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N-Heptanoyl-DL-homoserine lactone - 97%, high purity , CAS No.106983-26-0

  • ≥97%
Item Number
N464430
Grouped product items
SKUSizeAvailabilityPrice Qty
N464430-25mg
25mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$106.90
N464430-100mg
100mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$2,041.90

Basic Description

SynonymsN-Heptanoyl-DL-homoserine lactone|106983-26-0|N-(2-oxooxolan-3-yl)heptanamide|N-(2-Oxotetrahydrofuran-3-yl)heptanamide|CHEMBL488749|SCHEMBL12341630|DTXSID30407866|Homoserine lactone, N-heptanoyl-|FTMZLSDESAOPSZ-UHFFFAOYSA-N|MFCD01862914|HY-115393|CS-00831
Specifications & Purity97%
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)heptanamide
INCHI InChI=1S/C11H19NO3/c1-2-3-4-5-6-10(13)12-9-7-8-15-11(9)14/h9H,2-8H2,1H3,(H,12,13)
InChi Key FTMZLSDESAOPSZ-UHFFFAOYSA-N
Canonical SMILES CCCCCCC(=O)NC1CCOC1=O
Isomeric SMILES CCCCCCC(=O)NC1CCOC1=O
PubChem CID 5057188
Molecular Weight 213.27

Certificates

Certificate of Analysis(COA)

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Chemical and Physical Properties

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

Safety and Hazards(GHS)

RIDADR NONH for all modes of transport

Related Documents

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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. 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]
7. 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]
8. Armando M Pomini,Anita J Marsaioli.  (2008-05-10)  Absolute configuration and antimicrobial activity of acylhomoserine lactones..  Journal of natural products,  71  ((6)): (1032-1036).  [PMID:18465897]
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. 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]
11. 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]
12. Shujuan Huang,Hui Zhang,Tze Chiang Albert Ng,Boyan Xu,Xueqing Shi,How Yong Ng.  (2020-04-16)  Analysis of N-Acy-L-homoserine lactones (AHLs) in wastewater treatment systems using SPE-LLE with LC-MS/MS..  Water research,  177  (115756-115756).  [PMID:32294590]
13. 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]

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