ANBA contains an aminobenzoic acid framework in which the aromatic ring bears an amino substituent and a carboxylic acid group, placing it in the class of aromatic amino acid derivatives rather than a standard proteinogenic amino acid. The molecule presents an aniline-type amino functionality and a free carboxyl group that can participate in acid-base equilibria and form amide or ester derivatives for controlled incorporation into larger structures, with stereochemistry not indicated by the product identity. In synthetic and chemical biology workflows, ANBA is used as a building block and functional aromatic handle for preparing labeled or conjugated amino acid analogues, constructing amide-linked intermediates, and supporting structure-activity or analytical studies where an aminobenzoic acid motif provides spectroscopic or chemical reactivity.
CAT No: CP25315
CAS No:13280-60-9
Synonyms/Alias:5-Amino-2-nitrobenzoicacid;13280-60-9;2-Nitro-5-aminobenzoicacid;3-Carboxy-4-nitroaniline;5-amino-2-nitro-benzoicacid;Benzoicacid,5-amino-2-nitro-;KZZWQCKYLNIOBT-UHFFFAOYSA-N;MFCD00035748;SBB008583;132080-60-5;ST50405855;5-Amino-2-nitrobenzoate;NSC74455;PubChem4983;ACMC-1BXCB;AC1Q5ACA;Intermediates-ZCF02020;6-Nitro-m-anthranilicacid;3-amino-6-nitrobenzoicacid;5-amino-2-nitrobenzoic-acid;KSC494O0B;SCHEMBL268279;5-azanyl-2-nitro-benzoicacid;564613_ALDRICH;AC1Q51L5
Chemical Name:5-Amino-2-nitrobenzoic acid
ANBA is an amino acid-derived building block featuring an anilide-linked amino acid motif, widely used in peptide and amide bond construction workflows where a stable, isolable reagent form is advantageous. Its aromatic side-chain character supports incorporation into synthetic targets that benefit from increased hydrophobic/aromatic content, while the presence of an amino acid functionality makes it compatible with downstream coupling strategies used in research-grade peptide and medicinal chemistry programs.
1. Peptide And Amide Coupling
ANBA is commonly selected by peptide chemistry groups for constructing peptide segments and related amide linkages where an amino acid-derived reagent is required to introduce an aromatic/anilide-bearing residue. Synthetic peptide teams use it during solution-phase assembly and segment condensation to access defined sequences and analog libraries, including SAR-focused series where side-chain aromaticity is a key design element. Because ANBA is provided as a discrete, reagent-grade precursor rather than an in situ generated species, it fits routine coupling workflows used for custom peptide synthesis, medicinal chemistry intermediate preparation, and structure-confirmed analog generation.
2. Medicinal Chemistry Analog Synthesis
ANBA supports medicinal chemistry programs that prepare small-molecule or peptidomimetic analogs containing amino acid-derived amide motifs and aromatic character. Medicinal chemistry and process development teams use it to build well-defined intermediates for SAR studies, enabling systematic variation of aromatic substitution patterns and amide connectivity in lead optimization campaigns. In these contexts, ANBA's amino acid-derived functionality helps maintain structural consistency across analog series, while its aromatic/anilide character supports the generation of compounds used for subsequent purification, characterization, and downstream derivatization.
3. Pharmaceutical Intermediate Development
ANBA is used by intermediate development laboratories to prepare defined, structure-verified building blocks that feed into later coupling, functional group interconversion, and final assembly steps for larger synthetic targets. Process chemists and custom synthesis providers value amino acid-derived reagents like ANBA because they can be handled as stable inputs for reproducible intermediate manufacture, supporting batch-to-batch consistency during route scouting and scale-up planning. The aromatic/anilide character of ANBA also makes it a practical choice when the target intermediate must carry an amide functionality and aromatic substituent for later diversification.
4. Chemical Biology Probe Building
ANBA is applied in chemical biology settings where amino acid-derived aromatic amide motifs are incorporated into probe scaffolds for tagging, affinity studies, or labeling reagent development. Research groups use it to assemble defined probe precursors that later receive additional functionalization for immobilization or detection, leveraging the stability of an anilide/amide-containing linkage to withstand routine handling and purification. In probe construction workflows, ANBA's amino acid-derived handle helps maintain a consistent attachment point within the scaffold, supporting reproducible synthesis of structurally matched probe variants.
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