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.
For research use only. We do not sell to patients.
- CAS No.: 27473-62-7
- Formula: C10H11NO2
- Molecular Weight:177.20
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Storage:
RT, protect from light.
In solvent -80°C, 1 year , -20°C, 6 months
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Biological Activity
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Chemical Information
- Purity & Documentation
- References
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Help & FAQs
Biological Activity
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.
Chemical Information
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CAS No. 27473-62-7
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Appearance Solid
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Molecular Weight 177.20
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Formula C10H11NO2
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SMILES
O=C(O)C1(N)CC=2C=CC=CC2C1
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
RT, protect from light
In solvent -80°C 1 year -20°C 6 months
Purity & Documentation
References
[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]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
2-Aminoindan-2-carboxylic acid Related Classifications
HY-W241255 Related Classifications
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- 2-Aminoindan-2-carboxylic acid
- 27473-62-7
- Amino Acid Derivatives
- Drug Intermediate
- Jurkat cells
- autoimmune diseases
- K562 cells
- histone deacetylase inhibitors
- μ-receptor-selective opioid analogs
- activated protein C inhibitors
- opioid receptor-related disorders
- LFA-1/ICAM-1 interaction
- lymphocyte function-associated antigen 1
- inflammatory diseases
- Inhibitor
- inhibitor
- inhibit