Date published: 2026-8-20

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(S)-(−)-Indoline-2-carboxylic acid (CAS 79815-20-6)

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Alternate Names:
(S)-2,3-Dihydro-1H-indole-2-carboxylic acid
Application:
(S)-(−)-Indoline-2-carboxylic acid is (S)-(−)-Indoline-2-carboxylic acid is a catalyst for enantioselective cyclopropanations.
CAS Number:
79815-20-6
Molecular Weight:
163.17
Molecular Formula:
C9H9NO2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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(S)-(−)-Indoline-2-carboxylic acid, also known as (−)-Indoline-2-carboxylic acid, is a catalyst for enantioselective cyclopropanations. (S)-(−)-Indoline-2-carboxylic acid, a naturally occurring compound, has garnered significant attention in medicinal chemistry due to its potential applications. This chiral molecule exists in two mirror image forms: the (+) and (−) forms, with the latter being the more active and studied one. Exploring its diverse properties, researchers have investigated its potential and ability to inhibit specific enzymes and modulate receptor activity has been thoroughly examined. Though the precise mechanism of action remains partly elusive, it is believed that (S)-(−)-Indoline-2-carboxylic acid acts as an enzyme inhibitor, especially targeting tyrosinase, while also influencing receptor activity. Moreover, its antioxidant properties are thought to play a role in scavenging free radicals and safeguarding cells against oxidative damage.


(S)-(−)-Indoline-2-carboxylic acid (CAS 79815-20-6) References

  1. Enantioselective organocatalytic cyclopropanations. The identification of a new class of iminium catalyst based upon directed electrostatic activation.  |  Kunz, RK. and MacMillan, DW. 2005. J Am Chem Soc. 127: 3240-1. PMID: 15755116
  2. Directed electrostatic activation in enantioselective organocatalytic cyclopropanation reactions: a computational study.  |  Georgieva, MK., et al. 2016. Org Biomol Chem. 14: 5965-82. PMID: 27223461
  3. Purification, identification and characterization of an esterase with high enantioselectivity to (S)-ethyl indoline-2-carboxylate.  |  Zhang, YJ., et al. 2019. Biotechnol Lett. 41: 1223-1232. PMID: 31456128
  4. A Proline Mimetic for the Design of New Stable Secondary Structures: Solvent-Dependent Amide Bond Isomerization of (S)-Indoline-2-carboxylic Acid Derivatives.  |  Pollastrini, M., et al. 2021. J Org Chem. 86: 7946-7954. PMID: 34080867
  5. Semi-rational protein engineering of a novel esterase from Bacillus aryabhattai (BaCE) for resolution of (R,S)-ethyl indoline-2-carboxylate to prepare (S)-indoline-2-carboxylic acid.  |  Zhang, H., et al. 2022. Bioorg Chem. 120: 105602. PMID: 35065466
  6. A Unique and Stable Polyproline I Helix Sorted out from Conformational Equilibrium by Solvent Polarity.  |  Pollastrini, M., et al. 2022. J Org Chem. 87: 13715-13725. PMID: 36242553
  7. Direct enantioselective separation of clenbuterol by chiral HPLC in biological fluids.  |  Abou-Basha, LI. and Aboul-Enein, HY. 1996. Biomed Chromatogr. 10: 69-72. PMID: 8924729

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

(S)-(−)-Indoline-2-carboxylic acid, 1 g

sc-255553
1 g
$31.00