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56395

Sigma-Aldrich

N-Hexanoyl-L-homoserine lactone

≥96% (HPLC)

Synonym(s):

N-Caproyl-L-homoserine lactone, N-[(3S)-Tetrahydro-2-oxo-3-furanyl]hexanamide, C6-HSL, HHL

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About This Item

Empirical Formula (Hill Notation):
C10H17NO3
CAS Number:
147852-83-3
Molecular Weight:
199.25
Beilstein:
8143287
MDL number:
MFCD12912260
UNSPSC Code:
12352211
PubChem Substance ID:
329758205
NACRES:
NA.28

product name

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

Assay

≥96% (HPLC)

form

powder or crystals

optical activity

[α]/D -32±3°, c = 0.2 in methanol

color

white to off-white

suitability

conforms to structure for Proton NMR spectrum

storage temp.

−20°C

SMILES string

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

InChI

1S/C10H17NO3/c1-2-3-4-5-9(12)11-8-6-7-14-10(8)13/h8H,2-7H2,1H3,(H,11,12)/t8-/m0/s1

InChI key

ZJFKKPDLNLCPNP-QMMMGPOBSA-N

Biochem/physiol Actions

N-Hexanoyl-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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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