(2-hydroxyethyl)trimethylammonium L-valinate | 1361335-81-0

• 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: (2-hydroxyethyl)trimethylammonium L-valinate
• 英文别名: choline valinate；[Ch][Val]；(2S)-2-amino-3-methylbutanoate;2-hydroxyethyl(trimethyl)azanium
• CAS: 1361335-81-0
• 化学式: C₅H₁₀NO₂*C₅H₁₄NO
• 分子量: 220.312
• InChiKey: WASIJCBFSSXPMP-WCCKRBBISA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.6
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  86.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  氯化胆碱 在 potassium hydroxide 作用下， 以 甲醇 为溶剂， 生成 (2-hydroxyethyl)trimethylammonium L-valinate
  参考文献：
  名称：

  源自生物可再生来源的双功能离子液体，可作为可持续固定二氧化碳的催化剂

  摘要：

  分别从胆碱和氨基酸制备了一系列含有季烷基铵阳离子和胺阴离子的高效双功能离子液体。合成，表征了九种IL，并将其用作有机催化剂以化学固定二氧化碳以形成环状碳酸酯和喹唑啉-2,4（1  H，3  H）-diones。IL和助催化剂的二元混合物会生成深共熔溶剂（DESs），并在大气压和低温（70°C）下加速环加成反应的速率。IL中胆碱的羟基官能团和氨基酸的游离胺基的存在对环氧化物和二氧化碳向环加成反应的活化具有协同作用。这些白介素是可生物降解的，并且是从易于获得的生物可再生来源合成的。此外，由于温和的无金属和无溶剂条件以及催化剂和助催化剂的可回收性，该催化方法显示出最终的环境友好性。

  DOI：

  10.1002/cssc.201601228

文献信息

• Cholinium-amino acid based ionic liquids: a new method of synthesis and physico-chemical characterization
  作者：Serena De Santis、Giancarlo Masci、Francesco Casciotta、Ruggero Caminiti、Eleonora Scarpellini、Marco Campetella、Lorenzo Gontrani

  DOI：10.1039/c5cp01612f

  日期：——

  Fourteen cholinium-amino acid based room temperature ionic liquids were prepared using a cleaner synthetic method. Chemicophysical properties were well correlated with the wide range of amino acid chemical structures.

  使用更清洁的合成方法制备了十四种基于氨基酸的胆碱盐室温离子液体。化学物理性质与多样的氨基酸化学结构广泛相关。
• Ionic liquids from renewable biomaterials: synthesis, characterization and application in the pretreatment of biomass
  作者：Qiu-Ping Liu、Xue-Dan Hou、Ning Li、Min-Hua Zong

  DOI：10.1039/c2gc16128a

  日期：——

  A series of room temperature ionic liquids (ILs), in which cholinium acts as the cation and amino acids as the anions, were prepared via a simple and green chemical route, and characterized. Most of the ILs dissolved lignin efficiently and selectively (with solubilities of 140–220 mg of lignin per g of IL). The solubility of xylan in these ILs (which ranged from <1 to 85 mg g−1) depended on the nature of the anion, while cellulose was scarcely soluble (<5 mg g−1). In addition, enzymatic hydrolysis of microcrystalline cellulose and rice straw was enhanced significantly after pretreatment using the IL [Ch][Gly].

  一系列室温离子液体（ILs）被制备，其中胆碱作为阳离子，氨基酸作为阴离子，通过一种简单且环保的化学路线进行制备和表征。大多数ILs能够高效且选择性地溶解木质素（溶解度为每克IL 140–220毫克木质素）。这些ILs中木聚糖的溶解度（范围为<1到85毫克每克）依赖于阴离子的性质，而纤维素几乎不溶解（<5毫克每克）。此外，经过IL [Ch][Gly] 预处理后，微晶纤维素和稻草的酶解水解显著增强。
• The Relationship between the Structure and Properties of Amino Acid Ionic Liquids
  作者：Paula Ossowicz、Joanna Klebeko、Barbara Roman、Ewa Janus、Zbigniew Rozwadowski

  DOI：10.3390/molecules24183252

  日期：——

  of various cations was also investigated. Cellulose was only dissolved in EMIM salts of amino acids. In particular, the influence of the cation type on selected physicochemical and spectroscopic properties were discussed. The article is a mini review on amino acid ionic liquids.

  基于不同 l-氨基酸（甘氨酸、l-缬氨酸、l-亮氨酸、l-异亮氨酸、l-组氨酸、l-蛋氨酸、l-酪氨酸、l-色氨酸、l-精氨酸和 l-苏氨酸）和不同的阳离子（四丁基铵（TBA）、三丁基甲基铵（tBMA）、二癸基二甲基铵（DDA）、（2-羟乙基）三甲基铵（胆碱）（Chol）、烷基（C12-C14）二甲基苄基铵（苯扎铵）（BA）、十二烷基三甲基铵（DDTMA）、已合成十六烷基三甲基铵 (HDTMA)、十八烷基三甲基铵 (ODTMA) 和 1-乙基-3-甲基咪唑鎓 (EMIM)，并通过 NMR 和 FTIR 对其进行表征。已确定粘度、比旋光度、表面活性、热稳定性 (TG) 和相变 (DSC) 并与可用数据进行比较。此外，苯扎铵、二癸基二甲基铵、十二烷基三甲基铵、十六烷基三甲基铵和十八烷基三甲基铵氨基酸离子液体已被证明具有表面活性。还研究了纤维素在由各种阳离子组成的氨基酸离子液体 (AAIL) 中的溶解。纤维素仅溶解在氨基酸的
• Biobased ionic liquids as solvents of paramylon
  作者：Frédérica Feuzing、Jean-Pierre Mbakidi、Florica Lazar、Luc Marchal、Eric Leroy、Sandrine Bouquillon

  DOI：10.1016/j.molliq.2022.120983

  日期：2023.1

  crystallinity. It is soluble in very few solvents such as DMSO, harsh alkaline or acid solutions and imidazolium ionic liquids. In this paper we prepared biosourced more ecofriendly ionic liquids which can tolerate high amounts of water as a co-solvent and which are recyclable. The solubility of the paramylon was then evaluated depending of the nature of the ionic liquid and the structure and thermal properties

  裸藻淀粉是一种线性葡聚糖，由细小裸藻微藻作为水不溶性细胞内颗粒产生。其大分子结构仅包含 β(1-3) 键，形成稳定的三螺旋构象和高结晶度。它可溶于极少数溶剂，例如 DMSO、苛刻的碱性或酸性溶液和咪唑离子液体。在这篇论文中，我们制备了生物来源的更环保的离子液体，它可以耐受大量的水作为共溶剂，并且是可回收的。然后根据离子液体的性质评估裸藻淀粉的溶解度，还讨论了增溶和再生前后生物聚合物的结构和热性能。
• Introducing Biobased Ionic Liquids as the Nonaqueous Media for Enzymatic Synthesis of Phosphatidylserine
  作者：Yan-Hong Bi、Zhang-Qun Duan、Xiang-Qian Li、Zhao-Yu Wang、Xi-Rong Zhao

  DOI：10.1021/jf505296k

  日期：2015.2.11

  Biobased ionic liquids with cholinium as the cation and amino acids as the anions, which could be prepared from renewable biomaterials by simple neutralization reactions, have recently been described as promising and green solvents. Herein, they were successfully used as the reaction media for enzyme-mediated transphosphatidylation of phosphatidylcholine with l-serine for phosphatidylserine synthesis for the first time. Our results indicated that the highest phosphatidylserine yield of 86.5% was achieved. Moreover, 75% original activity of the enzyme was maintained after being used for 10 batches. The present work could be considered an alternative enzymatic strategy for preparing phosphatidylserine. Additionally, the excellent results make the biobased ionic liquids more promising candidates for use as environmentally friendly solvents in biocatalysis fields.