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Merck
모든 사진(1)

주요 문서

68224

Sigma-Aldrich

N-Dodecanoyl-L-homoserine lactone

≥96% (HPLC), suitable for mass spectrometry (MS)

동의어(들):

N-Lauroyl-L-homoserine lactone, N-[(3S)-Tetrahydro-2-oxo-3-furanyl]dodecanamide, C12-HSL

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About This Item

실험식(Hill 표기법):
C16H29NO3
CAS Number:
Molecular Weight:
283.41
Beilstein:
9281984
MDL number:
UNSPSC 코드:
12352211
PubChem Substance ID:
NACRES:
NA.28

제품명

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

Quality Level

분석

≥96% (HPLC)

양식

powder or crystals

광학 활성

[α]/D -25±5°, c = 0.2 in methanol

기술

mass spectrometry (MS): suitable

색상

white to off-white

적합성

conforms to structure for Proton NMR spectrum

저장 온도

−20°C

SMILES string

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

InChI

1S/C16H29NO3/c1-2-3-4-5-6-7-8-9-10-11-15(18)17-14-12-13-20-16(14)19/h14H,2-13H2,1H3,(H,17,18)/t14-/m0/s1

InChI key

WILLZMOKUUPJSL-AWEZNQCLSA-N

생화학적/생리학적 작용

N-Dodecanoyl-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

유해 및 위험 성명서

Hazard Classifications

Aquatic Chronic 4

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


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시험 성적서(COA)

Lot/Batch Number

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문서 라이브러리 방문

Cytotoxicity of N-dodecanoyl-Lhomoserine lactone and 5-N-dodecyl resorcinol to human granulocytes and monocytes: a comparative study.
Sviridova, T. et al.
Central European Journal of Immunology, 38, 310-316 (2013)
G Brelles-Mariño et al.
Journal of biotechnology, 91(2-3), 197-209 (2001-09-22)
Quorum sensing (also called autoinduction) is a term that describes an environmental sensing system that allows bacteria to monitor their own population density. Autoinduction relies upon the interaction of a small diffusible signal molecule (the autoinducer) with a transcriptional activator
Sun-Yang Park et al.
Applied and environmental microbiology, 71(5), 2632-2641 (2005-05-05)
N-acylhomoserine lactones (AHLs) play an important role in regulating virulence factors in pathogenic bacteria. Recently, the enzymatic inactivation of AHLs, which can be used as antibacterial targets, has been identified in several soil bacteria. In this study, strain M664, identified
Nishaben M Patel et al.
PloS one, 11(10), e0163469-e0163469 (2016-10-06)
N-acyl L-homoserine lactones (AHLs) constitute a predominant class of quorum-sensing signaling molecules used by Gram-negative bacteria. Here, we report a sensitive and non-targeted HPLC-MS/MS method based on parallel reaction monitoring (PRM) to identify and quantitate known, unanticipated, and novel AHLs
Xiaoxiang Liu et al.
International journal of food microbiology, 270, 31-38 (2018-02-23)
Microorganism activities are considered the main cause of most food spoilage, leading to great economic losses. Pseudomonas fluorescens is a Gram-negative bacterium that is widely found in food and has high spoilage activity. RpoS is considered an important global regulator

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