CAS: 106983-36-2; N-Decanoyl-Dl-Homoserine Lactone

该化合物是合成有机化合物,其核心为γ-lactam (2-oxoxolane) , 与一种二甲胺混合物相连. 这种结构具有独特的物理化学特性,在制药和农用化学研究中具有价值. lactam环会提高溶性和生物利用率,而十甲胺链则有助于亲脂性,促进膜渗透性. 它平衡的两栖生物特征允许多种用途的应用, 包括作为药物合成的中间体或生物活性猎物. 化合物在生理条件下的稳定性和与进一步功能化的兼容性使得它成为衍生研究的一种实用选择. 分析方法确认高纯度,确保研究环境的再生性.

英文名称N-Decanoyl-Dl-Homoserine Lactone
中文名称N-癸酰-DL-高丝氨酸内酯
IUPAC名称N-(2-oxotetrahydrofuran-3-yl)decanamide
其它别名N-Decanoyl-Dl-Homoserine Lactone*; Homoserine Lactone, N-Decanoyl-; C10-Homoserine Lactone; N-Decanoyl-Dl-Homoserine Lactone, >=97.0% (Hplc); Tzwzkdulkilupv-Uhfffaoysa-N; N-Decanoyl-Dl-Homoserine L
CAS编号106983-36-2
MFCD编号:MFCD03095526
分子式:C14H25NO3分子量:255.36
产品CID: 108206
产品分类有机原料→生命科学→氨基酸及其衍生物→丝氨酸及其衍生物

相似结构搜索
InChIKey: TZWZKDULKILUPV-UHFFFAOYSA-N
InChI=1S/C14H25NO3/c1-2-3-4-5-6-7-8-9-13(16)15-12-10-11-18-14(12)17/h12H,2-11H2,1H3,(H,15,16)
计算化学: 氢键受体数3.0氢键供体数1.0可旋转键数9.0

相似化合物

18627-38-8 147795-39-9 98426-48-3

MSDS等安全信息

GHS符号GHS07
警示词Warning
危险描述H302-H315-H319-H335
防范说明P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501
WGK Germany3

合成工艺路线路线简述

专利信息

专利号:US-8222434-B1
优先权日:2009-04-04
标题 :Bactobolin analog and synthesis method thereof
发明人：GREENBERG E PETER; CHANDLER JOSEPHINE R; DUERKOP BRECK; LIMA PATRICIA SILVA; BLODGETT JOSHUA ALAN; CLARDY JON; SEYEDSAYAMDOST MOHAMMAD R
权利人:GREENBERG E PETER; CHANDLER JOSEPHINE R; DUERKOP BRECK; LIMA PATRICIA SILVA; BLODGETT JOSHUA ALAN; CLARDY JON; SEYEDSAYAMDOST MOHAMMAD R; UNIV WASHINGTON CT COMMERCIALI; HARVARD COLLEGE
摘要:The present inventions are directed to a novel bactobolin analog bactobolin D. The present inventions also are directed to a method of producing a composition comprising at least one bactobolin analog using a bacteria strain comprising a bacterial cell comprising the biosynthetic locus of the bactobolin analog in Burkholderia thailandensis (bta cluster) or a homolog structure (at least 95% sequence identity) thereof, and further isolation and purification of the bactobolin analog. For example, the bacterial strain can be a wild type bacterial strain such as a Burkholderia strain comprising a bta cluster (e.g. Burkholderia thailandensis (e.g. E264, Bt4, and TXDOH) and Burkholderia pseudomallei (e.g. K96243, 1106a, and 1106b).

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主要参考文献

[参考文献]: Luckose F, Et Al. Effects Of Amino Acid Derivatives On Physical, Mental, And Physiological Activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-1144.
[参考文献]: Benjamin Michael Davis, Et Al. The Interaction Of N-Acylhomoserine Lactone Quorum Sensing Signaling Molecules With Biological Membranes: Implications For Inter-Kingdom Signaling. Plos One. 2010 Oct 20;5(10):E13522.
[参考文献]: Brett L Mellbye, Et Al. Nitrite-Oxidizing Bacterium Nitrobacter Winogradskyi Produces N-Acyl-Homoserine Lactone Autoinducers. Appl Environ Microbiol. 2015 Sep 1;81(17):5917-26.
[参考文献]: Jitesh A Soares, Et Al. Detection Of Acyl-Homoserine Lactones By Escherichia And Salmonella. Curr Opin Microbiol. 2011 Apr;14(2):188-93.
[参考文献]: Kay H Mcclean, Et Al. Quorum Sensing And Chromobacterium Violaceum: Exploitation Of Violacein Production And Inhibition For The Detection Of N-Acylhomoserine Lactones. Microbiology (Reading). 1997 Dec:143 ( Pt 12):3703-3711.

合成参考文献

参考文献:10.1007/s00216-008-2002-3
摘要:Kumari A, Pasini P, Daunert S. Detection of bacterial quorum sensing N-acyl homoserine lactones in clinical samples. Analytical and Bioanalytical Chemistry. 2008 Apr 12;391(5):1619–27. doi: 10.1007/s00216-008-2002-3.