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Merck
CN

O1764

N-(3-氧代辛酰基)-L-高丝氨酸内酯

≥97% (HPLC), white, powder

别名:

3-oxo-C8-HSL, 3OC8-HSL, N-(β-酮辛酰基)-L-高丝氨酸

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关于此项目

经验公式(希尔记法):
C12H19NO4
化学文摘社编号:
分子量:
241.28
UNSPSC Code:
12352202
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.32
MDL number:
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产品名称

N-(3-氧代辛酰基)-L-高丝氨酸内酯, ≥97% (HPLC), white, powder

SMILES string

CCCCCC(=O)CC(=O)N[C@H]1CCOC1=O

InChI key

FXCMGCFNLNFLSH-JTQLQIEISA-N

InChI

1S/C12H19NO4/c1-2-3-4-5-9(14)8-11(15)13-10-6-7-17-12(10)16/h10H,2-8H2,1H3,(H,13,15)/t10-/m0/s1

assay

≥97% (HPLC)

form

powder

mol wt

241.28

technique(s)

protein expression: suitable

color

white

solubility

chloroform: 50 mg/mL, clear, colorless

shipped in

wet ice

storage temp.

−20°C

Quality Level

Application

N-(3-氧代辛酰基)-L-高丝氨酸内酯已用于:
  • 研究pH、温度和盐度对假单胞菌生物膜的胞外聚合物物质(EPS)的影响。
  • 作为AHL诱导剂激活长聚球藻群体感知途径。

Biochem/physiol Actions

N-(3-氧代辛酰基)-L-高丝氨酸内酯可刺激tra基因的表达。它是一种自诱导剂和强效拮抗剂。

General description

N-(3-氧代辛酰基)-L-高丝氨酸内酯是一种常见的群体感应(QS)信号。
它是一种由革兰氏阴性菌产生的信号分子。

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Rong-guang Zhang et al.
Nature, 417(6892), 971-974 (2002-06-28)
Many proteobacteria are able to monitor their population densities through the release of pheromones known as N-acylhomoserine lactones. At high population densities, these pheromones elicit diverse responses that include bioluminescence, biofilm formation, production of antimicrobials, DNA exchange, pathogenesis and symbiosis.
Quorum-sensing molecules: Sampling, identification and characterization of N-acyl-homoserine lactone in Vibrio sp
Laj N, et al.
Saudi Journal of Biological Sciences, 29(4), 2733-2737 (2022)
Z Q Luo et al.
The Journal of biological chemistry, 275(11), 7713-7722 (2000-03-14)
Conjugal transfer of Agrobacterium tumefaciens Ti plasmids is regulated by quorum sensing via the transcriptional activator TraR and the acyl-homoserine lactone Agrobacterium autoinducer (AAI). Unique to this system, the activity of TraR is negatively modulated by an antiactivator called TraM.
Effects of pH, Temperature and Salinity on Extracellular Polymeric
Substances of Pseudomonasaeruginosa Biofilm with
N-(3-Oxooxtanoyl)-L-Homoserine Lactone Addition
Lijie Zhou
J. Water Res. (2014)
Alessandro Vannini et al.
The EMBO journal, 21(17), 4393-4401 (2002-08-29)
The quorum sensing system allows bacteria to sense their cell density and initiate an altered pattern of gene expression after a sufficient quorum of cells has accumulated. In Agrobacterium tumefaciens, quorum sensing controls conjugal transfer of the tumour- inducing plasmid

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