N-butanoyl homoserine lactone

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-butanoyl homoserine lactone
• 英文别名: N-butyryl-DL-homoserine lactone；N-Butyrylhomoserine lactone；N-(2-oxooxolan-3-yl)butanamide
• 化学式: C₈H₁₃NO₃
• mdl: MFCD01862909
• 分子量: 171.196
• InChiKey: VFFNZZXXTGXBOG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-butanoyl homoserine lactone 在 Woollins 试剂 作用下， 以 甲苯 为溶剂， 以48.2%的产率得到N-(2-oxo-tetrahydro-furan-3-yl)-selenobutyramide
  参考文献：
  名称：

  SYNTHETIC ANALOGS OF BACTERIAL QUORUM SENSORS

  摘要：

  具有以下结构的细菌群体感应分子类似物以及减少细菌致病性的方法，包括提供一个生物系统，其中包含产生天然群体感应分子的致病细菌；提供具有上述结构的合成细菌群体感应分子，并将合成群体感应分子引入包含致病细菌的生物系统。此外还提供了一种靶向传递抗生素的方法，包括提供合成群体感应分子；将合成群体感应分子与抗生素化学连接以产生群体感应分子-抗生素结合物；并将结合物引入一个对抗生素敏感的包含致病细菌的生物系统中。

  公开号：

  US20110053890A1
• 作为产物：
  描述：

  α-氨基-γ-丁内酯氢溴酸盐 在 水 、 sodium carbonate 作用下， 生成 N-butanoyl homoserine lactone
  参考文献：
  名称：

  Sudo, Nippon Kagaku Zasshi, 1958, vol. 79, p. 81,83

  摘要：

  DOI：

文献信息

• COMPOUNDS AND METHODS FOR MODULATING COMMUNICATION AND VIRULENCE IN QUORUM SENSING BACTERIA
  申请人：BLACKWELL Helen E.

  公开号：US20100305182A1

  公开（公告）日：2010-12-02

  The present invention provides compositions and methods for modulating the communication and virulence of quorum sensing bacteria. In various exemplary embodiments, the invention provides a combinatorial library of quorum sensing compounds including synthetic analogs of naturally occurring and non-naturally occurring acyl-homoserine lactone (AHL) analogs, and methods of synthesizing and using these compounds.

  本发明提供了调节群体感应细菌的通讯和毒力的组合物和方法。在各种示例实施方案中，本发明提供了一种群体感应化合物的组合库，包括天然存在和非天然存在的酰基-同型半乳糖内酯（AHL）类似物的合成类似物，以及这些化合物的合成和使用方法。
• APPLICATION OF POROUS MATERIALS FOR BACTERIAL QUORUM SENSING INHIBITION/DISRUPTION
  申请人：Oil-Dri Corporation of America

  公开号：EP3423562A1

  公开（公告）日：2019-01-09
• Methods of treating or preventing an infectious disease using an immunogenic conjugate of a gram-negative bacterial autoinducer molecule or antibodies that immunospecifically bind a gram-negative bacterial autoinducer molecule
  申请人：Kende S. Andrew

  公开号：US20070231839A1

  公开（公告）日：2007-10-04

  The present invention relates to an immunogenic conjugate comprising a carrier molecule coupled to an autoinducer of a Gram negative bacteria The immunogenic conjugate, when combined with a pharmaceutically acceptable carrier, forms a suitable vaccine for mammals to prevent infection by the Gram negative bacteria The immunogenic conjugate is also used to raise and subsequently isolate antibodies or binding portions thereof which are capable of recognizing and binding to the autoinducer. The antibodies or binding portions thereof are utilized in a method of treating infections, a method of inhibiting autoinducer activity, and in diagnostic assays which detect the presence of autoinducers or autoinducer antagonists in fluid or tissue samples. TABLE OF CONTENTS Page 1. FIELD OF THE INVENTION 1 2. BACKGROUND OF THE INVENTION 1 3. SUMMARY OF THE INVENTION 4 4. BRIEF DESCRIPTION OF THE DRAWINGS 7 5. DETAILED DESCRIPTION OF THE INVENTION 7 5.1 Isolation and Synthesis of Homoserine Lactones 7 5.2 Bacterial Autoinducer Conjugation to a Carrier 17 5.3 Generation of Antibodies to BAI Immunogenic conjugates 19 5.4 Therapeutic Uses of Immunogenic conjugates 22 or Antibodies Thereto 5.4.1 Administration and Formulation 22 5.4.2 Effective Dose 25 5.5 Diagnostic Methods 27 6. EXAMPLE: SYNTHESIS 32 Preparation of Compound C 32 Preparation of Compound D 32 Preparation of Compound 5 32 Preparation of Compound 6 33 Preparation of Compound 7 33 Preparation of Compound 8 33 Preparation of Compound 10 34 Preparation of Compound 11 34 Preparation of Compound 13 35 Preparation of Compound 12 35 Preparation of Compound 14 35 Preparation of Compound 15 36 Preparation of Compound 17 36 Preparation of Compound 21 37 Preparation of Compound 22 37 Preparation of Compound 24 38 Preparation of Compound 25 38 Preparation of Compound 27 38 Preparation of Compound 29 39 7. EXAMPLE: PRODUCTION OF BAI ANTIBODIES 39 7.1 PAI'S Role In Virulence 39 7.2 Anti-PAI Polyclonal Antibodies 40 7.3 Neutralization of PAI With Antibodies 40
• Detection of signaling molecules in a biological environment
  申请人：Stubbs Desmond D.

  公开号：US20080145890A1

  公开（公告）日：2008-06-19

  A method of detecting and identifying bacteria, micro-organisms or plants in a liquid or gaseous medium, the bacteria, micro-organisms or plants being of the kind which produce signaling molecules in intercellular space. The method includes positioning a biosensor in the liquid or gaseous medium, the biosensor having a biolayer matched to specific signaling molecules to be detected whereby the biolayer is reactive thereto in a manner which varies operation of the sensor. Such variation of the operation of the biosensor is detected to thereby determine the presence and purpose of the bacteria, micro-organisms or plants in the liquid or gaseous medium.
• PRODUCTION AND USE OF DERIVATIZED HOMOSERINE LACTONES
  申请人：Quay Steven C.

  公开号：US20100016424A1

  公开（公告）日：2010-01-21

  The present invention provides analogues of autoinducer molecules that are derivatized to allow their attachment to other molecules and surfaces. Libraries of the autoinducer analogues are also contemplated. Also provided are methods for using the compounds of the invention to produce compositions, such as immunoconjugates, antibodies and vaccines, which are useful for treating and preventing disease states in a subject. The compositions of the invention are also useful in various assays, including assessing the autoinducer load in a subject.