Ch-homoserinelactone

CAS: 67605-85-0

Ref. 3D-FC148567

Product Information

• Name: Ch-homoserinelactone
• Synonyms: butanamide, N-(tetrahydro-2-oxo-3-furanyl)-, N-(2-Oxotetrahydro-3-furanyl)butanamide, N-(2-Oxotetrahydrofuran-3-yl)butanamide

Description

Ch-homoserinelactone is a natural product that belongs to the class of antimicrobial agents. It has been shown to have transcriptional regulatory effects on human pathogens. Ch-homoserinelactone inhibits wild-type and mutant strains of bacteria, including Pseudomonas aeruginosa, by binding to p2y receptors. This binding results in lysis of the bacterial cell membrane and cell death. The lactone ring of ch-homoserinelactone reacts with a nucleophilic group at the β-position of a peptidyl residue in an amino acid chain to form a lactam bond. This reaction mechanism is similar to that used by antibiotics such as penicillin, which inhibit bacterial growth by inhibiting cross-linkage between two amino acid chains. Ch-homoserinelactone does not have any effect on Escherichia coli K12 cells.

• Brand: Biosynth

Chemical properties

• Molecular weight: 171.19 g/mol
• Formula: C₈H₁₃NO₃
• Purity: Min. 95%
• InChI: InChI=1S/C8H13NO3/c1-2-3-7(10)9-6-4-5-12-8(6)11/h6H,2-5H2,1H3,(H,9,10)/t6-/m0/s1
• InChI key: InChIKey=VFFNZZXXTGXBOG-LURJTMIESA-N
• SMILES: CCCC(=O)N[C@H]1CCOC1=O