H-beta-Ala-betaNA · HBr

H-beta-Ala-betaNA · HBr is a β-amino acid derivative featuring a β-alanine backbone linked to a β-nitrogen-containing amide/amine functionality (βNA) and present as a hydrobromide salt. The molecule contains both an amino group and a carboxyl (or carboxyl-equivalent) functionality while the HBr counterion forms an ionic salt that can improve handling and aqueous solubility relative to the free base. It is used as a defined building block for peptide and peptidomimetic synthesis and for chemical biology or analytical workflows where a β-alanine-based residue bearing the βNA functional motif is required for controlled coupling and subsequent derivatization.

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

CAT No: CP26737

CAS No:201985-01-5

Synonyms/Alias:201985-01-5;C13H14N2O.HBr;H-beta-Ala-betaNAhydrobromide;6174AH;Beta-alaninebeta-naphthylamidehydrobromide

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M.F/Formula
C13H15BrN2O
M.W/Mr.
295.18

H-beta-Ala-betaNA · HBr is a hydrobromide salt form of a β-alanine-based amino acid derivative bearing a βNA substituent, providing a cationic, salt-stabilized handle for synthetic and analytical workflows. The structure contains an amino functionality and a carboxylate-bearing amino acid backbone motif, while the βNA-bearing side-chain can participate in nucleophilic and electrophilic transformations depending on its substitution pattern and local electronic environment. The HBr counterion supports storage stability and can influence solubility and salt formation behavior during protected amino acid synthesis and peptide coupling planning. The stereochemical outcome is governed by the defined β-amino acid framework, making the compound suitable as a chiral or stereochemically controlled intermediate when paired with appropriate protection-group strategies.

1. Peptide Synthesis

H-beta-Ala-betaNA · HBr is used in peptide building-block preparation where β-alanine-type backbone chemistry enables amide bond formation at the carboxyl group under standard peptide coupling conditions. The salt form helps manage the basic amino site during protection and coupling planning, while the βNA-bearing side-chain can be carried through peptide assembly or selectively transformed after chain elongation. Protection-group strategies can be applied to the amino and carboxyl functionalities to control N-terminal versus side-chain reactivity, supporting C-terminal modification when the derivative is converted into an activated acid or protected ester intermediate. Downstream, the resulting βNA-containing peptides can serve as substrates for biochemical assays, as reference materials for peptide coupling optimization, or as scaffold components for peptidomimetic construction.

2. Amino Acid Derivatization

H-beta-Ala-betaNA · HBr is suitable for amino acid derivatization workflows that require a β-amino acid backbone with a functional side-chain for subsequent functional group interconversion. The presence of an amino acid motif enables conversion into N-protected derivatives and controlled activation of the carboxyl functionality, supporting downstream synthesis of amides, esters, and side-chain-modified analogs. The βNA substituent can be leveraged as a reactive handle for further derivatization, enabling the generation of libraries of βNA-substituted amino acid derivatives used in structure-activity relationship studies and chemical biology probes. The hydrobromide salt form also supports reproducible handling during intermediate preparation in fine chemical synthesis and process chemistry.

3. Chemical Biology Probes

H-beta-Ala-betaNA · HBr can be applied to chemical biology research where β-amino acid incorporation provides a defined backbone for molecular recognition and controlled conformational effects in probe design. The amino acid core supports conjugation planning through orthogonal protection strategies that separate coupling at the backbone from modification at the βNA-bearing functionality. The salt-stabilized amine can be managed during derivatization to install linkers, tags, or reporter-reactive groups while maintaining compatibility with peptide-like assembly routes. Downstream, βNA-containing conjugates and peptide analogs generated from this intermediate can function as biochemical research tools for monitoring binding interactions, profiling enzyme tolerance, or supporting targeted biomolecule modification.

4. Protected Amino Acids

H-beta-Ala-betaNA · HBr is relevant to protected amino acid chemistry as a starting material for generating N-protected and/or C-terminally protected derivatives that align with peptide coupling compatibility requirements. The amino acid backbone allows systematic protection-group selection to suppress undesired side reactions, while the βNA-bearing substituent can be maintained, protected, or selectively deprotected depending on the intended sequence position. The hydrobromide counterion supports salt formation that can improve reproducibility of intermediate isolation and facilitate controlled deprotonation steps during orthogonal protection schemes. Downstream, protected β-alanine-βNA derivatives can serve as process-ready intermediates for peptide building-block preparation, combinatorial synthesis, and stereochemically defined amino acid analog construction.

5. Pharmaceutical Intermediate Preparation

H-beta-Ala-betaNA · HBr is suitable for pharmaceutical intermediate preparation where amino acid-derived fragments are incorporated into medicinal chemistry and peptidomimetic programs. The β-amino acid framework provides a handle for constructing amide-linked motifs and for tuning physicochemical properties through controlled protection and functional group transformations. The βNA-bearing side-chain can be carried into later synthetic stages as a functional element for scaffold elaboration, enabling generation of analog series for SAR studies without disrupting the core coupling logic. Downstream, this derivative supports fine chemical synthesis routes that convert amino acid building blocks into manufacturable intermediates used in industrial chemical manufacturing and process chemistry planning.

Size
1 g;5 g;
InChI
1S/C13H14N2O.BrH/c14-8-7-13(16)15-12-6-5-10-3-1-2-4-11(10)9-12;/h1-6,9H,7-8,14H2,(H,15,16);1H
InChI Key
NXOOSBFVJFJSAW-UHFFFAOYSA-N
Canonical SMILES
C1=CC=C2C=C(C=CC2=C1)NC(=O)CCN.Br

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