106983-27-1

N-(3-Oxooctanoyl)-DL-homoserine lactone Chemical Structure
106983-27-1

Chemical Structure

N-(3-Oxooctanoyl)-DL-homoserine lactone

Synonym(s): (Rac)-3-oxo-C8-HSL

  • CAS No.: 106983-27-1
  • Formula:C12H19NO4
  • Molecular Weight:241.28

IUPAC Name: 3-oxo-N-(2-oxotetrahydrofuran-3-yl)octanamide

InChIKey: FXCMGCFNLNFLSH-UHFFFAOYSA-N

SMILES: CCCCCC(CC(NC1C(OCC1)=O)=O)=O

Biological Activity: N-(3-Oxooctanoyl)-DL-homoserine lacton is a member of N-Acyl homoserine lactone (AHL) from gram-negative bacteria, with stereochemistry-dependent growth regulatory activity for roots [1].

Cat. No. Product Name Purity Description Pricing
HY-113801
N-(3-Oxooctanoyl)-DL-homoserine lactone 99.69% N-(3-Oxooctanoyl)-DL-homoserine lacton is a member of N-Acyl homoserine lactone (AHL) from gram-negative bacteria, with stereochemistry-dependent growth regulatory activity for roots .
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HY-113801R
N-(3-Oxooctanoyl)-DL-homoserine lactone (Standard) ≥98% N-(3-Oxooctanoyl)-DL-homoserine lactone (Standard) ((Rac)-3-oxo-C8-HSL (Standard)) is the analytical standard of N-(3-Oxooctanoyl)-DL-homoserine lactone (HY-113801). This product is intended for research and analytical applications. N-(3-Oxooctanoyl)-DL-homoserine lacton is a member of N-Acyl homoserine lactone (AHL) from gram-negative bacteria, with stereochemistry-dependent growth regulatory activity for roots .
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HY-108700
N-3-Oxo-octanoyl-L-homoserine lactone 99.72% N-3-Oxo-octanoyl-L-homoserine lactone, a quorum-sensing signal, is an Agrobacterium autoinducer.
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HY-114544A
N-3-oxo-dodecanoyl-L-homoserine lactone 99.88% N-3-oxo-dodecanoyl-L-Homoserine lactone (3-oxo-C12-HSL) is a bacterial quorum-sensing signaling molecule produced by P. aeruginosa and strains of the B. cepacia complex.Quorum sensing is a regulatory system used by bacteria for controlling gene expression in response to increasing cell density.N-3-oxo-dodecanoyl-L-Homoserine lactone induces the production of IL-8 in 16HBE human bronchial epithelial cells.
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HY-116536
N-3-Oxo-tetradecanoyl-L-homoserine lactone 99.90% N-3-Oxo-tetradecanoyl-L-homoserine lactone (oxo-C14-HSL) is a rhizobacterial inducer and can improve basic defense against nematodes.
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HY-124237
N-Octanoyl-DL-homoserine lactone 99.17% N-Octanoyl-DL-homoserine lactone is a member of N-acyl homoserine lactones (AHLs) family, also one of the signal molecule of quorum-sensing (QS) signals. N-Octanoyl-DL-homoserine lactone can regulate the production of siderophores and present positive correlation in Aeromonas sobria strain AS7. N-Octanoyl-DL-homoserine lactone can also regulate the secretion of proteases and stimulate the production of total volatile basic nitrogen (TVB-N).
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HY-124237A
N-Octanoyl-L-homoserine lactone 99.40% N-Octanoyl-L-homoserine lactone (C8-HSL) is an autoinducer. It mainly serves as a key inter- and intra-species communication medium or "signal molecule" in Gram-negative bacteria. N-Octanoyl-L-homoserine lactone microparticles exhibit adjuvant potential when used in combination with various particulate vaccines.
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HY-133683R
N-(3-Oxotetradecanoyl)-DL-homoserine lactone (Standard) ≥98% N-(3-Oxotetradecanoyl)-DL-homoserine lactone (Standard) is the analytical standard of N-(3-Oxotetradecanoyl)-DL-homoserine lactone. This product is intended for research and analytical applications. N-(3-Oxotetradecanoyl)-DL-homoserine lactone, a member of N-Acyl homoserine lactone (AHL) from gram-negative bacteria, is a quorum sensing (QS) signaling molecule.
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HY-134560
N-(3-Oxodecanoyl)-L-homoserine lactone 99.62% N-(3-Oxodecanoyl)-L-homoserine lactone (3-Oxo-C10-HSL) is a bacterial signaling molecule with quorum-sensing agonistic activity and competitive antagonistic activity against short-chain AHLs. N-(3-Oxodecanoyl)-L-homoserine lactone binds to VanR to form a complex, activates the transcription of the vanI gene, and establishes an autoregulatory loop for its own synthesis. N-(3-Oxodecanoyl)-L-homoserine lactone inhibits the synthesis of violacein induced by short-chain AHLs. N-(3-Oxodecanoyl)-L-homoserine lactone serves as the sole carbon and nitrogen source for Rhodococcus erythropolis W2 and can be completely degraded. N-(3-Oxodecanoyl)-L-homoserine lactone can be used in studies related to bacterial infections.
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HY-145492
Δ7(Z)-C14-HSL Δ7(Z)-C14-HSL (Compound 12) is an immunosuppressive agent that can inhibit the proliferation of mouse splenic cells with an IC50 of 17 μM. Δ7(Z)-C14-HSL can be used for further studying its potential as a molecular mechanism in TNF-R-driven immune diseases, especially autoimmune diseases such as psoriasis, rheumatoid arthritis, and type 1 diabetes.
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HY-W127393
N-Nonanoyl-L-homoserine lactone Quorum sensing is a regulatory system used by bacteria to control gene expression in response to increased cell density. This regulatory process manifests itself in a variety of phenotypes, including biofilm formation and virulence factor production. Coordinated gene expression is achieved through the production, release and detection of small diffusible signaling molecules called autoinducers. N-acylated homoserine lactones (AHLs) comprise a class of such autoinducers, each of which generally consists of a fatty acid coupled to a homoserine lactone (HSL). Modulation of bacterial quorum-sensing signaling systems to suppress pathogenesis represents a new approach to antimicrobial research for infectious diseases. AHLs differ in acyl length (C4-C18), C3 substitution (hydrogen, hydroxyl, or oxo group), and the presence or absence of one or more carbon-carbon double bonds in the fatty acid chain. These differences confer signaling specificity through the affinity of the LuxR family of transcriptional regulators. C9-HSL is a rare odd-numbered acyl carbon chain produced by wild-type Erwinia carotovora strain SCC 3193 grown in nutrient-rich Luria-Bertani broth (LB) medium.
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HY-W685561
3-Oxo-C8-HSL 97.67% 3-Oxo-C8-HSL (N-(3-Oxooctanoyl)-l-homoserine lactone) is an autoinducer pheromone. 3-Oxo-C8-HSL is a TraR-regulated promoter. 3-Oxo-C8-HSL significantly stimulates tra gene expression.
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References