methyl 10,16-dihydroxyhexadecanoate | 77441-79-3

• 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: methyl 10,16-dihydroxyhexadecanoate
• 英文别名: 10,16-dihydroxy-hexadecanoic acid methyl ester；10,16-Dihydroxy-hexadecansaeure-methylester；10,16-Dihydroxyhexadecansaeuremethylester；Methyl-10,16-dihydroxyhexadecanoat；Methyl 10,16-dihydroxyhexadecanoate
• CAS: 77441-79-3
• 化学式: C₁₇H₃₄O₄
• 分子量: 302.455
• InChiKey: OWNLLILEAVFEFO-UHFFFAOYSA-N

物化性质

• 熔点：
  68-69 °C(Solv: ligroine (8032-32-4); ethyl acetate (141-78-6))
• 沸点：
  426.0±15.0 °C(Predicted)
• 密度：
  0.981±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  21
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 10,16-dihydroxyhexadecanoate 在 chromium(VI) oxide 、 丙酮 作用下， 生成 7-ketohexadecane-1,16-dicarboxylic acid
  参考文献：
  名称：

  Using Direct Current Resistivity Sounding and Geostatistics to Aid in Hydrogeological Studies in the Choshuichi Alluvial Fan, Taiwan

  摘要：

  AbstractGround water reservoirs in the Choshuichi alluvial fan, central western Taiwan, were investigated using direct‐current (DC) resistivity soundings at 190 locations, combined with hydrogeological measurements from 37 wells. In addition, attempts were made to calculate aquifer transmissivity from both surface DC resistivity measurements and geostatistically derived predictions of aquifer properties.DC resistivity sounding data are highly correlated to the hydraulic parameters in the Choshuichi alluvial fan. By estimating the spatial distribution of hydraulic conductivity from the kriged well data and the cokriged thickness of the correlative aquifer from both resistivity sounding data and well information, the transmissivity of the aquifer at each location can be obtained from the product of kriged hydraulic conductivity and computed thickness of the geoelectric layer. Thus, the spatial variation of the transmissivities in the study area is obtained.Our work is more comparable to Ahmed et al. (1988) than to the work of Niwas and Singhal (1981). The first “constraint” from Niwas and Singhal's work is a result of their use of linear regression. The geostatistical approach taken here (and by Ahmed et al. [1988]) is a natural improvement on the linear regression approach.

  DOI：

  10.1111/j.1745-6584.2002.tb02501.x
• 作为产物：
  描述：

  10,16-dihydroxyhexadecanoic acid 在 盐酸 、 甲醇 作用下， 生成 methyl 10,16-dihydroxyhexadecanoate
  参考文献：
  名称：

  Passerini et al., Annali di Chimica, 1953, vol. 43, p. 201,204

  摘要：

  DOI：

文献信息

• Synthesis of (R)- and (S)-10,16-dihydroxyhexadecanoic acid: cutin stereochemistry and fungal activation
  作者：Aqeel Ahmed、Terry Crawford、Stephanie Gould、Y.S Ha、Monica Hollrah、Farhana Noor-E-Ain、Martin B Dickman、Patrick H Dussault

  DOI：10.1016/s0031-9422(03)00003-7

  日期：2003.5

  The first asymmetric syntheses of the cutin monomers (R)- and (S)-10,16-dihydroxyhexadecanoic acid (10,16-DHPA) and confirmation of (S)(+)-absolute configuration for 10,16-DHPA derived from tomato are reported. The individual DHPA stereoisomers display differences in their ability to activate the fungal pathogen Colletotrichum trifolii.

  角质单体 (R)- 和 (S)-10,16-二羟基十六烷酸 (10,16-DHPA) 的第一次不对称合成以及 10,16-DHPA 的 (S)(+)-绝对构型的确认番茄报道。各个 DHPA 立体异构体在激活真菌病原体三叶炭疽菌的能力方面表现出差异。
• [EN] PLANT EXTRACT COMPOSITIONS AND METHODS OF PREPARATION THEREOF<br/>[FR] COMPOSITIONS D'EXTRAIT DE PLANTE ET LEURS PROCÉDÉS DE PRÉPARATION
  申请人：APEEL TECH INC

  公开号：WO2016187581A1

  公开（公告）日：2016-11-24

  Embodiments described herein relate generally to plant extract compositions and methods to isolate cutin-derived monomers, oligomers, and mixtures thereof for application in agricultural coating formulations, and in particular, to methods of preparing plant extract compositions that include functionalized and non-functionalized fatty acids and fatty esters (as well as their oligomers and mixtures thereof), which are substantially free from accompanying plant-derived compounds (e.g., proteins, polysaccharides, phenols, lignans, aromatic acids, terpenoids, flavonoids, carotenoids, alkaloids, alcohols, alkanes, and aldehydes) and can be used in agricultural coating formulations.

  本文描述的实施例通常涉及植物提取物组合物和方法，用于分离切酯衍生单体、寡聚体和它们的混合物，以用于农业涂料配方，并且特别涉及制备包括功能化和非功能化脂肪酸和脂肪酯（以及它们的寡聚体和混合物）的植物提取物组合物的方法，这些组合物基本上不含伴随的植物衍生化合物（例如蛋白质、多糖、酚类、木脂素、芳香酸、萜类化合物、类黄酮、类胡萝卜素、生物碱、醇、烷烃和醛类），可用于农业涂料配方。
• [EN] METHOD OF REDUCING SPOILAGE IN HARVESTED PRODUCE DURING STORAGE AND SHIPPING<br/>[FR] PROCÉDÉ DE RÉDUCTION DE LA DÉTÉRIORATION DE PRODUITS RÉCOLTÉS PENDANT LE STOCKAGE ET L'EXPÉDITION
  申请人：APEEL TECH INC

  公开号：WO2017172951A1

  公开（公告）日：2017-10-05

  Described herein are formulations and methods of reducing spoilage in harvested produce by reducing the rate of water or mass loss, thereby resulting in high quality produce with lower rates of spoilage. The present disclosure provides coatings and methods of coating produce to prevent moisture loss from produce during storage and shipment of the produce. This in turn allows the produce to be shipped and stored at lower relative humidity (e.g., lower than industry standards for shipment and storage, or lower than about 90% relative humidity), which can help delay the growth of biotic stressors such as fungi, bacteria, viruses, and/or pests.

  本文描述了一种减少收获农产品变质的配方和方法，通过减少水分或质量的流失速率，从而获得质量高、变质率低的农产品。本文提供了覆盖物和覆盖农产品的方法，以防止农产品在储存和运输过程中失去水分。这反过来允许农产品在较低的相对湿度下运输和储存（例如低于行业运输和储存标准或低于约90%的相对湿度），这可以延迟生物胁迫因素（如真菌、细菌、病毒和/或害虫）的生长。
• Oligomerization of 10,16-Dihydroxyhexadecanoic Acid and Methyl 10,16-Dihydroxyhexadecanoate Catalyzed by Lipases
  作者：M. Beatriz Gómez-Patiño、Julia Cassani、María Jaramillo-Flores、L. Gerardo Zepeda-Vallejo、Georgina Sandoval、Manuel Jimenez-Estrada、Daniel Arrieta-Baez

  DOI：10.3390/molecules18089317

  日期：——

  The main monomer of tomato cuticle, 10,16-dihydroxyhexadecanoic acid (10,16-DHPA) and its methyl ester derivative (methyl-10,16-dihydroxyhexadecanote; methyl-10,16-DHHD), were used to study their oligomerization reactions catalyzed by five lipases: Candida antarctica lipase B (CAL-B), Rhizomucor miehei lipase (RM), Thermomyces lanuginosus lipase (TL), Pseudomonas cepacia lipase (PCL) and porcine pancreatic lipase (PPL). For 10,16-DHPA, optimum yields were obtained at 60 °C using toluene and 2-methyl-2-butanol (2M2B) as solvent, while for methyl-10,16-DHHD the bests yields were obtained in toluene and acetonitrile. Both reactions leaded to linear polyesters according to the NMR and FT-IR analysis, and there was no data indicating the presence of branched polymers. Using optimized conditions, poly(10,16-DHPA) and poly(methyl-10,16-DHHD) with Mw = 814 and Mn = 1,206 Da, and Mw = 982 and Mn = 860 Da, respectively, were formed according to their MALDI-TOF MS and ESI-MS data. The self-assembly of the polyesters obtained were analyzed by AFM.

  以番茄角质层的主要单体10,16-二羟基十六烷酸（10,16-DHPA）及其甲酯衍生物（甲基-10,16-二羟基十六烷酸酯；甲基-10,16-DHHD）为研究对象，研究其低聚反应由五种脂肪酶催化：南极假丝酵母脂肪酶 B (CAL-B)、米赫根毛霉脂肪酶 (RM)、疏棉状嗜热丝孢菌脂肪酶 (TL)、洋葱假单胞菌脂肪酶 (PCL) 和猪胰脂肪酶 (PPL)。对于 10,16-DHPA，使用甲苯和 2-甲基-2-丁醇 (2M2B) 作为溶剂在 60 °C 下获得最佳产率，而对于甲基-10,16-DHHD，在甲苯和乙腈中获得最佳产率。根据NMR和FT-IR分析，这两个反应均产生线性聚酯，并且没有数据表明支化聚合物的存在。使用优化的条件，根据其分子量分别形成了 Mw = 814 和 Mn = 1,206 Da 以及 Mw = 982 和 Mn = 860 Da 的聚（10,16-DHPA）和聚（甲基-10,16-DHHD）。 MALDI-TOF MS 和 ESI-MS 数据。通过 AFM 分析了所得聚酯的自组装情况。
• Plant extract compositions for forming protective coatings
  申请人：Apeel Technology, Inc.

  公开号：US10407377B2

  公开（公告）日：2019-09-10

  Described herein are methods of preparing cutin-derived monomers, oligomers, or combinations thereof from cutin-containing plant matter. The methods can include heating the cutin-derived plant matter in a solvent at elevated temperature and pressure. In some preferred embodiments, the methods can be carried out without the use of additional acidic or basic species.

  本文描述了从含有角叉菜胶的植物物质中制备角叉菜胶衍生单体、低聚物或其组合的方法。这些方法可包括在溶剂中以升高的温度和压力加热植物角质素衍生物质。在一些优选的实施方案中，这些方法可以在不使用额外的酸性或碱性物质的情况下进行。