Click Here for 5% Off Your First Aladdin Purchase!

N-Octanoyl-DL-homoserine lactone - ≥97.0% (HPLC), high purity , CAS No.106983-30-6

  • ≥97%(HPLC)
Item Number
N464432
Grouped product items
SKUSizeAvailabilityPrice Qty
N464432-5mg
5mg
In stock
$177.90
N464432-25mg
25mg
In stock
$736.90

Basic Description

SynonymsN-Octanoyl-DL-homoserine lactone|106983-30-6|N-(2-oxooxolan-3-yl)octanamide|N-Octanyol-DL-homoserine lactone|N-Capryloyl-DL-homoserine lactone|C8-homoserine lactone|N-octanoyl-homoserine lactone|SCHEMBL3745514|Homoserine lactone, N-octanoyl-|JKEJEOJPJVRHM
Specifications & Purity≥97.0% (HPLC)
Storage TempStore at -20°C
Shipped InIce chest + Ice pads
Product Description

Description

Application test: Induces violacein expression in aChromobacterium violaceummutant usually not able to produce homoserine lactones.

Names and Identifiers

IUPAC Name N-(2-oxooxolan-3-yl)octanamide
INCHI InChI=1S/C12H21NO3/c1-2-3-4-5-6-7-11(14)13-10-8-9-16-12(10)15/h10H,2-9H2,1H3,(H,13,14)
InChi Key JKEJEOJPJVRHMQ-UHFFFAOYSA-N
Canonical SMILES CCCCCCCC(=O)NC1CCOC1=O
Isomeric SMILES CCCCCCCC(=O)NC1CCOC1=O
PubChem CID 3474204
Molecular Weight 227.3
Beilstein 1642628

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

To view the certificate results,please click on a Lot number.For Lot numbers from past orders,please use our order status section

4 results found

Lot NumberCertificate TypeDateItem
H23091000Certificate of AnalysisJul 28, 2023 N464432
H2309964Certificate of AnalysisJul 28, 2023 N464432
H2309976Certificate of AnalysisJul 28, 2023 N464432
H2309977Certificate of AnalysisJul 28, 2023 N464432

Chemical and Physical Properties

SensitivityMoisture sensitive
Flash Point(°F)Not applicable
Flash Point(°C)Not applicable

Safety and Hazards(GHS)

RIDADR NONH for all modes of transport

Related Documents

References

1. K H McClean,M K Winson,L Fish,A Taylor,S R Chhabra,M Camara,M Daykin,J H Lamb,S Swift,B W Bycroft,G S Stewart,P Williams.  (1998-01-09)  Quorum sensing and Chromobacterium violaceum: exploitation of violacein production and inhibition for the detection of N-acylhomoserine lactones..  Microbiology (Reading, England),  143   (( Pt 12)): (3703-3711).  [PMID:9421896]
2. S Swift,M J Lynch,L Fish,D F Kirke,J M Tomás,G S Stewart,P Williams.  (1999-09-25)  Quorum sensing-dependent regulation and blockade of exoprotease production in Aeromonas hydrophila..  Infection and immunity,  67  ((10)): (5192-5199).  [PMID:10496895]
3. L Eberl.  (2000-05-04)  N-acyl homoserinelactone-mediated gene regulation in gram-negative bacteria..  Systematic and applied microbiology,  22  ((4)): (493-506).  [PMID:10794136]
4. Ricky L Ulrich,David Deshazer,Ernst E Brueggemann,Harry B Hines,Petra C Oyston,Jeffrey A Jeddeloh.  (2004-10-22)  Role of quorum sensing in the pathogenicity of Burkholderia pseudomallei..  Journal of medical microbiology,  53  ((Pt 11)): (1053-1064).  [PMID:15496380]
5. Leo Eberl.  (2006-02-24)  Quorum sensing in the genus Burkholderia..  International journal of medical microbiology : IJMM,  296  ((2-3)): (103-110).  [PMID:16490397]
6. Frank Wilco Bartels,Matthew McIntosh,Alexander Fuhrmann,Christoph Metzendorf,Patrik Plattner,Norbert Sewald,Dario Anselmetti,Robert Ros,Anke Becker.  (2007-03-27)  Effector-stimulated single molecule protein-DNA interactions of a quorum-sensing system in Sinorhizobium meliloti..  Biophysical journal,  92  ((12)): (4391-4400).  [PMID:17384071]
7. Selvaraj Poonguzhali,Munusamy Madhaiyan,Tongmin Sa.  (2007-12-07)  Production of acyl-homoserine lactone quorum-sensing signals is widespread in gram-negative Methylobacterium..  Journal of microbiology and biotechnology,  17  ((2)): (226-233).  [PMID:18051753]
8. Tomohiro Morohoshi,Masashi Kato,Katsumasa Fukamachi,Norihiro Kato,Tsukasa Ikeda.  (2008-01-08)  N-acylhomoserine lactone regulates violacein production in Chromobacterium violaceum type strain ATCC 12472..  FEMS microbiology letters,  279  ((1)): (124-130).  [PMID:18177311]
9. Robert Czajkowski,Sylwia Jafra.  (2009-03-17)  Quenching of acyl-homoserine lactone-dependent quorum sensing by enzymatic disruption of signal molecules..  Acta biochimica Polonica,  56  ((1)): (1-16).  [PMID:19287806]
10. Jitesh A Soares,Brian M M Ahmer.  (2011-03-01)  Detection of acyl-homoserine lactones by Escherichia and Salmonella..  Current opinion in microbiology,  14  ((2)): (188-193).  [PMID:21353625]
11. Francisco Pérez-Montaño,Beatriz Guasch-Vidal,Sergio González-Barroso,Francisco Javier López-Baena,Teresa Cubo,Francisco Javier Ollero,Antonio M Gil-Serrano,Miguel Ángel Rodríguez-Carvajal,Ramón A Bellogín,M Rosario Espuny.  (2011-05-24)  Nodulation-gene-inducing flavonoids increase overall production of autoinducers and expression of N-acyl homoserine lactone synthesis genes in rhizobia..  Research in microbiology,  162  ((7)): (715-723).  [PMID:21600980]
12. Thommie Karlsson,Farah Musse,Karl-Eric Magnusson,Elena Vikström.  (2011-08-03)  N-Acylhomoserine lactones are potent neutrophil chemoattractants that act via calcium mobilization and actin remodeling..  Journal of leukocyte biology,  91  ((1)): (15-26).  [PMID:21807742]
13. Ali E McClean,Breck A Duerkop,E Peter Greenberg,Daniel A Kluepfel.  (2012-01-13)  AHL signals induce rubrifacine production in a bruI mutant of Brenneria rubrifaciens..  Phytopathology,  102  ((2)): (195-203).  [PMID:22236075]
14. Venkadesaperumal Gopu,Chetan Kumar Meena,Prathapkumar Halady Shetty.  (2015-08-08)  Quercetin Influences Quorum Sensing in Food Borne Bacteria: In-Vitro and In-Silico Evidence..  PloS one,  10  ((8)): (e0134684-e0134684).  [PMID:26248208]
15. Xinqi Huang,Yan Gao,Zhiping Ma,Guanghui Lin,Zhonghua Cai,Jin Zhou.  (2016-11-04)  Profile of Citrobacter freundii ST2, a Multi-acyl-homoserine Lactone Producer Associated with Marine Dinoflagellates..  Current microbiology,  74  ((1)): (68-76).  [PMID:27807655]
16. Haijun Ma,Xuezhu Wang,Yan Zhang,Haidong Hu,Hongqiang Ren,Jinju Geng,Lili Ding.  (2017-09-26)  The diversity, distribution and function of N-acyl-homoserine lactone (AHL) in industrial anaerobic granular sludge..  Bioresource technology,  247  (116-124).  [PMID:28946084]
17. Longyi Lv,Weiguang Li,Zejia Zheng,Donghui Li,Ning Zhang.  (2018-05-08)  Exogenous acyl-homoserine lactones adjust community structures of bacteria and methanogens to ameliorate the performance of anaerobic granular sludge..  Journal of hazardous materials,  354  (72-80).  [PMID:29729601]
18. Maybelle Kho Go,Li Na Zhao,Bo Xue,Shreyas Supekar,Robert C Robinson,Hao Fan,Wen Shan Yew.  (2020-04-23)  Directed Computational Evolution of Quorum-Quenching Lactonases from the Amidohydrolase Superfamily..  Structure (London, England : 1993),  28  ((6)): (635-642).  [PMID:32320671]
19. E del Pozo,J Zapf,A R Mackenzie,M Janner,R Perrelet,K Lippuner,P Mullis.  (2009-02-28)  Experimental arthritis: effect on growth parameters and total skeletal calcium..  Growth hormone & IGF research : official journal of the Growth Hormone Research Society and the International IGF Research Society,  19  ((5)): (442-446).  [PMID:19246225]
20. Hongsup Kim,Eunhye Goo,Yongsung Kang,Jinwoo Kim,Ingyu Hwang.  (2011-12-20)  Regulation of universal stress protein genes by quorum sensing and RpoS in Burkholderia glumae..  Journal of bacteriology,  194  ((5)): (982-992).  [PMID:22178971]
21. Xiwen Liu,Li-Chuang Cao,Xin-Jiong Fan,Yu-Huan Liu,Wei Xie.  (2016-12-03)  Engineering of a thermostable esterase Est816 to improve its quorum-quenching activity and the underlying structural basis..  Scientific reports,  (38137-38137).  [PMID:27909291]
22. Hebert F Culler,Samuel C F Couto,Juliana S Higa,Renato M Ruiz,Min J Yang,Vanessa Bueris,Marcia R Franzolin,Marcelo P Sircili.  (2018-05-16)  Role of SdiA on Biofilm Formation by Atypical Enteropathogenic Escherichia coli..  Genes,  ((5)):   [PMID:29762495]

Solution Calculators