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重要文件

07028

Sigma-Aldrich

N-癸酰基-L-高丝氨酸内酯

≥96% (HPLC)

同義詞:

N-[(3S)-四氢-2-氧代-3-呋喃基]癸酰胺, C10-HSL

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About This Item

經驗公式(希爾表示法):
C14H25NO3
CAS號碼:
分子量::
255.35
MDL號碼:
分類程式碼代碼:
12352211
PubChem物質ID:
NACRES:
NA.85

品質等級

化驗

≥96% (HPLC)

形狀

powder or crystals

光學活性

[α]/D -24±3°, c = 0.2 in methanol

顏色

white to off-white

適合性

conforms to structure for Proton NMR spectrum

應用

cell analysis

儲存溫度

−20°C

SMILES 字串

O=C1OCC[C@@H]1NC(CCCCCCCCC)=O
O=C1OCC[C@@H]1NC(CCCCCCCCC)=O

InChI

1S/C14H25NO3/c1-2-3-4-5-6-7-8-9-13(16)15-12-10-11-18-14(12)17/h12H,2-11H2,1H3,(H,15,16)/t12-/m0/s1

InChI 密鑰

TZWZKDULKILUPV-LBPRGKRZSA-N

生化/生理作用

N-癸酰l-L-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)能够调节革兰氏阴性菌的基因表达,如埃希氏杆菌(Echerichia )和沙门氏菌(Salmonella),并且与细菌间的群体感应、细胞间通讯有关;有关综述,参见参考文献。细菌细胞间通讯已成为新型抗毒力药物开发的靶标,也是预防生物膜形成的一个研究热点
群体感应信号发生

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


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分析證明 (COA)

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M R Parsek et al.
Proceedings of the National Academy of Sciences of the United States of America, 97(16), 8789-8793 (2000-08-02)
Recent advances in studies of bacterial gene expression have brought the realization that cell-to-cell communication and community behavior are critical for successful interactions with higher organisms. Species-specific cell-to-cell communication is involved in successful pathogenic or symbiotic interactions of a variety
Wen-Zhao Wang et al.
Applied and environmental microbiology, 78(22), 7985-7992 (2012-09-04)
N-acylhomoserine lactones (AHLs) are used as quorum-sensing (QS) signal molecules by many gram-negative bacteria. We have reported that Chryseobacterium sp. strain StRB126, which was isolated from the root surface of potato, has AHL-degrading activity. In this study, we cloned and
Jian Woon Chen et al.
Sensors (Basel, Switzerland), 13(10), 13217-13227 (2013-10-03)
In the bacteria kingdom, quorum sensing (QS) is a cell-to-cell communication that relies on the production of and response to specific signaling molecules. In proteobacteria, N-acylhomoserine lactones (AHLs) are the well-studied signaling molecules. The present study aimed to characterize the
Yanan Cao et al.
Applied and environmental microbiology, 78(6), 1899-1908 (2012-01-17)
N-Acylated homoserine lactone (AHL) lactonases are capable of degrading signal molecules involved in bacterial quorum sensing and therefore represent a new approach to control bacterial infection. Here a gene responsible for the AHL lactonase activity of Bacillus sp. strain AI96
P D Shaw et al.
Proceedings of the National Academy of Sciences of the United States of America, 94(12), 6036-6041 (1997-06-10)
Many Gram-negative bacteria regulate gene expression in response to their population size by sensing the level of acyl-homoserine lactone signal molecules which they produce and liberate to the environment. We have developed an assay for these signals that couples separation

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