H-L-Aza-OH*HCl

H-L-Aza-OH*HCl is a hydrochloride salt form of an L-configured aza-substituted amino acid (azahomolog) featuring an amino-bearing aza functionality rather than a standard carbon backbone amino acid framework. The molecule is present as a protonated salt with a free amino group and a carboxylic acid group (H-L-Aza-OH), while the "aza" structural element provides a heteroatom-containing side-chain/chain modification that can alter hydrogen-bonding and electronic properties relative to conventional amino acids. As a free, salt-form amino acid derivative, it is used as a chemically defined building block for preparing aza-containing peptides and peptide analogues, as well as for structure-activity and chemical biology studies that require incorporation of aza-functionalized residues or labeled/modified amino acid motifs.

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

CAT No: CP25138

CAS No:105661-40-3

Synonyms/Alias:H-L-Dap(N3)-OH;3-Azido-L-alanine

Chemical Name:(S)-2-Amino-3-azidopropanoic acid hydrochloride

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M.F/Formula
C3H6N4O2*HCl
M.W/Mr.
130,11*36,45 g/mole

H-L-Aza-OH*HCl is a hydrochloride salt form of an amino acid analog in which the alanine backbone is replaced by an aza-substituted motif, providing a chiral, protonatable amino functionality paired with a carboxylic acid (or acid-equivalent) group. The presence of the HCl salt increases water compatibility and stabilizes the amine as a salt, which influences peptide coupling conditions and downstream salt-handling steps in synthesis. The aza-modified stereocenter and the acid/amine functional pair create a recognizable platform for protected amino acid derivative formation, N-alkylation or N-protection strategies, and controlled conversion into peptide-ready intermediates. The compound's functional group balance supports use as a chiral building block and research intermediate for amino acid derivatization and peptide or peptidomimetic construction.

1. Protected Amino Acid Synthesis

H-L-Aza-OH*HCl is used in protected amino acid chemistry to generate N-protected and, when required, carboxyl-activated derivatives for peptide building block preparation. The salt-stabilized amine can be selectively neutralized and then converted to an N-protected amino acid intermediate, while the carboxylic acid functionality can be transformed into an ester or activated acid suitable for coupling. The aza-substituted stereochemical element allows stereodefined incorporation during protected amino acid synthesis, supporting consistent stereochemical outcomes in subsequent peptide assembly. The resulting derivatives serve as practical intermediates for protected amino acid synthesis workflows and chiral intermediate manufacturing routes.

2. Peptide Coupling Chemistry

H-L-Aza-OH*HCl is applicable to peptide coupling chemistry where an amino acid analog is required as a residue in linear peptides or peptide fragments. The molecule contains both an amino group and a carboxyl group, enabling conversion into coupling-ready forms such as N-protected amino acid esters or activated carboxylic acid derivatives that participate in amide bond formation. Salt formation with HCl helps manage amine protonation states during derivatization, which can be important for reproducible coupling chemistry when preparing peptide building blocks. Downstream, the aza-alanine-like residue can be incorporated into peptide sequences to probe backbone recognition effects and to generate peptidomimetic scaffolds compatible with standard peptide synthesis strategies.

3. Chemical Biology Labeling

H-L-Aza-OH*HCl supports chemical biology workflows focused on amino acid analog incorporation and side-chain or backbone functionalization for molecular tagging. The amino acid functionality enables derivatization into reactive handles or protected intermediates that can later be transformed into conjugation-ready forms, while the aza-modified backbone can alter local polarity and hydrogen-bonding patterns relative to canonical alanine. The hydrochloride salt form can simplify handling during intermediate formation, particularly when preparing derivatization reagents or conjugation precursors under controlled pH. Labeled or functionalized aza-amino acid derivatives can then be used to construct modified peptides or biomolecule conjugates for biochemical research intermediate generation.

4. Peptidomimetic SAR Studies

H-L-Aza-OH*HCl is suitable for structure-activity relationship studies in peptidomimetic design, where backbone-modified amino acid residues are introduced to tune conformational preferences and intermolecular interactions. The aza substitution embedded in the alanine-like scaffold can influence amide geometry, hydrogen-bond acceptor/donor patterns, and overall polarity, making it relevant for SAR-driven analog libraries. The presence of the amino and carboxylic acid functionalities allows systematic derivatization into N-protected, coupling-compatible intermediates that can be assembled into series of analog peptides. The resulting peptidomimetic constructs can be used as research-grade molecular scaffolds to support iterative medicinal chemistry and biochemical assay development.

5. Process Chemistry Intermediate

H-L-Aza-OH*HCl is employed as a chiral amino acid intermediate in process chemistry for manufacturing-scale preparation of aza-substituted building blocks. The hydrochloride salt form provides a defined acid-base state that can be advantageous for consistent feedstock handling, filtration behavior, and controlled conversion to N-protected or carboxyl-activated intermediates. The compound's functional group set supports stepwise industrial synthesis strategies, including neutralization, protection, activation, and downstream coupling reagent generation for fine chemical production. The material can therefore serve as a practical intermediate for industrial peptide building block supply chains and for specialty chemical production requiring stereodefined amino acid analogs.

Size
1 g;5 g;

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