N-(3-Oxooctanoyl)-DL-homoserine lactone

• CAT Number: M004045
• CAS Number: 106983-27-1
• Molecular Formula: C12H19NO4
• Molecular Weight: 241.28
• Purity: ≥95%
• Synonyms: 3-oxo-N-(2-oxooxolan-3-yl)octanamide
• InChI: InChI=1S/C12H19NO4/c1-2-3-4-5-9(14)8-11(15)13-10-6-7-17-12(10)16/h10H,2-8H2,1H3,(H,13,15)
• InChIKey: FXCMGCFNLNFLSH-UHFFFAOYSA-N
• SMILES: CCCCCC(=O)CC(=O)NC1CCOC1=O

N-(3-Oxooctanoyl)-DL-homoserine lacton is a member of N-Acyl homoserine lactone (AHL) from gram-negative bacteria, with stereochemistry-dependent growth regulatory activity for roots [1].
The S enantiomer of N-(3-Oxooctanoyl)-DL-homoserine lacton increases sprouting of roots more effectively than the R enantiomer in sugar cane[1].
Both the R and S enantiomers let to stretch root cells[1].

Reference

[1]. Olher VG, et al. Acyl-homoserine Lactone from Saccharum × officinarum with Stereochemistry-Dependent Growth Regulatory Activity. J Nat Prod. 2016 May 27;79(5):1316-21.
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