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O9139

Sigma-Aldrich

N-(3-Oxododecanoyl)-L-homoserine lactone

≥98% (TLC)

Synonym(s):

3-Oxo-C12-HSL

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₹5,190.00

About This Item

Empirical Formula (Hill Notation):
C16H27NO4
CAS Number:
Molecular Weight:
297.39
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

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Product Name

N-(3-Oxododecanoyl)-L-homoserine lactone, quorum sensing signaling molecule

Quality Level

Assay

≥98% (TLC)

form

powder

color

white

application(s)

cell analysis

shipped in

wet ice

storage temp.

−20°C

SMILES string

CCCCCCCCCC(=O)CC(=O)N[C@H]1CCOC1=O

InChI

1S/C16H27NO4/c1-2-3-4-5-6-7-8-9-13(18)12-15(19)17-14-10-11-21-16(14)20/h14H,2-12H2,1H3,(H,17,19)/t14-/m0/s1

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material

NaCl

material

NaCl

material

NaCl

material

KBr

technique(s)

IR spectroscopy: suitable

technique(s)

IR spectroscopy: suitable

technique(s)

IR spectroscopy: suitable

technique(s)

IR spectroscopy: suitable

diam. × thickness

25 mm × 2 mm

diam. × thickness

25 mm × 4 mm

diam. × thickness

25 mm × 5 mm

diam. × thickness

25 mm × 2 mm

transmittance

40,000-62,500 (wavenumbers (cm-1))

transmittance

40,000-62,500 (wavenumbers (cm-1))

transmittance

40,000-62,500 (wavenumbers (cm-1))

transmittance

40,000-400,000 (wavenumbers (cm-1))

refractive index

n/D 1.52 (at 2 μm)

refractive index

n/D 1.52 (at 2 μm)

refractive index

n/D 1.52 (at 2 μm)

refractive index

n/D 1.53 (at 2 μm)

Application

N-(3-Oxododecanoyl)-L-homoserine lactone (3-Oxo-C12-HSL), a member of a family of acyl homoserine lactones, may be used to determine its mechanisms and specificity of action as a signaling molecule involved in the regulation of bacterial quorum sensing.[1][2]

Biochem/physiol Actions

N-(3-oxododecanoyl)homoserine-L-lactone (3-oxo-C12-HSL) is among a group of homoserine lactones that includes: N-octanoyl-homoserine lactone (N-C8-HSL), N-(3-oxodecanoyl) homoserine-L-lactone (3-oxo-C10 HSL), N-(3-Oxotetradecanoyl)-L-homoserine lactone (3-oxo-C14-HSL, N-(3-hydroxydecanoyl)-L-homoserine lactone, and N-(3-hydroxyoctanoyl)-L-homoserine lactone involved in the processes of bacterial quorum sensing. These N-acyl-homoserine lactones are used to study the processes and mechanisms of bacterial quorum sensing.
Acyl homoserine lactone that is an autoinducer of quorum sensing by Pseudomonas aeruginosa. Degraded by paraoxonase (PON) family members.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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