51086
N-庚酰-L-高丝氨酸内酯
≥96% (HPLC)
别名:
N-[（3S）-四氢-2-氧代-3-呋喃基]庚酰胺, C7-HSL
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关于此项目
经验公式（希尔记法）:
C11H19NO3
化学文摘社编号:
分子量:
213.27
NACRES:
NA.85
PubChem Substance ID:
UNSPSC Code:
12352211
MDL number:
Beilstein/REAXYS Number:
10258594
产品名称
N-庚酰-L-高丝氨酸内酯, ≥96% (HPLC)
InChI key
FTMZLSDESAOPSZ-VIFPVBQESA-N
InChI
1S/C11H19NO3/c1-2-3-4-5-6-10(13)12-9-7-8-15-11(9)14/h9H,2-8H2,1H3,(H,12,13)/t9-/m0/s1
SMILES string
O=C1OCC[C@@H]1NC(CCCCCC)=O
assay
≥96% (HPLC)
form
powder or crystals
optical activity
[α]/D -29±3°, c = 0.2 in methanol
color
white
suitability
conforms to structure for Proton NMR spectrum
storage temp.
−20°C
Quality Level
Biochem/physiol Actions
N-庚酰基-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）可调控革兰氏阴性细菌（如埃希氏菌和沙门氏菌）的基因表达，参与群体感应、细菌的细胞间通讯；评论见。细菌的细胞间通讯成为新型抗毒力药物开发的靶标和预防生物膜形成的研究热点。
群体感应信号发生
存储类别
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Wai-Fong Yin et al.
Sensors (Basel, Switzerland), 12(3), 3472-3483 (2012-06-28)
Bacteria communicate by producing quorum sensing molecules called autoinducers, which include autoinducer-1, an N-hexanoyl homoserine lactone (AHL), and autoinducer-2. Bacteria present in the human oral cavity have been shown to produce autoinducer-2, but not AHL. Here, we report the isolation
Megan E Pomianek et al.
ACS chemical biology, 2(5), 293-295 (2007-05-24)
Small-molecule agonists and antagonists of bacterial quorum sensing can enhance our understanding of this form of cell-cell communication. A recent effort has discovered effective modulators of the autoinducer-1 circuit for bacterial quorum sensing by the synthesis and evaluation of a
F Wisniewski-Dyé et al.
Journal of bacteriology, 184(6), 1597-1606 (2002-03-02)
Analysis of N-acyl-L-homoserine lactones (AHLs) produced by Rhizobium leguminosarum bv. viciae indicated that there may be a network of quorum-sensing regulatory systems producing multiple AHLs in this species. Using a strain lacking a symbiosis plasmid, which carries some of the
J K Lithgow et al.
Molecular microbiology, 37(1), 81-97 (2000-08-10)
N-(3-hydroxy-7-cis-tetradecenoyl)-L-homoserine lactone (3OH, C14:1-HSL) is a quorum-sensing signalling molecule produced by Rhizobium leguminosarum. It is unusual in that it inhibits the growth of several strains of R. leguminosarum and was previously known as 'small bacteriocin'. The cinRI locus responsible for
Kaimin Niu et al.
Indian journal of microbiology, 57(3), 329-338 (2017-09-15)
An increasing concern on resistance to multiple-antibiotics has led to the discovery of novel agents and the establishment of new precaution strategy. Numerous plant sources have been widely studied to reduce virulence of pathogenic bacteria by interfering cell-to-cell based communication
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