ChemicalBook > CAS DataBase List > N-[(3S)-Tetrahydro-2-oxo-3-furanyl]butanamide

N-[(3S)-Tetrahydro-2-oxo-3-furanyl]butanamide

Product Name
N-[(3S)-Tetrahydro-2-oxo-3-furanyl]butanamide
CAS No.
67605-85-0
Chemical Name
N-[(3S)-Tetrahydro-2-oxo-3-furanyl]butanamide
Synonyms
C4AHL;C4-HSL;Ch-homoserinelactone;N-butyryl-L-Homoserine;Butyryl-L-hoMoserine lactone;N-butyryl-L-Homoserine lactone;N-[(3S)-2-oxooxolan-3-yl]butanamide;N-(2-oxotetrahydrofuran-3-yl)butanamide;(S)-N-(2-Oxotetrahydrofuran-3-yl)butyraMide;C4-HSL, N-Butyryl-L-hoMoserine lactone, PAI
CBNumber
CB32489923
Molecular Formula
C8H13NO3
Formula Weight
171.19
MOL File
67605-85-0.mol
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N-[(3S)-Tetrahydro-2-oxo-3-furanyl]butanamide Property

Melting point:
120-123 °C
Boiling point:
428.1±34.0 °C(Predicted)
Density 
1.13
storage temp. 
2-8°C
solubility 
Chloroform (Sparingly), Methanol (Slightly)
form 
Solid
pka
14.78±0.20(Predicted)
color 
White to Off-White
Stability:
Stable under recommended storage conditions., Stable Under Recommended Storage C
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML3427
Product name
C4-HSL
Purity
≥95% (HPLC)
Packaging
10MG
Price
$79
Updated
2023/06/20
Sigma-Aldrich
Product number
SML3427
Product name
C4-HSL
Purity
≥95% (HPLC)
Packaging
50MG
Price
$255
Updated
2023/06/20
Cayman Chemical
Product number
10007898
Product name
N-butyryl-L-Homoserine lactone
Purity
≥95%
Packaging
5mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
10007898
Product name
N-butyryl-L-Homoserine lactone
Purity
≥95%
Packaging
10mg
Price
$61
Updated
2024/03/01
Cayman Chemical
Product number
10007898
Product name
N-butyryl-L-Homoserine lactone
Purity
≥95%
Packaging
25mg
Price
$116
Updated
2024/03/01
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N-[(3S)-Tetrahydro-2-oxo-3-furanyl]butanamide Chemical Properties,Usage,Production

Description

Quorum sensing is a regulatory system used by bacteria for controlling gene expression in response to increasing cell density. Controlling bacterial infections by quenching their quorum sensing systems is a promising field of study. 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. N-butyryl-L-Homoserine lactone is a quorum-sensing signaling molecule produced by P. aeruginosa. It induces expression of the virulence genes lasB and rhlA in P. aeruginosa when used at a concentration of 10 μM. N-butyryl-L-Homoserine lactone (50 μM) induces rhamnolipid accumulation in P. aeruginosa growth media.

Uses

Butyryl-L-homoserine lactone is a short acylhomoserine lactone isolated from Pseudomonas aeruginosa in 1995 and demonstrated to be a quorum sensing modulator in biofilms. Acylhomoserine lactones have been detected in hundreds of bacterial species and, while the homologues vary between species and strains, the homoserine lactones are the major chemical modulators of within and between cell communication and regulation. The most significant variable defining the function of the homoserine lactone is the length of the acyl chain, with shorterchains displaying opposing actions to the longer chains.

Uses

N-butyryl-L-Homoserine lactone is a diffusable quorum sensing lactone.

Definition

ChEBI: (+)-a(S)-butyr-amido-r-butyrolactone is a N-acyl-amino acid.

N-[(3S)-Tetrahydro-2-oxo-3-furanyl]butanamide Preparation Products And Raw materials

Raw materials

Preparation Products

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N-[(3S)-Tetrahydro-2-oxo-3-furanyl]butanamide Suppliers

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67605-85-0, N-[(3S)-Tetrahydro-2-oxo-3-furanyl]butanamideRelated Search:

5,6,7,8-TETRAHYDROISOQUINOLINE Tetrahydrofurfuryl alcohol L-Tetrahydrofolic Acid

  • N-[(3S)-Tetrahydro-2-oxo-3-furanyl]butanamide
  • N-butyryl-L-Homoserine lactone
  • Butyryl-L-hoMoserine lactone
  • C4-HSL, N-Butyryl-L-hoMoserine lactone, PAI
  • C4-HSL
  • N-butyryl-L-Homoserine
  • (S)-N-(2-Oxotetrahydrofuran-3-yl)butyraMide
  • N-(2-oxotetrahydrofuran-3-yl)butanamide
  • Ch-homoserinelactone
  • C4AHL
  • N-[(3S)-2-oxooxolan-3-yl]butanamide
  • Butanamide, N-[(3S)-tetrahydro-2-oxo-3-furanyl]-
  • antibody-drug,antibacterial,ADC Linkers,Inhibitor,ADC,Bacterial,cleavable,biofilm,conjugates,Antibody-drug conjugates linkers,NButanoylLhomoserine lactone,inhibit,N Butanoyl L homoserine lactone
  • 67605-85-0