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Merck
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文件

07077

Sigma-Aldrich

N-(对香豆酰基)-L-高丝氨酸内酯

≥94% (HPLC)

别名:

对香豆酰基(S)-(−)α-氨基-γ-丁内酯, pC-HSL

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About This Item

经验公式（希尔记法）:
C13H13NO4
分子量:
247.25
MDL號碼:
MFCD12912377
分類程式碼代碼:
12352209
PubChem物質ID:
329748342
NACRES:
NA.25

化驗

≥94% (HPLC)

形狀

powder

光學活性

[α]/D -23.0±3.0°, c = 1% in ethanol

顏色

white to off-white

mp

201.2 °C

應用

cell analysis

儲存溫度

2-8°C

SMILES 字串

Oc1ccc(\C=C\C(=O)N[C@H]2CCOC2=O)cc1

InChI

1S/C13H13NO4/c15-10-4-1-9(2-5-10)3-6-12(16)14-11-7-8-18-13(11)17/h1-6,11,15H,7-8H2,(H,14,16)/b6-3+/t11-/m0/s1

InChI 密鑰

CCIXZFJYFQJTGK-GQOHGMTASA-N

相关类别

應用

N-（p-香豆素）-L-高丝氨酸内酯 (pC-HSL) 可用于研究微生物、群体感应和信号化合物。pC-HSL 已用于研究沼泽红假单胞菌对香豆素高丝氨酸内酯响应转录因子 RpaR 的活性。

生化／生理作用

新型细菌，群体感应信号化合物。已在沼泽红假单胞菌中研究了群体感应机制，但在其他细菌（如慢生根瘤菌属或Silicibacter pomeroyi）中发现了该信号化合物。

包裝

无底玻璃瓶。内含物在插入的融合锥内。

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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Hidetada Hirakawa et al.
Journal of bacteriology, 193(10), 2598-2607 (2011-03-08)
The Rhodopseudomonas palustris transcriptional regulator RpaR responds to the RpaI-synthesized quorum-sensing signal p-coumaroyl-homoserine lactone (pC-HSL). Other characterized RpaR homologs respond to fatty acyl-HSLs. We show here that RpaR functions as a transcriptional activator, which binds directly to the rpaI promoter.
Amy L Schaefer et al.
Nature, 454(7204), 595-599 (2008-06-20)
Quorum sensing is a term used to describe cell-to-cell communication that allows cell-density-dependent gene expression. Many bacteria use acyl-homoserine lactone (acyl-HSL) synthases to generate fatty acyl-HSL quorum-sensing signals, which function with signal receptors to control expression of specific genes. The
Nicolas Kylilis et al.
Nature communications, 9(1), 2677-2677 (2018-07-12)
Advancing synthetic biology to the multicellular level requires the development of multiple cell-to-cell communication channels that propagate information with minimal signal interference. The development of quorum-sensing devices, the cornerstone technology for building microbial communities with coordinated system behaviour, has largely
Sun-Young Kang et al.
Microbial cell factories, 14, 191-191 (2015-11-27)
Quorum sensing (QS) networks are more commonly known as acyl homoserine lactone (HSL) networks. Recently, p-coumaroyl-HSL has been found in a photosynthetic bacterium. p-coumaroyl-HSL is derived from a lignin monomer, p-coumaric acid, rather than a fatty acyl group. The p-coumaroyl-HSL

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