CAS 143537-62-6

N-(B-ketocaproyl)-L-homoserine lactone

Description:

N-(B-ketocaproyl)-L-homoserine lactone, identified by its CAS number 143537-62-6, is a chemical compound that belongs to the class of homoserine lactones, which are known for their role in bacterial quorum sensing. This compound features a lactone structure, which is a cyclic ester formed from the reaction of an alcohol and a carboxylic acid. Its molecular structure includes a ketone functional group and a homoserine moiety, contributing to its biological activity. The presence of the B-ketocaproyl group suggests that it may participate in various biochemical pathways, potentially influencing microbial communication and behavior. This compound is of interest in microbiology and biochemistry due to its implications in regulating gene expression and virulence in certain bacteria. Additionally, its unique structure may offer potential applications in synthetic biology and the development of novel antimicrobial agents. As with many homoserine lactones, it may exhibit varying degrees of stability and reactivity depending on environmental conditions.

Formula: C₁₀H₁₅NO₄

InChI: InChI=1/C10H15NO4/c1-2-3-7(12)6-9(13)11-8-4-5-15-10(8)14/h8H,2-6H2,1H3,(H,11,13)/t8-/m0/s1

SMILES: CCCC(=O)CC(=N[C@H]1CCOC1=O)O

Synonyms:

• N-(Beta-Ketocaproyl)-Dl-Homoserine Lactone
• 3-oxo-N-[(3S)-2-oxotetrahydrofuran-3-yl]hexanamide

(S)-6-Oxo-N-(2-oxotetrahydrofuran-3-yl)hexanamide

CAS: 143537-62-6

Formula: C₁₀H₁₅NO₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 213.2304

Ref: IN-DA007JZ3

N-(β-Ketocaproyl)-L-hoMoserine lactone

CAS: 143537-62-6

N-(β-Ketocaproyl)-L-hoMoserine lactone

Formula: C₁₀H₁₅NO₄

Purity: ≥98%

Molecular weight: 213.23

Ref: 54-BUP11131

N-(β-Ketocaproyl)-L-homoserine lactone

CAS: 143537-62-6

Formula: C₁₀H₁₅NO₄

Purity: ≥ 98.0%

Color and Shape: White solid

Molecular weight: 213.23

Ref: 7W-GM4380

N-(β-Ketocaproyl)-L-hoMoserine lactone

CAS: 143537-62-6

N-(beta-Ketocaproyl)-L-hoMoserine lactone (N-(Ketocaproyl)-L-homoserine lactone) is a component of quorum regulatory sensing and an autoinducer of P.

Formula: C₁₀H₁₅NO₄

Purity: 99.76%

Color and Shape: Solid

Molecular weight: 213.23

Ref: TM-T22374

(S)-3-Oxo-N-(2-oxotetrahydrofuran-3-yl)hexanamide

CAS: 143537-62-6

Purity: 98%

Color and Shape: Solid

Molecular weight: 213.2330017

Ref: 10-F869766

N-(Ketocaproyl)-L-homoserine lactone

CAS: 143537-62-6

N-(Ketocaproyl)-L-homoserine lactone is a fatty acid analog of the bacterial signaling molecule homoserine lactone and a potent inducer of cell lysis. The synthesis of this analog has been demonstrated in vitro with Escherichia coli, Bacillus subtilis, and Streptococcus pneumoniae. It is active against human pathogens including Helicobacter pylori and Staphylococcus aureus as well as mammalian tissue. N-(Ketocaproyl)-L-homoserine lactone induces cell lysis by binding to the DNA polymerase to inhibit its activity and terminate DNA synthesis. This inhibition leads to an accumulation of unprocessed RNA, which induces apoptosis in bacterial cells.

Formula: C₁₀H₁₅NO₄

Purity: Min. 98 Area-%

Color and Shape: White Powder

Molecular weight: 213.23 g/mol

Ref: 3D-FK24799

N-(Ketocaproyl)-L-homoserine Lactone

Controlled Product

CAS: 143537-62-6

Applications An autoinducer of P. fischeri luciferase. A specific genetic regulator that is unrelated to at least one of the enzyme systems that it induces, and it acts after excretion and accumulation in the extracellular medium.
References Eberhard, A., et al.: Biochemistry, 20, 2444 (1981)

Formula: C₁₀H₁₅NO₄

Color and Shape: Neat

Molecular weight: 213.23

Ref: TR-K180750