Reference - Detail
| RRC ID | 35346 |
|---|---|
| Author | Ascenso OS, Marques JC, Santos AR, Xavier KB, Ventura MR, Maycock CD. |
| Title | An efficient synthesis of the precursor of AI-2, the signalling molecule for inter-species quorum sensing. |
| Journal | Bioorg Med Chem |
| Abstract |
Autoinducer-2 (AI-2) is a signalling molecule for bacterial inter-species communication. A synthesis of (S)-4,5-dihydroxypentane-2,3-dione (DPD), the precursor of AI-2, is described starting from methyl glycolate. The key step was an asymmetric reduction of a ketone with (S)-Alpine borane. This new method was highly reproducible affording DPD for biological tests without contaminants. The biological activity was tested with the previously available assays and compared with a new method using an Escherichia coli reporter strain thus avoiding the use of the pathogenic Salmonella reporter. |
| Volume | 19(3) |
| Pages | 1236-41 |
| Published | 2011-2-1 |
| DOI | 10.1016/j.bmc.2010.12.036 |
| PII | S0968-0896(10)01127-2 |
| PMID | 21216605 |
| MeSH | Drug Contamination Escherichia coli / genetics Escherichia coli / physiology* Homoserine / analogs & derivatives* Homoserine / chemistry Homoserine / metabolism Lactones / chemistry* Lactones / metabolism* Pentanones / chemical synthesis* Pentanones / metabolism Quorum Sensing* Reproducibility of Results |
| IF | 3.073 |
| Times Cited | 29 |
| WOS Category | CHEMISTRY, MEDICINAL CHEMISTRY, ORGANIC BIOCHEMISTRY & MOLECULAR BIOLOGY |
| Altmetric score |
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| Total number of mentions | 0 |
| Resource | |
| Prokaryotes E. coli | NA |