical intermediate in custom synthesis workflows that require a protected, residue-level building block for later elaboration into larger peptide-based intermediates. Process development and specialty synthesis teams select this compound when they need a stable Boc-protected input that can be carried through multi-step assembly and then converted into higher-molecular-weight intermediates for downstream coupling, purification, and characterization. In these settings, the defined N-methylated amide motif and aliphatic side chain help ensure that the intended structural element is introduced early and consistently, reducing variability across batch-to-batch intermediate preparation.
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