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Merck
CN

51086

N-Heptanoyl-L-homoserine lactone

≥96% (HPLC)

Synonym(s):

N-[(3S)-Tetrahydro-2-oxo-3-furanyl]heptanamide, C7-HSL

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About This Item

Empirical Formula (Hill Notation):
C11H19NO3
CAS Number:
Molecular Weight:
213.27
NACRES:
NA.85
PubChem Substance ID:
UNSPSC Code:
12352211
MDL number:
Beilstein/REAXYS Number:
10258594
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Product Name

N-Heptanoyl-L-homoserine lactone, ≥96% (HPLC)

Quality Segment

assay

≥96% (HPLC)

form

powder or crystals

optical activity

[α]/D -29±3°, c = 0.2 in methanol

color

white

suitability

conforms to structure for Proton NMR spectrum

storage temp.

−20°C

SMILES string

O=C1OCC[C@@H]1NC(CCCCCC)=O

InChI

1S/C11H19NO3/c1-2-3-4-5-6-10(13)12-9-7-8-15-11(9)14/h9H,2-8H2,1H3,(H,12,13)/t9-/m0/s1

InChI key

FTMZLSDESAOPSZ-VIFPVBQESA-N

Biochem/physiol Actions

N-Heptanoyl-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.
Quorum-sensing signal generation


Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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