L-Alanine amide hydrochloride is the hydrochloride salt of the alanine amide, a proteinogenic amino acid derivative in which the alanine carboxyl group is converted to a primary amide while the amino acid backbone retains the α-amino functionality. The molecule contains an α-amino group and an amide carbonyl, and the hydrochloride counterion associates with the basic nitrogen to form the salt; the "L" designation indicates the stereochemical configuration at the α-carbon center. As an amino acid amide intermediate, it is used in peptide and amide bond construction workflows and in chemical synthesis or analytical method development where an alanine-derived amide building block is required.
CAT No: CP00123
CAS No:33208-99-0
Synonyms/Alias:L-Alaninamidehydrochloride;33208-99-0;(S)-2-aminopropanamidehydrochloride;L-AlaninamideHCl;(S)-2-AminopropionamideHydrochloride;Ala-NH2HCl;(2S)-2-aminopropanamidehydrochloride;sOUHMXHaA[fjah@;PubChem5715;H-Ala-NH2Cl;alaninamidehydrochloride;AC1MCQI2;alaninamide,hydrochloride;H-ALA-NH2HCL;L-alanineaMidehydrochloride;KSC493M2F;SCHEMBL306843;459216_ALDRICH;CTK3J3622;FIAINKIUSZGVGX-DKWTVANSSA-N;MolPort-001-762-456;BB_NC-2403;(2S)-2-aminopropanamide,chloride;ACT03139;L-Alaninamidehydrochloride(1:1)
L-Alanine amide hydrochloride is a chiral alanine-derived amide salt that retains the L-stereocenter of the amino acid while converting the carboxyl functionality into a primary amide, with hydrochloride counterion associated to the amide/amine salt form. The molecule contains an amino acid backbone motif with a methyl side chain, providing a compact aliphatic scaffold for peptide chemistry and for building chiral fragments in synthetic organic chemistry. The presence of the amide linkage and the salt-form nitrogen enables controlled reactivity under coupling and derivatization conditions, while the hydrochloride form can influence solubility and handling in polar media. As an amino acid derivative intermediate, L-Alanine amide hydrochloride can participate in downstream transformations that generate protected or activated alanine equivalents for further assembly into peptide-related structures.
1. Peptide Coupling Building Block
L-Alanine amide hydrochloride is applied in peptide synthesis workflows where an alanine-derived nitrogen component is required for amide bond formation and sequential chain extension. The alanine stereochemistry and the amide functionality support incorporation into peptide-like structures through standard coupling strategies after appropriate activation or conversion to a reactive derivative. The hydrochloride salt character can be leveraged to manage protonation states during intermediate preparation, enabling compatibility with peptide coupling chemistry and protecting-group strategies that target orthogonal reactivity. Downstream use commonly includes generating alanine-containing fragments for short peptides, peptidomimetics, and library synthesis where a defined L-alanine stereocenter is maintained. The compound thus serves as a chiral amino acid derivative entry point for constructing N-linked amide frameworks used across peptide science.
2. Chemical Biology Substrate Probes
L-Alanine amide hydrochloride is suitable for chemical biology and enzyme studies that require small, stereochemically defined alanine amide substrates or analytical probe precursors. The amide group and the L-configuration can be used to model alanine recognition motifs in active-site studies, including kinetic assays that monitor hydrolysis, transamidation, or related transformations of peptide-like bonds. The salt form can assist dissolution and reproducible handling when preparing substrate panels or internal standards for method development. Conversion to labeled or derivatized analogs can be performed from the amide nitrogen and adjacent functional groups, enabling downstream detection by chromatographic or spectrometric workflows. This makes L-Alanine amide hydrochloride relevant to amino acid chemistry investigations that connect stereochemistry and amide reactivity to biomolecular recognition.
3. Chiral Amino Acid Intermediate
L-Alanine amide hydrochloride is used as a chiral amino acid intermediate for stereocontrolled synthesis of alanine-based fragments in synthetic organic chemistry. The conserved L-stereocenter and the amide functionality provide a stable platform for further functional group interconversions, including preparation of activated alanine derivatives, N-substituted analogs, or intermediates that feed into protected amino acid synthesis. The hydrochloride association can be exploited during intermediate handling to tune solubility and facilitate isolation steps in multi-step routes that require consistent protonation behavior. Downstream transformations may include conversion to protected amino acid building blocks, generation of C- or N-terminal functionalized derivatives, or incorporation into larger chiral scaffolds for SAR studies. The compound thereby supports chiral building block development where alanine stereochemistry must be preserved through synthetic sequences.
4. Analytical Standards And Derivatization
L-Alanine amide hydrochloride is applied in analytical research as a reference material and derivatization precursor for monitoring amino acid amide species, reaction progress, and impurity profiles in peptide-related manufacturing or method development. The amide linkage and L-alanine backbone enable targeted derivatization to produce detectable derivatives for HPLC, LC-MS, or GC-based workflows, depending on the chosen derivatization chemistry. Salt-state behavior can influence chromatographic retention and ionization, making the hydrochloride form useful when establishing consistent analytical conditions for amino acid derivative panels. Downstream use includes preparing calibration standards, verifying stereospecific transformations, and supporting characterization of intermediates generated during protected amino acid synthesis. This role aligns with amino acid chemistry quality control needs where defined stereochemistry and functional group identity are analytically significant.
5. Fine Chemical Synthesis Feedstock
L-Alanine amide hydrochloride is relevant to fine chemical synthesis and specialty intermediate production where alanine amide motifs are required as building units for larger functional molecules. The compound's structural simplicity and defined functional groups enable conversion into N-protected or N-activated derivatives that can be carried into subsequent coupling steps, including formation of additional amide bonds for polymer-related or small-molecule architectures. The hydrochloride salt can support reproducible processing in polar solvent systems and can serve as a starting point for controlled neutralization and re-protonation during manufacturing route design. Downstream derivative formation may include generating alanine-based linkers, intermediate fragments for peptidomimetic scaffolds, or precursors for specialty chemical production that relies on predictable amide chemistry. The material therefore functions as an amino acid-based intermediate that connects stereochemically defined alanine chemistry to applied industrial synthetic sequences.
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