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Merck

07028

Sigma-Aldrich

N-Decanoyl-L-homoserine lactone

≥96% (HPLC)

別名:

N-[(3S)-Tetrahydro-2-oxo-3-furanyl]decanamide, C10-HSL

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About This Item

実験式(ヒル表記法):
C14H25NO3
CAS番号:
分子量:
255.35
MDL番号:
UNSPSCコード:
12352211
PubChem Substance ID:
NACRES:
NA.85

品質水準

アッセイ

≥96% (HPLC)

形状

powder or crystals

光学活性

[α]/D -24±3°, c = 0.2 in methanol

white to off-white

適合性

conforms to structure for Proton NMR spectrum

アプリケーション

cell analysis

保管温度

−20°C

SMILES記法

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 Key

TZWZKDULKILUPV-LBPRGKRZSA-N

生物化学的/生理学的作用

N-Decanoyl-L-homoserine lactone is a member of N-acyl-homoserine lactone family. N-Acylhomoserine lactones (AHL) regulate gene expression in gram-negative bacteria, such as Echerichia and Salmonella, and are involved in quorum sensing, cell to cell communication among bacteria; for reviews see. Bacterial intercellular communication has become a target for the development of new anti-virulence drugs, and a research focus for the prevention of biofilm formation.
Quorum-sensing signal generation

保管分類コード

11 - Combustible Solids

WGK

WGK 3

引火点(°F)

Not applicable

引火点(℃)

Not applicable


適用法令

試験研究用途を考慮した関連法令を主に挙げております。化学物質以外については、一部の情報のみ提供しています。 製品を安全かつ合法的に使用することは、使用者の義務です。最新情報により修正される場合があります。WEBの反映には時間を要することがあるため、適宜SDSをご参照ください。

Jan Code

07028-VAR:
07028-50MG:
07028-10MG:
07028-BULK:


試験成績書(COA)

製品のロット番号・バッチ番号を入力して、試験成績書(COA) を検索できます。ロット番号・バッチ番号は、製品ラベルに「Lot」または「Batch」に続いて記載されています。

以前この製品を購入いただいたことがある場合

文書ライブラリで、最近購入した製品の文書を検索できます。

文書ライブラリにアクセスする

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
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
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

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