N-(Ketocaproyl)-L-homoserine lactone

CAS: 143537-62-6

Ref. 3D-FK24799

Product Information

• Name: N-(Ketocaproyl)-L-homoserine lactone
• Synonyms: N-(3-Oxohexanoyl)-homoserine lactone(S)-3-Oxo-N-(tetrahydro-2-oxo-3-furanyl)hexanamide, N-(Beta-Ketocaproyl)-Dl-Homoserine Lactone, 3-oxo-N-[(3S)-2-oxotetrahydrofuran-3-yl]hexanamide

Description

N-(Ketocaproyl)-L-homoserine lactone is a fatty acid analog of the bacterial signaling molecule homoserine lactone and a potent inducer of cell lysis. The synthesis of this analog has been demonstrated in vitro with Escherichia coli, Bacillus subtilis, and Streptococcus pneumoniae. It is active against human pathogens including Helicobacter pylori and Staphylococcus aureus as well as mammalian tissue. N-(Ketocaproyl)-L-homoserine lactone induces cell lysis by binding to the DNA polymerase to inhibit its activity and terminate DNA synthesis. This inhibition leads to an accumulation of unprocessed RNA, which induces apoptosis in bacterial cells.

• Brand: Biosynth

Chemical properties

• Molecular weight: 213.23 g/mol
• Formula: C₁₀H₁₅NO₄
• Purity: Min. 98 Area-%
• Color/Form: White Powder
• InChI: InChI=1S/C10H15NO4/c1-2-3-7(12)6-9(13)11-8-4-5-15-10(8)14/h8H,2-6H2,1H3,(H,11,13)/t8-/m0/s1
• InChI key: InChIKey=YRYOXRMDHALAFL-QMMMGPOBSA-N
• SMILES: CCCC(=O)CC(=O)N[C@H]1CCOC1=O