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Merck
CN

O9139

N-(3-氧代十二烷酰基)-L-高丝氨酸内酯

≥98% (TLC)

别名:

3-氧代-C12-HSL

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关于此项目

经验公式(希尔记法):
C16H27NO4
化学文摘社编号:
分子量:
297.39
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26
MDL number:
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产品名称

N-(3-氧代十二烷酰基)-L-高丝氨酸内酯, quorum sensing signaling molecule

SMILES string

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

InChI key

PHSRRHGYXQCRPU-AWEZNQCLSA-N

InChI

1S/C16H27NO4/c1-2-3-4-5-6-7-8-9-13(18)12-15(19)17-14-10-11-21-16(14)20/h14H,2-12H2,1H3,(H,17,19)/t14-/m0/s1

assay

≥98% (TLC)

form

powder

color

white

application(s)

cell analysis

shipped in

wet ice

storage temp.

−20°C

Quality Level

Application

N-(3-氧代十二烷酰基)-L-高丝氨酸内酯(3-Oxo-C12-HSL)是酰基高丝氨酸内酯家族的成员,可用于确定其作为细菌群体感应的调节信号分子的作用机制和特异性。

Biochem/physiol Actions

N-(3-氧代十二烷酰基)-L-高丝氨酸内酯(3-Oxo-C12-HSL)属于高丝氨酸内酯一类,其中包括:N-辛酰基-高丝氨酸内酯N-C8-HSL)、N-(3-氧代癸酰基)高丝氨酸-L-内酯(3-氧代-C10 HSL)、N-(3-氧代十四烷酰基)-L-高丝氨酸内酯(3-oxo-C14-HSL)、N-(3-羟基癸酰基)-L-高丝氨酸内酯、以及N-(3-羟基辛酰基)-L-高丝氨酸内酯(参与细菌群体感应过程)。这些N-酰基-高丝氨酸内酯可用于研究细菌群体感应的过程和机制。
酰基高丝氨酸内酯,是铜绿假单胞菌群体感应的自诱导剂。 可被对氧磷酶(PON)家族成员降解。

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Robust multicellular computing using genetically encoded NOR gates and chemical `wires?
Tamsir A, et al.
Nature, 469(7329), 212-215 (2011)
Megha Shah et al.
Molecular cell, 81(3), 571-583 (2021-01-08)
The arms race between bacteria and phages has led to the evolution of diverse anti-phage defenses, several of which are controlled by quorum-sensing pathways. In this work, we characterize a quorum-sensing anti-activator protein, Aqs1, found in Pseudomonas phage DMS3. We
Kaihao Tang et al.
Scientific reports, 3, 2935-2935 (2013-10-15)
Quorum sensing (QS) is a population-dependent mechanism for bacteria to synchronize social behaviors such as secretion of virulence factors. The enzymatic interruption of QS, termed quorum quenching (QQ), has been suggested as a promising alternative anti-virulence approach. In order to
Gene PA2449 Is Essential for Glycine Metabolism and Pyocyanin
Biosynthesis in Pseudomonas aeruginosa PAO1
Lundgren BR, et al.
Journal of Bacteriology, 195(9), 2087-2100 (2013)
Stephanie J Cole et al.
Nature communications, 9(1), 4436-4436 (2018-10-27)
Chronic bacterial infections on medical devices, including catheter-associated urinary tract infections (CAUTI), are associated with bacterial biofilm communities that are refractory to antibiotic therapy and resistant to host immunity. Previously, we have shown that Pseudomonas aeruginosa can cause CAUTI by

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