2-Aminoindan-2-carboxylic acid 

2-Aminoindan-2-carboxylic acid is a conformationally restricted Phenylalanine analog and molecular building block. 2-Aminoindan-2-carboxylic acid constitutes a component of allosteric LFA-1 antagonists targeting the LFA-1/ICAM-1 interaction. 2-Aminoindan-2-carboxylic acid serves as a molecular building block for various biologically active peptides, including μ-receptor-selective opioid analogs, activated protein C inhibitors, and histone deacetylase inhibitors. 2-Aminoindan-2-carboxylic acid can be used in the research of autoimmune diseases, inflammatory diseases, opioid receptor-related diseases, antidiuresis-related diseases, and cancers^[1][2].

Derivatives of 2-Aminoindan-2-carboxylic acid potently inhibit the LFA-1/ICAM-1 protein-protein interaction in ELISA-based assays, with the most active analog (compound 16a) exhibiting an IC₅₀ value of 16 nM^[1].
The fluorescently labeled, DNA-conjugated derivative of 2-Aminoindan-2-carboxylic acid (1 μM; 1 h) binds specifically to cell surface LFA-1, which is confirmed by the significantly enhanced fluorescent signal in LFA-1-expressing K562 cells compared with untreated K562 cells^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

177.20

C₁₀H₁₁NO₂

27473-62-7

Solid

O=C(O)C1(N)CC=2C=CC=CC2C1

Room temperature in continental US; may vary elsewhere.

RT, protect from light

• [1]. Kollmann CS, et al. Application of encoded library technology (ELT) to a protein-protein interaction target: discovery of a potent class of integrin lymphocyte function-associated antigen 1 (LFA-1) antagonists. Bioorg Med Chem. 2014;22(7):2353-2365.  [Content Brief]

  [2]. Kotha S, et al. Design, Synthesis and Late-Stage Modification of Indane-Based Peptides via [2+2+2] Cyclotrimerization. Chem Asian J. 2021;16(22):3649-3657.  [Content Brief]