H-L-Val-NH2*HCl is a free amino acid derivative corresponding to L-valine bearing an amino-terminal amide functionality, presented as the hydrochloride salt, with a branched aliphatic side chain typical of valine. The molecule contains an α-amino group and a carboxamide (-CONH2) functionality, with protonation of the basic amine(s) by chloride indicated by the "*HCl" salt form, which can affect solubility and handling in aqueous media. As a salt-stabilized amino acid building block, it is used in solution-phase or solid-phase peptide and peptidomimetic synthesis contexts where a valine-derived carboxamide synthon is required, and it can also serve as a substrate or reference material in analytical method development for amide-containing amino acid derivatives.
CAT No: CP25730
CAS No:3014-80-0
Synonyms/Alias:L-Valinamidehydrochloride;H-Val-NH2HCl;3014-80-0;L-Valineamidehydrochloride;(2S)-2-amino-3-methylbutanamidehydrochloride;SBB056426;D-Valinamide-HCl;valinamidehydrochloride;H-Val-NH2.HCl;H-Val-NH2?HCl;H-D-VAL-NH2HCL;459232_ALDRICH;SCHEMBL3201900;L-(+)-valinamidehydrochloride;CHEMBL1222060;CTK3J1739;MolPort-003-933-593;XFCNYSGKNAWXFL-WCCKRBBISA-N;ANW-26784;AKOS015844703;AM82387;RTX-012419;AK-81293;AM022003;KB-53438
Chemical Name:L-Valine amide hydrochloride
L-Valinamide hydrochloride (H-L-Val-NH2·HCl) is a valine-derived amino acid amide salt that retains the chiral α-carbon of L-valine and presents a primary amide functionality at the C-terminus equivalent to an aminoacetamide motif (-C(=O)NH2) while existing as a hydrochloride to ensure protonation of the terminal amino group. The isopropyl side chain confers hydrophobic character and stereodependence, making the molecule a well-defined chiral building block for peptide-related transformations and amide-forming chemistry. The salt form moderates handling and solubility in polar media, while the amide and amine groups enable controlled coupling, protection/deprotection workflows, and downstream derivatization without disrupting the stereochemical integrity of the valine backbone.
1. Peptide Coupling Chemistry
H-L-Val-NH2*HCl is used in peptide synthesis workflows where a valine-based C-terminal amino functionality is required for amide bond construction and for generating valine-terminated fragments. The chiral L-valine backbone provides stereochemical fidelity at the α-carbon, while the terminal -NH2 (as the hydrochloride salt) can participate in coupling sequences after appropriate activation or protection. The amide linkage inherent to the valinamide structure supports iterative assembly into longer peptide chains, including the preparation of short peptides and peptidomimetic fragments that terminate in aminoamide or related motifs. Downstream, the resulting valine-containing intermediates can be carried forward into protected amino acid chemistry or used as defined building blocks for structure-activity relationship studies.
2. Unnatural Amino Acid Analog Building
H-L-Val-NH2*HCl serves as a chiral starting material for constructing valine-based unnatural amino acid analogs and side-chain-modified derivatives in synthetic organic chemistry. The isopropyl side chain provides a hydrophobic handle that can be selectively functionalized or used as a reference scaffold when designing steric and lipophilicity gradients in peptide analog libraries. The presence of both an amide carbonyl and a terminal amino group enables orthogonal protection strategies, allowing selective transformation of the side chain while maintaining the backbone for subsequent coupling. The hydrochloride salt form can be advantageous for controlled handling during protection steps, supporting the preparation of chiral intermediates that feed into peptide building block preparation and peptidomimetic construction.
3. Chemical Biology Substrate Design
H-L-Val-NH2*HCl can be applied in chemical biology research as a valine-containing substrate or probe precursor for enzyme assays and mechanistic studies focused on protease- or peptidase-like recognition patterns. The stereodefined α-amino acid framework and the terminal aminoamide functionality can be incorporated into short recognition elements that mimic peptide termini, supporting studies of binding preferences and cleavage-site determinants. The amide/amine functional set enables derivatization into labeled or immobilizable analogs through standard functional group transformations after protecting-group selection. Resulting valine-based probes and intermediates can be used to generate defined substrates for analytical monitoring and to support biochemical research intermediate preparation.
4. Bioconjugation Linker Intermediate
H-L-Val-NH2*HCl is suitable for constructing bioconjugation linkers and coupling handles where a chiral amino acid-derived spacer is required to tune solubility and steric presentation. The terminal amino group (salt form) and the amide carbonyl allow conversion into activated derivatives for subsequent attachment to amines, carboxylates, or other nucleophiles under controlled protection schemes. The L-valine stereochemistry can influence conformational preferences in the linker region, which may be relevant when preparing conjugates for analytical research or biomolecule labeling workflows. Downstream, the compound can be transformed into stable valine-containing conjugation components that integrate into larger molecular assemblies for applied product development.
5. Pharmaceutical Intermediate Preparation
H-L-Val-NH2*HCl finds use as a chiral, valine-derived amide intermediate in pharmaceutical manufacturing-oriented synthesis planning for peptidic or peptidomimetic motifs. The protected-amide-like functionality and the defined L-configuration at the α-carbon enable incorporation into larger synthetic sequences while maintaining stereochemical control through subsequent coupling and functional group interconversions. The hydrochloride salt form supports predictable handling in process chemistry intermediate preparation, particularly when downstream steps require controlled amine availability and salt-to-free-base adjustments. The resulting valine amide fragments can be used to build drug-like scaffolds, including amino acid ester and amide derivatives that serve as intermediates toward final active or advanced intermediates in specialty chemical production.
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