DL-Indole-3-lactic Acid

CAS: 1821-52-9

Ref. TR-I627100

Product Information

• Name: DL-Indole-3-lactic Acid
• Synonyms: Indole-3-lactic Acid, Indolelactic Acid, 2-Hydroxy-3-(1H-indol-3-yl)propanoic Acid, 2-Hydroxy-3-(3-indolyl)propanoic Acid, 3-(3-Indolyl)-2-hydroxypropionic Acid, 3-(3-Indolyl)-DL-lactic Acid, 3-Indolyllactic Acid, a-Hydroxy-1H-indole-3-propanoic Acid, ß-(3-Indolyl)lactic Acid, ß-Indolyllactic Acid, 1H-Indole-3-propanoic acid, α-hydroxy-, 2-Hydroxy-3-(1H-indol-3-yl)propanoic acid, 2-Hydroxy-3-(3-indolyl)propanoic acid, 3-(3-Indolyl)-2-hydroxypropionic acid, 3-(3-Indolyl)-<span class="text-smallcaps">DL</span>-lactic acid, 3-Indole-lactic acid, 3-Indolyllactic acid, <span class="text-smallcaps">DL</span>-Indole-3-lactic acid, Indole-3-lactic acid, Indolelactic acid, Indolelacticacid, α-Hydroxy-1H-indole-3-propanoic acid, β-(3-Indolyl)lactic acid, β-Indolyllactic acid

Description

Applications DL-Indole-3-lactic Acid is used as a reagent in the synthesis of 2-hydroxy-1-(1H-indol-3-yl)-4-methylpentan-3-one which has weak antibacterial activity against 16 bacterial strains, including Escherichia coli, Bacillus subtilis and Staphylococcus aureus. DL-Indole-3-lactic Acid is also used in the preparation of Monatin, a natural sweet peptidomimetic.
References Nguyen, S.T., et al.: Bioorg. Med. Chem. Lett., 20, 5739 (2010); Nakamura, K., et al.: Peptide Sci., 40, 61 (2003)

• Brand: TRC

Chemical properties

• Molecular weight: 205.07389
• Formula: C₁₁H₁₁NO₃
• Color/Form: Neat
• InChI: InChI=1S/C11H11NO3/c13-10(11(14)15)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,10,12-13H,5H2,(H,14,15)
• InChI key: InChIKey=XGILAAMKEQUXLS-UHFFFAOYSA-N
• SMILES: O=C(O)C(O)Cc1c[nH]c2ccccc12