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Merck
모든 사진(1)

문서

07077

Sigma-Aldrich

N-(p-Coumaroyl)-L-homoserine lactone

≥94% (HPLC)

동의어(들):

p-Coumaroyl (S)-(−)α-amino-γ-butyrolactone, pC-HSL

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About This Item

실험식(Hill 표기법):
C13H13NO4
Molecular Weight:
247.25
MDL number:
UNSPSC 코드:
12352209
PubChem Substance ID:
NACRES:
NA.25

분석

≥94% (HPLC)

형태

powder

광학 활성

[α]/D -23.0±3.0°, c = 1% in ethanol

색상

white to off-white

mp

201.2 °C

응용 분야

cell analysis

저장 온도

2-8°C

SMILES string

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 key

CCIXZFJYFQJTGK-GQOHGMTASA-N

관련 카테고리

애플리케이션

N-(p-Coumaroyl)-L-homoserine lactone, or pC-HSL, can be used to study microbiology, quorum sensing and signaling compounds. pC-HSL has been used to study the activity of the Rhodopseudomonas palustris p-coumaroyl-homoserine lactone-responsive transcription factor RpaR.

생화학적/생리학적 작용

New type of bacterial, quorum sensing signal compound. Quorum sensing mechanism has been investigated in Rhodopseudomonas palustris, but the signal compound has been discovered in other bacteria such as Bradyrhizobium sp. or Silicibacter pomeroyi.

포장

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


시험 성적서(COA)

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문서 라이브러리 방문

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
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.
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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