10939
N-庚酰基-DL-高丝氨酸内酯
≥97.0% (HPLC)
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关于此项目
经验公式（希尔记法）:
C11H19NO3
化学文摘社编号:
分子量:
213.27
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26
MDL number:
产品名称
N-庚酰基-DL-高丝氨酸内酯, ≥97.0% (HPLC)
SMILES string
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
assay
≥97.0% (HPLC)
form
powder with small lumps
color
white to faintly brown
storage temp.
−20°C
Application
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。
Biochem/physiol Actions
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。
Packaging
无底玻璃瓶。内含物装在插入的融合锥内。
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)
Armando M Pomini et al.
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.
Soares JA, Ahmer BM.
Current Opinion in Microbiology, 12, 188-193 (2011)
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
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
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.
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