10937
正十四酰基-DL-高丝氨酸内酯
≥97.0% (HPLC)
别名:
正肉豆蔻酰基-DL-高丝氨酸内酯
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关于此项目
经验公式（希尔记法）:
C18H33NO3
化学文摘社编号:
分子量:
311.46
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26
Beilstein/REAXYS Number:
1649579
MDL number:
产品名称
正十四酰基-DL-高丝氨酸内酯, ≥97.0% (HPLC)
SMILES string
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
assay
≥97.0% (HPLC)
form
powder
color
white to slightly yellow
application(s)
cell analysis
storage temp.
2-8°C
Quality Level
Application
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。
Biochem/physiol Actions
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。
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)
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
Ali E McClean et al.
Phytopathology, 102(2), 195-203 (2012-01-13)
Several members of the bacterial genus Brenneria are pathogenic on different tree species. Cell-free extracts from the bacterial phytopathogens Brenneria rubrifaciens, B. salicis, and B. nigrifluens induced production of the red pigment rubrifacine in the B. rubrifaciens bruI insertional mutant
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
Selvaraj Poonguzhali et al.
Journal of microbiology and biotechnology, 17(2), 226-233 (2007-12-07)
Members of Methylobacterium, referred as pink-pigmented facultative methylotrophic bacteria, are frequently associated with terrestrial and aquatic plants, tending to form aggregates on the phyllosphere. We report here that the production of autoinducer molecules involved in the cell-to-cell signaling process, which
Thommie Karlsson et al.
Journal of leukocyte biology, 91(1), 15-26 (2011-08-03)
In gram-negative bacteria, cell-cell communication based on HSL QS molecules is known to coordinate the production of virulence factors and biofilms. These bacterial signals can also modulate human immune cell behavior. Using a Transwell migration assay, we found that human
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