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经验公式(希尔记法):
C16H29NO3
化学文摘社编号:
分子量:
283.41
NACRES:
NA.28
PubChem Substance ID:
UNSPSC Code:
12352211
MDL number:
Beilstein/REAXYS Number:
9281984
产品名称
N-十二烷酰-L-高丝氨酸内酯, ≥96% (HPLC)
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
SMILES string
O=C1OCC[C@@H]1NC(CCCCCCCCCCC)=O
InChI key
WILLZMOKUUPJSL-AWEZNQCLSA-N
assay
≥96% (HPLC)
form
powder or crystals
optical activity
[α]/D -25±5°, c = 0.2 in methanol
technique(s)
mass spectrometry (MS): suitable
color
white to off-white
suitability
conforms to structure for Proton NMR spectrum
storage temp.
−20°C
Quality Level
Biochem/physiol Actions
N -十二酰基- L -高丝氨酸内酯是 N -酰基-高丝氨酸内酯家族的成员。 N -酰基高丝氨酸内酯(AHL)调控革兰阴性菌如 埃希杆菌 和 沙门菌 的基因表达,参与群体感应、细菌间的细胞间通讯;关于综述,请参见 。细菌细胞间通讯已成为开发新型抗毒力药物的靶点 ,也是预防生物膜形成的研究热点 。
群体感应信号产生
hcodes
Hazard Classifications
Aquatic Chronic 4
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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
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
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
Role of RpoS in stress resistance, quorum sensing and spoilage potential of Pseudomonas fluorescens.
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
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)
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