Boc-2-Abz-OH

Boc-2-Abz-OH is a protected amino acid derivative in which 2-aminobenzoyl (2-Abz) is functionalized as a carboxylic acid bearing an aniline-type amino group, with the amino functionality masked by a tert-butoxycarbonyl (Boc) protecting group. The molecule contains both an N-Boc carbamate and a free carboxylic acid, and its aromatic side chain provides a conjugated benzoyl framework that can participate in π-π and hydrophobic interactions during peptide or conjugate assembly. In synthesis, the Boc-protected amino acid is used as a building block for stepwise peptide synthesis and for preparing aromatic-containing peptide analogues or other amide-linked derivatives where controlled deprotection and chemoselective coupling are required.

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

CAT No: CP25991

CAS No:68790-38-5

Synonyms/Alias:Boc-2-aminobenzoicacid;Boc-2-Abz-OH;68790-38-5;2-{[(tert-butoxy)carbonyl]amino}benzoicacid;2-(tert-butoxycarbonylamino)benzoicacid;N-Boc-anthranilicacid;2-[(tert-butoxycarbonyl)amino]benzoicacid;2-(Boc-amino)benzoicacid;AC1N3I4X;AC1Q1N9D;AC1Q1N9E;Oprea1_475362;15297_ALDRICH;SCHEMBL222446;2-[(2-methylpropan-2-yl)oxycarbonylamino]benzoicAcid;t-butoxycarbonylanthranilicacid;15297_FLUKA;BYGHHEDJDSLEKK-UHFFFAOYSA-N;MolPort-001-770-315;HMS1617M13;ZINC216768;2-Aminobenzoicacid,BOCprotected;0626AC;AKOS000169402;2-tert-Butoxycarbonylamino-benzoicacid

Chemical Name:2-(t-Butyloxycarbonylamino)-benzoic acid

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M.F/Formula
C12H15NO4
M.W/Mr.
237,25 g/mole

Boc-2-Abz-OH is a Boc-protected 2-aminobenzoyl (Abz) amino acid building block used in peptide and peptidomimetic synthesis, where the benzoyl side chain provides an aromatic handle for structural studies and probe design. The N-terminal Boc protection supports standard protected-amino-acid workflows, enabling controlled incorporation of the Abz residue into peptide sequences. In practice, Abz-containing constructs are frequently selected for their utility as an aromatic moiety that can be leveraged in labeling, conformational studies, and downstream chemical biology applications.

1. Peptide Synthesis Building Block

Boc-2-Abz-OH is used as a protected amino acid building block for assembling Abz-containing peptides in custom peptide synthesis workflows. Researchers incorporate the Abz residue to introduce a defined aromatic functionality at a specific position within the peptide backbone, supporting sequence-dependent studies where aromatic placement matters for structure and reactivity. The Boc-protected amino group aligns with protected-amino-acid coupling strategies commonly used to generate well-defined peptide intermediates for subsequent purification and characterization.

2. Chemical Biology Probe Peptides

Boc-2-Abz-OH is frequently selected when building probe peptides that require an aromatic Abz motif as a functional element for chemical biology experiments. Teams developing peptide-based probes use the Abz residue as a convenient, structurally defined handle within a larger sequence, enabling rational design of probe constructs for labeling, mapping, and interaction studies where the aromatic group contributes to probe architecture. This product format is particularly relevant when the synthesis workflow depends on stable protection of the amino functionality during stepwise assembly.

3. Peptidomimetic And SAR Intermediates

Boc-2-Abz-OH supports medicinal chemistry and SAR development by enabling preparation of Abz-bearing peptide mimetics and related analogs as discrete synthetic intermediates. Medicinal chemistry groups use this building block to introduce an aromatic benzoyl-derived element into lead optimization libraries, allowing systematic variation of sequence context while maintaining a consistent Abz unit. The Boc-protected form helps streamline library synthesis where controlled deprotection and coupling steps are needed to generate analogs with reproducible composition for downstream characterization.

4. Analytical Standard Peptide Preparation

Boc-2-Abz-OH is also used to produce defined Abz-containing peptide standards for analytical method development and reference material preparation. Analytical teams prepare sequence-specific standards to support LC-MS/MS characterization, retention-time matching, and comparative quantification workflows that rely on structurally confirmed peptide species. Using a protected Abz building block helps ensure the Abz residue is incorporated with the intended protection pattern during synthesis, improving reproducibility of the final standard used in instrument and method validation.

Size
5 g;
InChI
1S/C12H15NO4/c1-12(2,3)17-11(16)13-9-7-5-4-6-8(9)10(14)15/h4-7H,1-3H3,(H,13,16)(H,14,15)
InChI Key
BYGHHEDJDSLEKK-UHFFFAOYSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC1=CC=CC=C1C(=O)O

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