Chemodex

N-(3-Hydroxydecanoyl)-L-homoserine lactone

Product Code:
 
CDX-H0086
Product Group:
 
Other Biochemicals
Supplier:
 
Chemodex
Regulatory Status:
 
RUO
Shipping:
 
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Chemical Structure
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Chemical Structure

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CDX-H0086-M0055 mg£194.00
Quantity:
CDX-H0086-M02525 mg£743.00
Quantity:
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Further Information

Alternate Names/Synonyms:
OH-C10-HSL; 3-Hydroxy-N-[(3S)-tetrahydro-2-oxo-3-furanyl]-decanamide
Appearance:
White to off-white powder.
CAS:
192883-12-8
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Protect from light and moisture.
InChi:
InChI=1S/C14H25NO4/c1-2-3-4-5-6-7-11(16)10-13(17)15-12-8-9-19-14(12)18/h11-12,16H,2-10H2,1H3,(H,15,17)/t11?,12-/m0/s1
InChiKey:
DOICJCCMIBBSOO-KIYNQFGBSA-N
Long Description:
Chemical. CAS: 192883-12-8. Formula: C14H25NO4. MW: 271.35. Synthetic. N-3-hydroxydecanoyl-L-homoserine lactone is a small diffusible signaling molecule secreted by various bacteria and involved in quorum sensing, thereby controlling gene expression and affecting cellular metabolism. This lactone is produced via lactonolysis from 3-oxodecanoyl-homoserine lactone, altering quorum sensing or contributing to quorum quenching. The applications of this molecule include regulation of virulence and exoproteases.
MDL:
MFCD28016586
Molecular Formula:
C14H25NO4
Molecular Weight:
271.35
Package Type:
Vial
Product Description:
N-3-hydroxydecanoyl-L-homoserine lactone is a small diffusible signaling molecule secreted by various bacteria and involved in quorum sensing, thereby controlling gene expression and affecting cellular metabolism. This lactone is produced via lactonolysis from 3-oxodecanoyl-homoserine lactone, altering quorum sensing or contributing to quorum quenching. The applications of this molecule include regulation of virulence and exoproteases.
Purity:
>97% (NMR)
SMILES:
O=C1[C@@H](NC(CC(O)CCCCCCC)=O)CCO1
Solubility Chemicals:
Soluble in DMSO, DMF (both 20mg/ml) or acetonitrile.
Source / Host:
Synthetic.
Transportation:
Non-hazardous
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

References

(1) P. Lumjiaktase, et al.; Microbiol. 152, 3651 (2006) | (2) A. Fekete, et al.; Anal. Bioanal. Chem. 387, 455 (2007) | (3) X. Chen, et al.; Anal. Bioanal. Chem. 398, 2655 (2010) | (4) K.G. Chan, et al.; BMC Microbiol. 11, 1 (2011) | (5) C.W. Ha, et al.: Mol. Cells 33, 53 (2012)