H-Gly-betaNA · HCl is a glycine-based amino acid derivative presented as the hydrochloride salt, in which the amino acid alpha-amino and alpha-carboxyl functionalities are retained while the side-chain is modified to incorporate a beta-naphthylamine (betaNA) substituent. The molecule contains an amino group and a carboxylic acid (or its salt-associated form) and is paired with chloride as a counterion, with the betaNA moiety providing an aromatic amine handle for spectroscopic or conjugation-oriented workflows. In research settings, this compound is used as a labeled or functionalized glycine building block for analytical method development and for the preparation of more complex amino acid and peptide-related derivatives where the betaNA group enables detection or further chemical coupling.
CAT No: CP26248
CAS No:1208-12-4
Synonyms/Alias:Glycinebeta-naphthylamidehydrochloride;1208-12-4;2-Amino-N-2-naphthylacetamidemonohydrochloride;EINECS214-899-4;AC1MHYZ6;G5761_SIGMA;SCHEMBL4188904;CTK8G0078;2-Amino-N-2-naphthylacetamideHCl;7014AH;Glycine|A-naphthylamidehydrochloride;2-amino-N-naphthalen-2-ylacetamidehydrochloride
Glycine beta-naphthylamide hydrochloride (H-Gly-betaNA · HCl) is a glycine-derived amide salt in which the amino acid backbone is presented as an N-acylated glycine bearing a beta-naphthylcarboxamide chromophore, with the hydrochloride counterion associated to the amide-forming nitrogen environment. The structure combines a stereochemically simple glycine core with an aromatic naphthyl group that increases conjugation and enables UV/fluorescence-active readouts in analytical and biochemical workflows. The amide linkage and salt form modulate solubility and coupling behavior, making the compound compatible with peptide chemistry contexts where controlled N-functionalization and subsequent derivatization are required. The presence of an acid-associated salt and an aromatic reporter group supports downstream transformations into peptide building blocks, assay substrates, and labeled intermediates used in amino acid and peptide research.
1. Peptide Coupling Chemistry
H-Gly-betaNA · HCl is applied in peptide synthesis planning where glycine is incorporated as an N-functionalized unit that can be carried through coupling cycles as a protected or reporter-bearing residue. The glycine amide framework and the aromatic beta-naphthyl moiety enable N-protecting-group strategies that preserve the carbonyl for peptide bond formation while providing an orthogonal handle for monitoring or downstream tagging. The hydrochloride salt form can be leveraged to manage solubility and reaction phase behavior during protected amino acid synthesis and peptide coupling chemistry. The resulting glycine-based intermediate supports preparation of short peptide segments and peptide analogs for method development and scaffold assembly in synthetic organic chemistry.
2. Enzyme Assay Substrates
H-Gly-betaNA · HCl serves in biochemical research as a glycine-linked aromatic amide scaffold suitable for enzyme substrate and inhibitor screening formats that rely on chromophore release or signal modulation. The beta-naphthyl aromatic system provides a measurable spectroscopic reporter, while the glycine amide connectivity reflects a minimal amino acid motif that can be recognized by specific proteases, amidases, or glycine-targeting enzymes depending on assay design. The hydrochloride association helps control ionic character, which can influence enzyme compatibility and assay reproducibility across buffer conditions. The compound can be employed to generate labeled reaction products and to support mechanistic studies of amino acid amide hydrolysis and peptide bond-like cleavage events.
3. Chemical Biology Labeling
H-Gly-betaNA · HCl is utilized in chemical biology workflows that require amino acid-derived labeling reagents with an aromatic tag for detection and downstream conjugation. The glycine backbone provides a straightforward linkage point for constructing amino acid conjugates, while the beta-naphthyl group enables tracking by UV/fluorescence and supports affinity-based workflows when incorporated into larger biomolecular constructs. The amide functionality can be retained during conjugate assembly or transformed through deprotection and functional group interconversions to access secondary amide or peptide-like linkages. The hydrochloride salt form can facilitate handling during derivatization steps aimed at generating detectable glycine-containing probes for biochemical research intermediate preparation.
4. Analytical Reference Standards
H-Gly-betaNA · HCl is suitable for analytical research as a glycine beta-naphthylamide reference material to support method qualification in peptide analysis, LC/UV detection, and chromatographic characterization of amino acid derivatives. The aromatic naphthyl chromophore provides strong absorbance, enabling sensitive monitoring of related glycine-containing fractions and peptide coupling byproducts. The amide salt composition supports consistent ionization behavior in mass spectrometric workflows where hydrochloride association may influence observed adduct patterns. The compound can be used to calibrate analytical signals and to validate identity during protected amino acid synthesis and peptide building block preparation.
5. Pharmaceutical Intermediate Preparation
H-Gly-betaNA · HCl can be applied in pharmaceutical intermediate development where glycine-based amide fragments and aromatic reporter motifs are used as intermediates for constructing peptidomimetic structures and heteroatom-linked scaffolds. The amide carbonyl and the aromatic beta-naphthyl group support subsequent synthetic elaboration into C-terminal or side-chain functionalized derivatives through standard amino acid chemistry transformations. The hydrochloride salt configuration can be exploited for controlled handling in process chemistry intermediate preparation, particularly when solubility management and reproducible workup are required. The compound's defined structure enables downstream synthesis of labeled or functionalized amino acid derivatives used in medicinal chemistry support and fine chemical manufacturing routes.
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