α-iodolauric acid | 109105-99-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: α-iodolauric acid
• 英文别名: 2-iodo-dodecanoic acid；Dodecanoic acid, 2-iodo-；2-iodododecanoic acid
• CAS: 109105-99-9
• 化学式: C₁₂H₂₃IO₂
• 分子量: 326.218
• InChiKey: NREJCYXWIILHPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  15
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  α-iodolauric acid 在 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 10.0h， 以9%的产率得到5-十二烯酸
  参考文献：
  名称：

  Long-Chain Acyl-Homoserine Lactones from Methylobacterium mesophilicum: Synthesis and Absolute Configuration

  摘要：

  The acyl-homoserine lactones (acyl-HSLs) produced by Methylobacterium mesophilicum isolated from orange trees infected with the citrus variegated chlorosis (CVC) disease have been studied, revealing the occurrence of six long-chain acyl-HSLs, i.e., the saturated homologues (S)-N-dodecanoyl (1) and (S)-N-tetradecanoyl-HSL (5), the uncommon odd-chain N-tridecanoyl-HSL (3), the new natural product (S)-N-(2E)-dodecenoyl-HSL (2), and the rare unsaturated homologues (S)-N-(7Z)-tetradecenoyl (4) and (S)-N-(2E,7Z)-tetradecadienyl-HSL (6). The absolute configurations of all HSLs were determined as 3S. Compounds 2 and 6 were synthesized for the first time. Antimicrobial assays with synthetic acyl-HSLs against Gram-positive bacterial endophytes co-isolated with M. mesophilicum from CVC-infected trees revealed low or no antibacterial activity.

  DOI：

  10.1021/np900043j
• 作为产物：
  描述：

  2-溴月桂酸 在 sodium iodide 作用下， 以 丁酮 为溶剂， 反应 8.0h， 以90%的产率得到α-iodolauric acid
  参考文献：
  名称：

  Long-Chain Acyl-Homoserine Lactones from Methylobacterium mesophilicum: Synthesis and Absolute Configuration

  摘要：

  The acyl-homoserine lactones (acyl-HSLs) produced by Methylobacterium mesophilicum isolated from orange trees infected with the citrus variegated chlorosis (CVC) disease have been studied, revealing the occurrence of six long-chain acyl-HSLs, i.e., the saturated homologues (S)-N-dodecanoyl (1) and (S)-N-tetradecanoyl-HSL (5), the uncommon odd-chain N-tridecanoyl-HSL (3), the new natural product (S)-N-(2E)-dodecenoyl-HSL (2), and the rare unsaturated homologues (S)-N-(7Z)-tetradecenoyl (4) and (S)-N-(2E,7Z)-tetradecadienyl-HSL (6). The absolute configurations of all HSLs were determined as 3S. Compounds 2 and 6 were synthesized for the first time. Antimicrobial assays with synthetic acyl-HSLs against Gram-positive bacterial endophytes co-isolated with M. mesophilicum from CVC-infected trees revealed low or no antibacterial activity.

  DOI：

  10.1021/np900043j

文献信息

• Synthesis and biological evaluation of novel <i>N</i>-α-haloacylated homoserine lactones as quorum sensing modulators
  作者：Michail Syrpas、Ewout Ruysbergh、Christian V Stevens、Norbert De Kimpe、Sven Mangelinckx

  DOI：10.3762/bjoc.10.265

  日期：——

  N-alpha-haloacylated homoserine lactones, in which a halogen atom was introduced at the alpha-position of the carbonyl function of the N-acyl chain, have been studied as quorum sensing (QS) modulators and compared with a library of natural N-acylated homoserine lactones (AHLs). The series of novel analogues consists of alpha-chloro, alpha-bromo and alpha-iodo AHL analogues. Furthermore, the biological QS activity of

  已经研究了新型N-α-卤代高丝氨酸内酯，其中在N-酰基链的羰基官能团的α-位置引入了卤素原子，作为群体感应（QS）调节剂，并与天然N库进行了比较酰化的高丝氨酸内酯（AHL）。该系列新的类似物由α-氯，α-溴和α-碘的AHL类似物组成。此外，评估了与天然AHL相比，合成AHL类似物的生物学QS活性。卤代类似物在大肠杆菌JB523生物测定中显示出降低的活性，其中α-碘内酯的活性较低，而α-氯代AHL的效力最强。当在QS抑制测试中进行测试时，大多数α-卤代酰化类似物没有表现出明显的减少。所以，
• Cosmetic Compositions Containing Esters Based on 2-Propylheptanol
  申请人：Cognis IP Management GmbH

  公开号：US20140121394A1

  公开（公告）日：2014-05-01

  Esters of 2-propylheptanol with linear or branched, saturated or unsaturated C 5 -C 36 carboxylic acids and C 4 -C 36 dicarboxylic acids, compositions comprising these esters, and to the use of esters of 2-propylheptanol with linear or branched, saturated or unsaturated C 5 -C 35 -carboxylic acids and/or C 4 -C 36 -dicarboxylic acids in cosmetic and/or topical pharmaceutical preparations.

  本发明涉及具有线性或支链、饱和或不饱和的C5-C36羧酸和C4-C36二元羧酸的2-丙基庚醇酯，包含这些酯的组合物，以及在化妆品和/或局部制药制剂中使用具有线性或支链、饱和或不饱和的C5-C35羧酸和/或C4-C36二元羧酸的2-丙基庚醇酯。
• .alpha.-Iodination of some aliphatic acids. Substituent effect and optimum conditions
  作者：Yoshiro Ogata、Shinya Watanabe

  DOI：10.1021/jo01302a016

  日期：1980.7
• SYSTEM AND METHOD FOR VISUALIZING CHEMICAL REACTIONS IN REAL TIME
  申请人：Maye Mathew

  公开号：US20180284086A1

  公开（公告）日：2018-10-04

  A nanoparticle based assay for monitoring chemical reactions in real-time, ion concentrations in solution, and oxidation potential of ions in solution is describe. The assay is based on use of photoluminescent perovskite nanoparticles with the composition XYZ 3 . The XYZ 3 nanoparticles are added to a reaction or a solution to be analyzed, and the optoelectronic response of the nanoparticle is proportional to the chemical kinetics of the reaction or concentration of target. The resulting color changes can be qualitatively monitored by eye or quantitatively by spectroscopy. The assays may serve as a compliment or replacement for routine chemical analysis performed over the course of a reaction.
• US3968177A
  申请人：——

  公开号：US3968177A

  公开（公告）日：1976-07-06