N-(3-Oxohexanoyl)-L-homoserine lactone
| Code | Size | Price |
|---|
| CDX-O0057-M010 | 10 mg | £72.00 |
Quantity:
| CDX-O0057-M050 | 50 mg | £230.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
AMBIENT
Storage:
-20°C
Documents
Further Information
Alternate Names/Synonyms:
3-oxo-C6-HSL; N-(beta-Ketocaproyl)-L-homoserine lactone
Appearance:
White solid.
CAS:
143537-62-6
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Keep cool and dry.Protect from light and moisture.
InChi:
InChI=1S/C10H15NO4/c1-2-3-7(12)6-9(13)11-8-4-5-15-10(8)14/h8H,2-6H2,1H3,(H,11,13)/t8-/m0/s1
InChiKey:
YRYOXRMDHALAFL-QMMMGPOBSA-N
Long Description:
Chemical. CAS: 143537-62-6. Formula: C10H15NO4. MW: 213.2. Synthetic. N-(3-Oxohexanoyl)-L-homoserine lactone is a small diffusible signaling molecule and is a member of N-acyl-homoserine lactone family. N-acylhomoserine lactones (AHL) are involved in quorum sensing, controlling gene expression, and cellular metabolism. The diverse applications of this kind of molecule include regulation of virulence in general, infection prevention, and formation of biofilms. At increased populations of bacteria, localized higher concentrations of 3OC6-HSL, an endogenous ligand to transcriptional factor LuxR, leads to increased production of both the AHL synthase and proteins responsible for bioluminescence. Numerous other species of bacteria also employ 3OC6-HSL in cell-to-cell communication. An autoinducer of P. fischeri luciferase and a specfic genetic regulator that is unrelated to at least one of the enzyme systems that it induces. It acts after excretion and accumulation in the extracellular medium.
MDL:
MFCD00171363
Molecular Formula:
C10H15NO4
Molecular Weight:
213.2
Package Type:
Vial
Product Description:
N-(3-Oxohexanoyl)-L-homoserine lactone is a small diffusible signaling molecule and is a member of N-acyl-homoserine lactone family. N-acylhomoserine lactones (AHL) are involved in quorum sensing, controlling gene expression, and cellular metabolism. The diverse applications of this kind of molecule include regulation of virulence in general, infection prevention, and formation of biofilms. At increased populations of bacteria, localized higher concentrations of 3OC6-HSL, an endogenous ligand to transcriptional factor LuxR, leads to increased production of both the AHL synthase and proteins responsible for bioluminescence. Numerous other species of bacteria also employ 3OC6-HSL in cell-to-cell communication. An autoinducer of P. fischeri luciferase and a specfic genetic regulator that is unrelated to at least one of the enzyme systems that it induces. It acts after excretion and accumulation in the extracellular medium.
Purity:
>97% (GC)
SMILES:
[H][C@@]1(CCOC1=O)NC(=O)CC(=O)CCC
Solubility Chemicals:
Soluble in chloroform (>100mg/ml).
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) A. Eberhard, et al.; Arch. Microbiol. 146, 35 (1986) | (2) N.J. Bainton, et al.; Biochem. J. 288, 997 (1992) | (3) P. Williams, et al.; FEMS Microbiol. Lett. 100, 161 (1992) | (4) R.H. Gomer; Curr. Biol. 4, 734 (1994) | (5) A. Chatterjee, et al.; Appl. Environ.Microbiol. 61, 1959 (1995) | (6) Y.H. Dong, et al.; Nature 411, 813 (2001) | (7) G.D. Geske, et al.; Bioorg. Med. Chem. Lett. 18, 5978 (2008) | (8) R.L. Frey, et al.; Environ. Sci. Tech. 44, 7465 (2010)
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