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DDHL

Product Name
DDHL
CAS No.
137173-46-7
Chemical Name
DDHL
Synonyms
DDHL;C12-HSL;abs47045015;C12-HOMOSERINE LACTONE;N-Lauroyl-L-homoserine lactone;Dodecanoyl-L-hoMoserine lactone;N-DODECANOYL-L-HOMOSERINE LACTONE;N-[(3S)-2-oxooxolan-3-yl]dodecanamide;(S)-N-(2-Oxotetrahydrofuran-3-yl)dodecanamide;N-[(3S)-Tetrahydro-2-oxo-3-furanyl]dodecanamide
CBNumber
CB02468631
Molecular Formula
C16H29NO3
Formula Weight
283.41
MOL File
137173-46-7.mol
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DDHL Property

Melting point:
128 °C(Solv: ethyl acetate (141-78-6))
Boiling point:
485.8±34.0 °C(Predicted)
Density 
1.00±0.1 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
Chloroform: 10 mg/ml; DMF: 1 mg/ml; DMSO: 1 mg/ml
form 
A crystalline solid
pka
14.71±0.20(Predicted)
color 
White to off-white
optical activity
[α]/D -25±5°, c = 0.2 in methanol
BRN 
9281984
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Safety

Risk Statements 
53
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
68224
Product name
N-Dodecanoyl-L-homoserine lactone
Purity
≥96% (HPLC)
Packaging
10mg
Price
$243
Updated
2025/07/31
Sigma-Aldrich
Product number
68224
Product name
N-Dodecanoyl-L-homoserine lactone
Purity
≥98%, powder
Packaging
50mg
Price
$854
Updated
2025/07/31
Cayman Chemical
Product number
10011203
Product name
N-dodecanoyl-L-Homoserine lactone
Purity
≥98%
Packaging
5mg
Price
$44
Updated
2024/03/01
Cayman Chemical
Product number
10011203
Product name
N-dodecanoyl-L-Homoserine lactone
Purity
≥98%
Packaging
10mg
Price
$84
Updated
2024/03/01
Cayman Chemical
Product number
10011203
Product name
N-dodecanoyl-L-Homoserine lactone
Purity
≥98%
Packaging
25mg
Price
$193
Updated
2024/03/01
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DDHL Chemical Properties,Usage,Production

Uses

Dodecanoyl-L-homoserine lactone is an active quorum sensing modulator first recognised in Sinorhizobium meliloti. N-Acylhomoserine lactones have been detected in hundreds of bacterial species and, while the homologues vary between species and strains, the homoserine lactones are the major chemical modulators of within and between cell communication and regulation. The most significant variable defining the function of the homoserine lactone is the length of the acyl chain, with shorter chains displaying opposing actions to the longer chains.

Uses

Dodecanoyl-L-homoserine lactone is a modulator of cell communication and regulation.

Uses

Dodecanoyl-L-homoserine lactone was confirmed to be an active quorum sensing modulator first recognised in Sinorhizobium meliloti. N-Acylhomoserine lactones have been detected in hundreds of bacterial species and, while the homologues vary between species and strains, the homoserine lactones are the major chemical modulators of within and between cell communication and regulation. The most significant variable defining the function of the homoserine lactone is the length of the acyl chain, with shorter chains displaying opposing actions to the longer chains.

Definition

ChEBI: An N-acyl-L-homoserine lactone having dodecanoyl as the acyl substituent.

Biochem/physiol Actions

N-Dodecanoyl-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.

DDHL Preparation Products And Raw materials

Raw materials

Preparation Products

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137173-46-7, DDHLRelated Search:


  • C12-HOMOSERINE LACTONE
  • DDHL
  • N-DODECANOYL-L-HOMOSERINE LACTONE
  • C12-HSL, dDHL, N-Dodecanoyl-L-hoMoserine lactone
  • Dodecanoyl-L-hoMoserine lactone
  • C12-HSL
  • N-[(3S)-Tetrahydro-2-oxo-3-furanyl]dodecanamide
  • N-Lauroyl-L-homoserine lactone
  • N-[(3S)-2-oxooxolan-3-yl]dodecanamide
  • abs47045015
  • (S)-N-(2-Oxotetrahydrofuran-3-yl)dodecanamide
  • NdodecanoylLHomoserine lactone,N dodecanoyl L Homoserine lactone,Inhibitor,inhibit
  • Dodecanamide, N-[(3S)-tetrahydro-2-oxo-3-furanyl]-
  • N-dodecanoyl-L-Homoserine lactone, 10 mM in DMSO
  • <i>N</i>-Dodecanoyl-<sc>L</sc>-homoserine lactone
  • 137173-46-7