product name
N-庚酰基-DL-高丝氨酸内酯, ≥97.0% (HPLC)
质量水平
检测方案
≥97.0% (HPLC)
形式
powder with small lumps
颜色
white to faintly brown
储存温度
−20°C
SMILES字符串
CCCCCCC(=O)NC1CCOC1=O
InChI
1S/C11H19NO3/c1-2-3-4-5-6-10(13)12-9-7-8-15-11(9)14/h9H,2-8H2,1H3,(H,12,13)
InChI key
FTMZLSDESAOPSZ-UHFFFAOYSA-N
应用
应用测试: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-庚酰-DL-高丝氨酸内酯 (C7HSL) 是一类高丝氨酸内酯,包括;N-辛酰-高丝氨酸内酯 (N-C8-HSL)、N-癸酰-DL-高丝氨酸内酯 (N-C10-HSL)、N-(3-氧癸酰)高丝氨酸-L-内酯 (3-oxo-C10 HSL)、N-(3-氧十二酰)高丝氨酸-L-内酯 (3-oxo-C12-HSL)、N-(3-氧十四酰)-L-高丝氨酸内酯 (3-oxo-C14-HSL)、N-(3-羟基癸酰)-L-高丝氨酸内酯,N-(3-羟基辛酰)-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。
N-庚酰基-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。
包装
无底玻璃瓶。内含物装在插入的融合锥内。
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
Eyeshields, Gloves, type N95 (US)
Journal of natural products, 71(6), 1032-1036 (2008-05-10)
(S)-N-Heptanoylhomoserine lactone is an uncommon acyl odd-chain natural product employed by many Gram-negative bacteria as a signaling substance in chemical communication mechanisms known as quorum sensing. The absolute configuration determination of the metabolite produced by the phytopathogen Pantoea ananatis Serrano
Detection of acyl-homoserine lactones by Escherichia and Salmonella.
Current Opinion in Microbiology, 12, 188-193 (2011)
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
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
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
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