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Merck
CN

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
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产品名称

N-庚酰-L-高丝氨酸内酯, ≥96% (HPLC)

Quality Level

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

SMILES string

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

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

InChI key

FTMZLSDESAOPSZ-VIFPVBQESA-N

Biochem/physiol Actions

群体感应信号发生
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


存储类别

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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
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



全球贸易项目编号

货号GTIN
51086-50MG04061832463704
51086-10MG04061832463698