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:
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。
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
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Lundgren BR, et al.
Journal of Bacteriology, 195(9), 2087-2100 (2013)
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
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
Nathaniel C Cady et al.
PloS one, 7(6), e38492-e38492 (2012-06-21)
Using a microplate-based screening assay, the effects on Pseudomonas aeruginosa PAO1 biofilm formation of several S-substituted cysteine sulfoxides and their corresponding disulfide derivatives were evaluated. From our library of compounds, S-phenyl-L-cysteine sulfoxide and its breakdown product, diphenyl disulfide, significantly reduced
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