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07077

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

≥94% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C13H13NO4
Molecular Weight:
247.25
UNSPSC Code:
12352209
PubChem Substance ID:
329748342
NACRES:
NA.25
MDL number:
MFCD12912377
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Quality Segment

100

assay

≥94% (HPLC)

form

powder

optical activity

[α]/D -23.0±3.0°, c = 1% in ethanol

color

white to off-white

mp

201.2 °C

application(s)

cell analysis

storage temp.

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

Application

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.

Biochem/physiol Actions

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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