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About This Item
经验公式（希尔记法）:
C18H33NO3
CAS号:
分子量:
311.46
Beilstein:
1649579
MDL编号:
UNSPSC代码:
12352209
eCl@ss:
32160406
PubChem化学物质编号:
NACRES:
NA.26
product name
正十四酰基-DL-高丝氨酸内酯, ≥97.0% (HPLC)
质量水平
检测方案
≥97.0% (HPLC)
形式
powder
颜色
white to slightly yellow
应用
cell analysis
储存温度
2-8°C
SMILES字符串
CCCCCCCCCCCCCC(=O)NC1CCOC1=O
InChI
1S/C18H33NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(20)19-16-14-15-22-18(16)21/h16H,2-15H2,1H3,(H,19,20)
InChI key
ZQAYHOXXVBVXPZ-UHFFFAOYSA-N
应用
在通常不能产生高丝氨酸内酯的紫色色杆菌突变体中诱导紫色素表达。
生化/生理作用
N-十四烷酰基-DL-高丝氨酸内酯是N-酰基-高丝氨酸内酯家族的成员。N-酰基高丝氨酸内酯（AHL）调节革兰氏阴性菌中的基因表达，例如埃希氏杆菌和沙门氏菌涉及细菌间的群体感应、细胞间通讯。一些AHL是人类免疫细胞（如嗜中性粒细胞）的强效化学诱导剂。
N-十四烷酰基-DL-高丝氨酸内酯（C14-HSL）属于高丝氨酸内酯类，其包括：N-庚酰基-DL-高丝氨酸内酯（C7HSL），N-辛酰基-高丝氨酸内酯（N-C8-HSL），N-癸酰基-DL-高丝氨酸内酯（N-C10-HSL），N-十二烷酰基-DL-高丝氨酸内酯（C12-HSL），N-（3-氧代癸酰基）高丝氨酸-L-内酯（3-氧代-C10 HSL），N-（3-氧代十二烷酰基）高丝氨酸-L-内酯（3-氧代-C12-HSL），N-（3-氧代十四烷酰基）-L-高丝氨酸内酯（3-氧代-C14-HSL，N-（3-羟基癸酰基）-L-高丝氨酸内酯和N-（3-羟基辛酰基）-L-高丝氨酸内酯，它们参与细菌群体感应过程。这些N-酰基高丝氨酸内酯被用于研究细菌群体感应的过程和机制。
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
Eyeshields, Gloves, type N95 (US)
Frank Wilco Bartels et al.
Biophysical journal, 92(12), 4391-4400 (2007-03-27)
Intercellular communication by means of small signal molecules coordinates gene expression among bacteria. This population density-dependent regulation is known as quorum sensing. The symbiotic nitrogen-fixing bacterium Sinorhizobium meliloti Rm1021 possesses the Sin quorum sensing system based on N-acyl homoserine lactones
Francisco Pérez-Montaño et al.
Research in microbiology, 162(7), 715-723 (2011-05-24)
Legume-nodulating rhizobia use N-acyl homoserine lactones (AHLs) to regulate several physiological traits related to the symbiotic plant-microbe interaction. In this work, we show that Sinorhizobium fredii SMH12, Rhizobium etli ISP42 and Rhizobium sullae IS123, three rhizobial strains with different nodulation
L Eberl
Systematic and applied microbiology, 22(4), 493-506 (2000-05-04)
The view of bacteria as unicellular organisms has strong roots in the tradition of culturing bacteria in liquid media. However, in nature microbial activity is mainly associated with surfaces where bacteria form highly structured and cooperative consortia which are commonly
Joanne Hothersall et al.
Applied microbiology and biotechnology, 90(3), 1017-1026 (2011-02-15)
Transcription of the 74 kb Pseudomonas fluorescens mupirocin [pseudomonic acid (PA)] biosynthesis cluster depends on quorum sensing-dependent regulation via the LuxI/LuxR homologues MupI/MupR. To facilitate analysis of novel PAs from pathway mutants, we investigated factors that affect mup gene expression.
Robert Czajkowski et al.
Acta biochimica Polonica, 56(1), 1-16 (2009-03-17)
Many Gram-positive and Gram-negative bacteria communicate using small diffusible signal molecules called autoinducers. This process, known as quorum sensing (QS), links cell density to the expression of genes as diverse as those associated with virulence factors production of plant and
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