(S)-2-Acetoxy-propionic acid

CAS: 6034-46-4

Ref. 3D-FA29068

Product Information

• Name: (S)-2-Acetoxy-propionic acid
• Synonyms: (-)-O-Acetyl-L-lactic acid
• Brand: Biosynth

Description

(S)-2-Acetoxy-propionic acid is a hexyl, enantiopure, and biologically active chemical. It is a pheromone that is secreted by the streptomycetaceae bacterium as part of its mating process. It has been shown to have an inhibitory effect on stingless bees, which are native to Central America and South America. (S)-2-Acetoxy-propionic acid has been found in the mandibular glands of these bees and is believed to play a role in their behavior. This chemical can be synthesized from propionic acid and acetaldehyde or from lactic acid and acetaldehyde. It is also possible to produce it from 2-bromopropanoic acid through the tripropionate pathway. The chemical was first isolated in 1957 by Takaichi Yamashita, who named it for its ability to inhibit bee stings when applied externally. (S)-2-Acetoxy

Chemical properties

• Molecular weight: 132.11 g/mol
• Formula: C₅H₈O₄
• Purity: Min. 95%
• Color/Form: Colorless Clear Liquid
• InChI: InChI=1S/C5H8O4/c1-3(5(7)8)9-4(2)6/h3H,1-2H3,(H,7,8)/t3-/m0/s1
• InChI key: InChIKey=WTLNOANVTIKPEE-VKHMYHEASA-N
• SMILES: CC(=O)O[C@@H](C)C(=O)O