产品名称

英文名称：N-(Ketocaproyl)-L-homoserine Lactone

同义词

N-(3-氧代己酰)-L-高丝氨酸内酯、N-(β-酮己酰)-L-高丝氨酸内酯

产品性质

CAS编号：143537-62-6

分子式：C10H15NO4

分子量：213.23

MDL号：MFCD00171363

PubChem编号：688505

别名：N-(3-氧代己酰)-L-高丝氨酸内酯|N-(β-酮己酰)-L-高丝氨酸内酯

规格或纯度：≥98%

英文名称：N-(Ketocaproyl)-L-homoserine Lactone

应用：A component of quorum regulatory sensing.

储存温度：-20°C储存,充氩

运输条件：超低温冰袋运输

产品介绍：N-(β-ketocaproyl)-L-Homoserine lactone is a component of quorum regulatory sensing which is a regulatory system used by bacteria for controlling gene expression in response to increasing cell density. This regulatory process manifests itself with a variety of phenotypes including biofilm formation and virulence factor production. Coordinated gene expression is achieved by the production, release, and detection of small diffusible signal molecules called autoinducers. The N-acylated homoserine lactones (AHLs) comprise one such class of autoinducers, each of which generally consists of a fatty acid coupled with homoserine lactone (HSL). Regulation of bacterial quorum sensing signaling systems to inhibit pathogenesis represents a new approach to antimicrobial therapy in the treatment of infectious diseases. AHLs vary in acyl group length (C4-C18), in the substitution of C3 (hydrogen, hydroxyl, or oxo group), and in the presence or absence of one or more carbon-carbon double bonds in the fatty acid chain. These differences confer signal specificity throμgh the affinity of transcriptional regulators of the LuxR family. In one of the most-studied quorum-sensing systems in gram-negative bacteria, the LuxI AHL synthase catalyzes the production of N-(β-ketocaproyl)-L-homoserine lactone utilizing S-adenosylmethionine and hexanoyl-acyl carrier protein as reaction substrates in the marine bioluminescence bacterium V. fischeri. At increased populations of the bacteria, localized higher concentrations of 3-O-C6-HSL, an endogenous ligand to transcriptional factor LuxR, leads to increased production of both the AHL synthase and proteins responsible for bioluminescence. Numerous other species of bacteria also employ N-(β-ketocaproyl)-L-homoserine lactone in cell-to-cell communication.A component of quorum regulatory sensing.N-(β-ketocaproyl)-L-Homoserine lactone is a component of quorum regulatory sensing which is a regulatory system used by bacteria for controlling gene expression in response to increasing cell density. This regulatory process manifests itself with a variety of phenotypes including biofilm formation and virulence factor production. Coordinated gene expression is achieved by the production, release, and detection of small diffusible signal molecules called autoinducers. The N-acylated homoserine lactones (AHLs) comprise one such class of autoinducers, each of which generally consists of a fatty acid coupled with homoserine lactone (HSL). Regulation of bacterial quorum sensing signaling systems to inhibit pathogenesis represents a new approach to antimicrobial therapy in the treatment of infectious diseases. AHLs vary in acyl group length (C4-C18), in the substitution of C3 (hydrogen, hydroxyl, or oxo group), and in the presence or absence of one or more carbon-carbon double bonds in the fatty acid chain. These differences confer signal specificity through the affinity of transcriptional regulators of the LuxR family. In one of the most-studied quorum-sensing systems in gram-negative bacteria, the LuxI AHL synthase catalyzes the production of N-(β-ketocaproyl)-L-homoserine lactone utilizing S-adenosylmethionine and hexanoyl-acyl carrier protein as reaction substrates in the marine bioluminescence bacterium V. fischeri. At increased populations of the bacteria, localized higher concentrations of 3-O-C6-HSL, an endogenous ligand to transcriptional factor LuxR, leads to increased production of both the AHL synthase and proteins responsible for bioluminescence. Numerous other species of bacteria also employ N-(β-ketocaproyl)-L-homoserine lactone in cell-to-cell communication.A component of quorum regulatory sensing.

IUPAC Name：3-oxo-N-[(3S)-2-oxooxolan-3-yl]hexanamide

INCHI：InChI=1S/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

InChi Key：YRYOXRMDHALAFL-QMMMGPOBSA-N

Canonical SMILES：CCCC(=O)CC(=O)NC1CCOC1=O

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

WGK Germany：3

PubChem CID：688505

溶解性：Soluble in ethanol, DMSO (~30 mg/ml), DMF (~30 mg/ml), methanol, and chloroform.

敏感性：对光及湿度敏感

个人防护装备：Eyeshields， Gloves， type N95 (US)， type P1 (EN143) respirator filter

产品包装