147795-40-2
Chemical Structure
N-(3-Oxodecanoyl)-L-homoserine lactone
Synonym(s): 3-Oxo-C10-HSL
- CAS. Nr.: 147795-40-2
- Formula:C14H23NO4
- Molecular Weight:269.34
IUPAC Name: (S)-3-oxo-N-(2-oxotetrahydrofuran-3-yl)decanamide
InChIKey: KYGIKEQVUKTKRR-LBPRGKRZSA-N
SMILES: CCCCCCCC(CC(N[C@@H]1C(OCC1)=O)=O)=O
Biological Activity: N-(3-Oxodecanoyl)-L-homoserine lactone (3-Oxo-C10-HSL) is a bacterial signaling molecule with quorum-sensing agonistic activity and competitive antagonistic activity against short-chain AHLs. N-(3-Oxodecanoyl)-L-homoserine lactone binds to VanR to form a complex, activates the transcription of the vanI gene, and establishes an autoregulatory loop for its own synthesis. N-(3-Oxodecanoyl)-L-homoserine lactone inhibits the synthesis of violacein induced by short-chain AHLs. N-(3-Oxodecanoyl)-L-homoserine lactone serves as the sole carbon and nitrogen source for Rhodococcus erythropolis W2 and can be completely degraded. N-(3-Oxodecanoyl)-L-homoserine lactone can be used in studies related to bacterial infections[1][2][3].
| Art. -Nr. | Produktname | Reinheit | Beschreibung | Pricing | |||||||||||||||||||
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N-(3-Oxodecanoyl)-L-homoserine lactone | 99.62% | N-(3-Oxodecanoyl)-L-homoserine lactone (3-Oxo-C10-HSL) is a bacterial signaling molecule with quorum-sensing agonistic activity and competitive antagonistic activity against short-chain AHLs. N-(3-Oxodecanoyl)-L-homoserine lactone binds to VanR to form a complex, activates the transcription of the vanI gene, and establishes an autoregulatory loop for its own synthesis. N-(3-Oxodecanoyl)-L-homoserine lactone inhibits the synthesis of violacein induced by short-chain AHLs. N-(3-Oxodecanoyl)-L-homoserine lactone serves as the sole carbon and nitrogen source for Rhodococcus erythropolis W2 and can be completely degraded. N-(3-Oxodecanoyl)-L-homoserine lactone can be used in studies related to bacterial infections. | ||||||||||||||||||||
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References
- [1]. Milton DL, et al. Quorum sensing in Vibrio anguillarum: characterization of the vanI/vanR locus and identification of the autoinducer N-(3-oxodecanoyl)-L-homoserine lactone. Journal of bacteriology. 1997 May;179(9):3004-12. [Content Brief]
- [2]. Uroz S, et al. N-Acylhomoserine lactone quorum-sensing molecules are modified and degraded by Rhodococcus erythropolis W2 by both amidolytic and novel oxidoreductase activities. Microbiology (Reading, England). 2005 Oct;151(Pt 10):3313-3322. [Content Brief]
- [3]. Bose U, et al. Production of N-acyl homoserine lactones by the sponge-associated marine actinobacteria Salinispora arenicola and Salinispora pacifica. FEMS microbiology letters. 2017 Jan 01;364(2). [Content Brief]
