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56395

Sigma-Aldrich

N-Hexanoyl-L-homoserine lactone

≥96% (HPLC)

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C10H17NO3
Número de CAS:
147852-83-3
Peso molecular:
199.25
Beilstein/REAXYS Number:
8143287
MDL number:
MFCD12912260
UNSPSC Code:
12352211
PubChem Substance ID:
329758205
NACRES:
NA.28

product name

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

Quality Level

100

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Xue Yang et al.
Ultrasonics sonochemistry, 38, 19-28 (2017-06-22)
The effects of ultrasound pretreatment with different frequencies and working modes, including mono-frequency ultrasound (MFU), dual-frequency ultrasound (DFU) and tri-frequency ultrasound (TFU), on the degree of hydrolysis (DH) of rice protein (RP) and angiotensin-I-converting enzyme (ACE) inhibitory activity of RP
Chi-I Chang et al.
Molecules (Basel, Switzerland), 24(11) (2019-06-13)
Three new dimeric abietane-type diterpenoids, abieta-6,8,11,13-tetraen-12-yl 12-hydroxyabieta-8,11,13-trien-7α-yl peroxide (1), abieta-6,8,11,13-tetraen-12-yl 12-hydroxyabieta-8,11,13-trien-7β-yl peroxide (2), and 12-hydroxyabieta-8,11,13-trien-7β-yl 7-oxoabieta-5,8,11,13-tetraen-12-yl peroxide (3), together with four known abietane-type diterpenoids (4-7) were isolated from the methanol extract of the bark of Cryptomeria japonica. Their structures were
Jeng Yeong Chow et al.
Biochemistry, 48(20), 4344-4353 (2009-04-21)
The PLL(PTE-like lactonase)-group of enzymes within the amidohydrolase superfamily hydrolyze N-acyl-homoserine lactones (AHLs) that are involved in bacterial quorum-sensing pathways. These enzymes possess the (beta/alpha)(8)-barrel fold and serve as attractive templates for in vitro evolution and engineering of quorum-quenching biological
S Torabi Delshad et al.
Journal of applied microbiology, 125(2), 356-369 (2018-04-26)
A variety of pathogens use quorum sensing (QS) to control the expression of their virulence factors. QS interference has hence been proposed as a promising antivirulence strategy. The specific aim of this study was to isolate bacteria from trout tissue
Satoru Horigome et al.
European journal of nutrition, 56(3), 949-964 (2015-12-26)
The rhizome of Kaempferia parviflora (KP) is used in traditional Thai medicine. In this study, we investigated the effects of an ethanol KP extract and two of its components [5,7-dimethoxyflavone (DMF) and 5-hydroxy-3,7,3',4'-tetramethoxyflavone (TMF)] on monocyte adhesion and cellular reactive
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