product name
N-十二酰基- DL -高丝氨酸内酯, ≥97.0% (HPLC)
质量水平
检测方案
≥97.0% (HPLC)
形式
powder
技术
ligand binding assay: suitable
颜色
white to faint beige
mp
114-117 °C
储存温度
2-8°C
SMILES字符串
CCCCCCCCCCCC(=O)NC1CCOC1=O
InChI
1S/C16H29NO3/c1-2-3-4-5-6-7-8-9-10-11-15(18)17-14-12-13-20-16(14)19/h14H,2-13H2,1H3,(H,17,18)
InChI key
WILLZMOKUUPJSL-UHFFFAOYSA-N
应用
应用测试：在一个 紫色色杆菌 突变体中诱导紫花地丁表达，通常不能产生高丝氨酸内酯 。
生化/生理作用
N-月桂酰-DL-高丝氨酸内酯是 N-酰基-高丝氨酸内酯家族的一员。N-酰基高丝氨酸内酯 (AHL) 调节革兰氏阴性菌中的基因表达，如 埃希杆菌 和 沙门氏菌参与群体感应、细菌间的细胞间通讯。一些 AHL 是人类免疫细胞（如中性粒细胞）的强效化学引诱物。
十二酰-DL-高丝氨酸内酯 (C12-HSL) 是一类高丝氨酸内酯，包括；N-庚酰-DL-高丝氨酸内酯 (C7HSL)、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-高丝氨酸内酯和 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-高丝氨酸内酯被用于研究细菌群体感应的过程和机制。
群体感应信号产生。
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)
Kazunori Gomi et al.
Infection and immunity, 74(12), 7029-7031 (2006-09-20)
Chromobacterium violaceum produces autoinducers, including homoserine lactones (HSLs), for genetic regulation. Among the seven HSLs derived from C. violaceum we evaluated, only C(12)-HSL stimulated the production of inflammatory cytokines in mammalian monocytic cell lines through the activation of the NF-kappaB
Sophie Uzureau et al.
Journal of proteome research, 9(6), 3200-3217 (2010-04-15)
Many pathogenic bacteria use a regulatory process termed quorum sensing (QS) to produce and detect small diffusible molecules to synchronize gene expression within a population. In Gram-negative bacteria, the detection of, and response to, these molecules depends on transcriptional regulators
Deisy G Carneiro et al.
Frontiers in microbiology, 11, 1459-1459 (2020-08-28)
Acyl-homoserine lactones (AHLs) are quorum sensing (QS) signaling molecules that mediate cell-to-cell communication in Gram-negative bacteria. Salmonella does not produce AHL, however, it can recognize AHLs produced by other species through SdiA protein modulating important cellular functions. In this work
Daniel Wynn et al.
The Analyst, 143(19), 4774-4782 (2018-09-15)
There are an estimated 48 million cases of foodborne illness in the United States every year. In general, these illnesses are the result of unintentional contamination and improper food handling. Because bacterial contamination plays a major role in food spoilage
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
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