Home Other Building Blocks N-hexanoyl-L-homoserine lactone

N-hexanoyl-L-homoserine lactone

CAS No.:
147852-83-3
Catalog Number:
AG00AQBJ
Molecular Formula:
C10H17NO3
Molecular Weight:
199.2469
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Product Description
Catalog Number:
AG00AQBJ
Chemical Name:
N-hexanoyl-L-homoserine lactone
CAS Number:
147852-83-3
Molecular Formula:
C10H17NO3
Molecular Weight:
199.2469
MDL Number:
MFCD12912260
IUPAC Name:
N-[(3S)-2-oxooxolan-3-yl]hexanamide
InChI:
InChI=1S/C10H17NO3/c1-2-3-4-5-9(12)11-8-6-7-14-10(8)13/h8H,2-7H2,1H3,(H,11,12)/t8-/m0/s1
InChI Key:
ZJFKKPDLNLCPNP-QMMMGPOBSA-N
SMILES:
CCCCCC(=O)N[C@H]1CCOC1=O
Properties
Complexity:
215  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
0
Exact Mass:
199.121g/mol
Formal Charge:
0
Heavy Atom Count:
14  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
199.25g/mol
Monoisotopic Mass:
199.121g/mol
Rotatable Bond Count:
5  
Topological Polar Surface Area:
55.4A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1.5  
Literature
Title Journal
Characterization of each aefR and mexT mutant in Pseudomonas syringae pv. tabaci 6605. Molecular genetics and genomics : MGG 20120601
Attachment of Escherichia coli O157:H7 to abiotic surfaces of cooking utensils. Journal of food science 20120401
AHL signals induce rubrifacine production in a bruI mutant of Brenneria rubrifaciens. Phytopathology 20120201
Malabaricone C from Myristica cinnamomea exhibits anti-quorum sensing activity. Journal of natural products 20111028
Infrared study of the bacterial autoinducer N-hexanoyl-homoserine lactone (C6-HSL) in the gas-phase, water, and octanol solutions. The journal of physical chemistry. A 20110825
A strategy for antagonizing quorum sensing. Molecular cell 20110422
The distinct quorum sensing hierarchy of las and rhl in Pseudomonas sp. M18. Current microbiology 20091201
Characterization of a phenazine and hexanoyl homoserine lactone producing Pseudomonas aurantiaca strain PB-St2, isolated from sugarcane stem. Journal of microbiology and biotechnology 20091201
[Expression of N-acyl-homoserine lactonase AiiA gene affects properties of rhizospheric strain Pseudomonas chlororaphis 449]. Genetika 20090101
Response of Arabidopsis thaliana to N-hexanoyl-DL-homoserine-lactone, a bacterial quorum sensing molecule produced in the rhizosphere. Planta 20081201
Directed evolution of LuxI for enhanced OHHL production. Biotechnology and bioengineering 20081001
Quorum-sensing system affects gall development incited by Pantoea agglomerans pv. gypsophilae. Molecular plant-microbe interactions : MPMI 20080801
Inhibition of bacterial quorum sensing by vanilla extract. Letters in applied microbiology 20060601
[Negative regulation on PCA production is not correlated with positive regulation on BHL and HHL synthesis by gacA in Pseudomonas sp. M18]. Wei sheng wu xue bao = Acta microbiologica Sinica 20060601
N-acyl-L-homoserine lactone signal interception by Escherichia coli. FEMS microbiology letters 20060301
Regulatory roles of psrA and rpoS in phenazine-1-carboxamide synthesis by Pseudomonas chlororaphis PCL1391. Microbiology (Reading, England) 20060101
Acyl-homoserine lactones from Erwinia psidii R. IBSBF 435T, a guava phytopathogen (Psidium guajava L.). Journal of agricultural and food chemistry 20050810
N-hexanoyl-L-homoserine lactone, a mediator of bacterial quorum-sensing regulation, exhibits plant-dependent stability and may be inactivated by germinating Lotus corniculatus seedlings. FEMS microbiology ecology 20050301
Genetic analysis of violacein biosynthesis by Chromobacterium violaceum. Genetics and molecular research : GMR 20040331
Direct analysis of selected N-acyl-L-homoserine lactones by gas chromatography/mass spectrometry. Rapid communications in mass spectrometry : RCM 20040101
Effects of natural and chemically synthesized furanones on quorum sensing in Chromobacterium violaceum. BMC microbiology 20040101
Novel bacteria degrading N-acylhomoserine lactones and their use as quenchers of quorum-sensing-regulated functions of plant-pathogenic bacteria. Microbiology (Reading, England) 20030801
Cell-to-cell communication across the prokaryote-eukaryote boundary. Science (New York, N.Y.) 20021108
Synthesis of multiple N-acylhomoserine lactones is wide-spread among the members of the Burkholderia cepacia complex. Systematic and applied microbiology 20010401
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