N-(3-Oxohexanoyl)-L-homoserine lactone-d3
N-(3-Oxohexanoyl)-L-homoserine lactone-d3 (OHHL-d3) is the deuterated-labeled N-(3-Oxohexanoyl)-L-homoserine lactone (HY-W008806). N-(3-Oxohexanoyl)-L-homoserine lactone (OHHL; N-(3-Oxohexanoyl)homoserine lactone) is a specific agonist of LuxR-type transcription factor CarR with a Kd of 1.8 μM. N-(3-Oxohexanoyl)-L-homoserine lactone activates CarR by inducing protein multimerization, promoting its binding to target DNA sequences in the carR-carA intergenic region, thereby upregulating the transcription of carbapenem biosynthesis genes. N-(3-Oxohexanoyl)-L-homoserine lactone acts as a quorum sensing signal molecule, enabling bacteria to coordinate the production of carbapenem antibiotics in a cell density-dependent manner. N-(3-Oxohexanoyl)-L-homoserine lactone is used to study bacterial quorum sensing mechanisms, especially the secondary metabolism and virulence factor regulatory pathways of Erwinia carotovora and Yersinia enterocolitica.
For research use only. We do not sell to patients.
- Formula: C10H12D3NO4
- Molecular Weight:216.25
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
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Biological Activity
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Chemical Information
- Purity & Documentation
- References
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Help & FAQs
Biological Activity
Description
In Vitro
Stable heavy isotopes of hydrogen, carbon, and other elements have been incorporated into drug molecules, largely as tracers for quantitation during the drug development process. Deuteration has gained attention because of its potential to affect the pharmacokinetic and metabolic profiles of drugs.
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Application
1. This compound can be used as a tracer
2. This compound can be used as an internal standard for quantitative analysis by NMR, GC-MS, or LC-MS.
Chemical Information
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Unlabeled CAS 143537-62-6
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Molecular Weight 216.25
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Formula C10H12D3NO4
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SMILES
O=C(N[C@@H]1C(OCC1)=O)CC(CCC([2H])([2H])[2H])=O
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Synonyms
OHHL-d3; N-(3-Oxohexanoyl)homoserine lactone-d3
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
References
[1]. Welch M, et al. N-acyl homoserine lactone binding to the CarR receptor determines quorum-sensing specificity in Erwinia. EMBO J. 2000 Feb 15;19(4):631-41. [Content Brief]
[2]. Bainton NJ, et al. N-(3-oxohexanoyl)-L-homoserine lactone regulates carbapenem antibiotic production in Erwinia carotovora. Biochem J. 1992 Dec 15;288 ( Pt 3)(Pt 3):997-1004. [Content Brief]
[3]. Jacobi CA, et al. Detection of N-(3-oxohexanoyl)-L-homoserine lactone in mice infected with Yersinia enterocolitica serotype O8. Infect Immun. 2003 Nov;71(11):6624-6. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
N-(3-Oxohexanoyl)-L-homoserine lactone-d3 Related Classifications
HY-W008806S Related Classifications
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