56395
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:
Molecular Weight:
199.25
NACRES:
NA.28
PubChem Substance ID:
UNSPSC Code:
12352211
MDL number:
Beilstein/REAXYS Number:
8143287
Product Name
N-Hexanoyl-L-homoserine lactone, ≥96% (HPLC)
SMILES string
O=C1OCC[C@@H]1NC(CCCCC)=O
InChI key
ZJFKKPDLNLCPNP-QMMMGPOBSA-N
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
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
Quality Level
Related Categories
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
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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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
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
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
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
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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