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Merck

10939

Sigma-Aldrich

N-庚酰基-DL-高丝氨酸内酯

≥97.0% (HPLC)

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About This Item

经验公式(希尔记法):
C11H19NO3
分子量:
213.27
MDL號碼:
分類程式碼代碼:
12352209
eCl@ss:
32160406
PubChem物質ID:
NACRES:
NA.26

product name

N-庚酰基-DL-高丝氨酸内酯, ≥97.0% (HPLC)

品質等級

化驗

≥97.0% (HPLC)

形狀

powder with small lumps

顏色

white to faintly brown

儲存溫度

−20°C

SMILES 字串

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 密鑰

FTMZLSDESAOPSZ-UHFFFAOYSA-N

應用

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。

包裝

无底玻璃瓶。内含物装在插入的融合锥内。

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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Detection of acyl-homoserine lactones by Escherichia and Salmonella.
Soares JA, Ahmer BM.
Current Opinion in Microbiology, 12, 188-193 (2011)
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
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

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