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Merck

56395

Sigma-Aldrich

N-Hexanoyl-L-homoserin-lacton

≥96% (HPLC)

Synonym(e):

N-Caproyl-L-homoserin-lacton, N-[(3S)-Tetrahydro-2-oxo-3-furanyl]-hexanamid, HHL

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About This Item

Empirische Formel (Hill-System):
C10H17NO3
CAS-Nummer:
Molekulargewicht:
199.25
Beilstein:
8143287
MDL-Nummer:
UNSPSC-Code:
12352211
PubChem Substanz-ID:
NACRES:
NA.28

product name

N-Hexanoyl-L-homoserin-lacton, ≥96% (HPLC)

Qualitätsniveau

Assay

≥96% (HPLC)

Form

powder or crystals

Optische Aktivität

[α]/D -32±3°, c = 0.2 in methanol

Farbe

white to off-white

Eignung

conforms to structure for Proton NMR spectrum

Lagertemp.

−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

InChIKey

ZJFKKPDLNLCPNP-QMMMGPOBSA-N

Biochem./physiol. Wirkung

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

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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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
Orrapun Selamassakul et al.
Journal of food science, 85(3), 707-717 (2020-02-12)
This study evaluated the biological properties of peptides from brown rice protein hydrolyzed by bromelain (eb-RPH) in relation to flavor characteristic. The fractionation into peptides < 1 kDa was observed to improve the DPPH, ABTS, and hydroxyl radical-scavenging activities (0.19, 2.28, and
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
E S W Jones et al.
South African medical journal = Suid-Afrikaanse tydskrif vir geneeskunde, 107(10), 887-891 (2017-10-13)
Non-adherence to antihypertensives is a cause of 'pseudo-treatment-resistant' hypertension. To determine whether monitoring plasma amlodipine concentrations and inhibition of angiotensin-converting enzyme (ACE) can be adjunct adherence tools. Patients with hypertension who were prescribed enalapril and amlodipine were enrolled. Blood pressures

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