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N-3-oxo-dodecanoyl-L-homoserine lactone

Selected Variant

HY-114544A-01

Size: 5 mg

N-3-oxo-dodecanoyl-L-Homoserine lactone (3-oxo-C12-HSL) is a bacterial quorum-sensing signaling molecule produced by P. aeruginosa and strains of the B. cepacia complex[1][2].Quorum sensing is a regulatory system used by bacteria for controlling gene expression in response to increasing cell density.N-3-oxo-dodecanoyl-L-Homoserine lactone induces the production of IL-8 in 16HBE human bronchial epithelial cells[3].

Product Specifications

CAS Number

168982-69-2

Product Name Alternative

OdDHL

UNSPSC

12352005

Hazard Statement

H302

Target

Apoptosis; Bacterial; Caspase; ERK; NF-κB; Reactive Oxygen Species (ROS)

Type

Reference compound

Related Pathways

Anti-infection; Apoptosis; Immunology/Inflammation; MAPK/ERK Pathway; Metabolic Enzyme/Protease; NF-κB; Stem Cell/Wnt

Applications

COVID-19-immunoregulation

Field of Research

Cancer; Metabolic Disease; Inflammation/Immunology

Assay Protocol

https://www.medchemexpress.com/n-3-oxo-dodecanoyl-l-homoserine-lactone.html

Concentration

10mM

Purity

99.88

Solubility

DMSO : 100 mg/mL (ultrasonic) |H2O : < 0.1 mg/mL (ultrasonic; warming; heat to 60°C)

Smiles

CCCCCCCCCC(CC(N[C@@H]1C(OCC1)=O)=O)=O

Molecular Formula

C16H27NO4

Molecular Weight

297.39

Precautions

H302

References & Citations

[1]Pearson JP, Gray KM, Passador L, Tucker KD, Eberhard A, Iglewski BH, Greenberg EP. Structure of the autoinducer required for expression of Pseudomonas aeruginosa virulence genes. Proc Natl Acad Sci U S A. 1994 Jan 4;91 (1) :197-201. |[2]Chambers CE, Visser MB, Schwab U, Sokol PA. Identification of N-acylhomoserine lactones in mucopurulent respiratory secretions from cystic fibrosis patients. FEMS Microbiol Lett. 2005 Mar 15;244 (2) :297-304. |[3]Smith RS, Fedyk ER, Springer TA, Mukaida N, Iglewski BH, Phipps RP. IL-8 production in human lung fibroblasts and epithelial cells activated by the Pseudomonas autoinducer N-3-oxododecanoyl homoserine lactone is transcriptionally regulated by NF-kappa B a|[4]Ritchie AJ, et al., Modification of in vivo and in vitro T- and B-cell-mediated immune responses by the Pseudomonas aeruginosa quorum-sensing molecule N- (3-oxododecanoyl) -L-homoserine lactone. Infect Immun. 2003 Aug;71 (8) :4421-31.|[5]Gaisford W, et al., OdDHL inhibits T cell subset differentiation and delays diabetes onset in NOD mice. Clin Vaccine Immunol. 2011 Aug;18 (8) :1213-20. |[6]Woo K, et al., N-3-Hydroxy Dodecanoyl-DL-homoserine Lactone (OH-dDHL) Triggers Apoptosis of Bone Marrow-Derived Macrophages through the ER- and Mitochondria-Mediated Pathways. Int J Mol Sci. 2021 Jul 15;22 (14) :7565.

Shipping Conditions

Room Temperature

Storage Conditions

4°C (Powder, protect from light)

Scientific Category

Reference compound1

Clinical Information

Phase 4

Available Sizes

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