N-[(3S)-Tetrahydro-2-oxo-3-furanyl]heptanamide, C7-HSL - 98%, high purity , CAS No.177158-20-2

  • ≥98%
Item Number
N348009
Grouped product items
SKUSizeAvailabilityPrice Qty
N348009-5mg
5mg
In stock
$32.90
N348009-10mg
10mg
In stock
$81.90
N348009-50mg
50mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$367.90

a small diffusible signaling molecule involved in quorum sensing

Basic Description

SynonymsN-heptanoyl-L-homoserine lactone | N-Heptanoylhomoserine lactone | 177158-20-2 | N-[(3S)-2-oxooxolan-3-yl]heptanamide | N-heptanoyl-homoserine lactone | CHEMBL584972 | CHEBI:29644 | Heptanamide, N-[(3S)-tetrahydro-2-oxo-3-furanyl]- | C7-HSL | N-heptanoyl homoserine lactone
Specifications & Purity≥98%
Biochemical and Physiological MechanismsN-Heptanoyl-L-homoserine lactone is a member of N-acyl-homoserine lactone family. N-Acylhomoserine lactones (AHL) regulate gene expression in gram-negative bacteria, such as Echerichia and Salmonella, and are involved in quorum sensing, cell to cell commu
Storage TempStore at -20°C,Argon charged
Shipped InIce chest + Ice pads
Product Description

N-heptanoyl-L-Homoserine lactone (C7-HSL) is a small diffusible signaling molecule involved in quorum sensing, thereby controlling gene expression and affecting cellular metabolism. Quorum sensing is a regulatory system used by bacteria for controlling gene expression in response to increasing cell density, and by quenching this system could lead to controlling bacterial infections. The expression of specific target genes, such as transcriptional regulators belonging to the LuxIR family of proteins, is coordinated by synthesis of diffusible acylhomoserine lactone (AHL) molecules. The diverse applications of this molecule include regulation of virulence, infection prevention, and septicemia in fish.

Associated Targets(non-human)

luxR Transcriptional activator protein luxR (400 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
traR Transcriptional activator protein traR (147 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
lasR Transcriptional activator protein lasR (432 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Names and Identifiers

IUPAC Name N-[(3S)-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)/t9-/m0/s1
InChi Key FTMZLSDESAOPSZ-VIFPVBQESA-N
Canonical SMILES CCCCCCC(=O)NC1CCOC1=O
Isomeric SMILES CCCCCCC(=O)N[C@H]1CCOC1=O
PubChem CID 443437
Molecular Weight 213.27

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Certificate of Analysis(COA)

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4 results found

Lot NumberCertificate TypeDateItem
C2210627Certificate of AnalysisFeb 11, 2022 N348009
C2210628Certificate of AnalysisFeb 11, 2022 N348009
C2210685Certificate of AnalysisFeb 11, 2022 N348009
F2424497Certificate of AnalysisFeb 11, 2022 N348009

Chemical and Physical Properties

SolubilitySoluble in water (0.5 mg/ml at 25° C), DMSO (~20 mg/ml), DMF (~20 mg/ml), ethanol, and DMSO:PBS pH 7.2 1:1 (~0.5 mg/ml).
Refractive Indexn20D1.48 (Predicted)
Boil Point(°C)~440.4° C at 760 mmHg (Predicted)
Melt Point(°C)143.23° C (Predicted)

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