甜菜碱醛 | 7418-61-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 甜菜碱醛
• 英文名称: betaine aldehyde
• 英文别名: trimethyl(2-oxoethyl)azanium
• CAS: 7418-61-3
• 化学式: C₅H₁₂NO
• 分子量: 102.156
• InChiKey: SXKNCCSPZDCRFD-UHFFFAOYSA-N

物化性质

• 物理描述：
  Solid
• 碰撞截面：
  117.2 Ų [M+H]+ [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  甜菜碱醛 在 alkali 作用下， 生成 甜菜碱
  参考文献：
  名称：

  Klein; Handler, Journal of Biological Chemistry, 1942, vol. 144, p. 538

  摘要：

  DOI：
• 作为产物：
  描述：

  胆碱 生成 甜菜碱醛
  参考文献：
  名称：

  Klein; Handler, Journal of Biological Chemistry, 1942, vol. 144, p. 538

  摘要：

  DOI：

文献信息

• An Engineered Alcohol Oxidase for the Oxidation of Primary Alcohols
  作者：Rachel S. Heath、William R. Birmingham、Matthew P. Thompson、Andreas Taglieber、Laurent Daviet、Nicholas J. Turner

  DOI：10.1002/cbic.201800556

  日期：——

  Turn up the heat: Alcohol oxidases require no cofactor or cofactor recycling system for catalysis, just O2, but their use is limited by activity and substrate scope. An alcohol oxidase with a broad scope for primary alcohol oxidations has now been evolved. Further improvements were made to enzyme stability and demonstrated by its increased thermostability and solvent tolerance.

  调高热量：醇氧化酶不需要催化的辅助因子或辅助因子循环系统，只需O 2即可，但其使用受到活性和底物范围的限制。现在已经开发出具有广泛伯醇氧化范围的醇氧化酶。酶的稳定性得到了进一步的改善，并通过增加的热稳定性和耐溶剂性得到证明。
• Free-radical polymerization of itaconic acid in the presence of choline salts: Mechanism of persulfate decomposition
  作者：Szczepan Bednarz、Alicja Błaszczyk、Diana Błażejewska、Dariusz Bogdał

  DOI：10.1016/j.cattod.2014.07.021

  日期：2015.11

  oxidation product. Thus, radical-chain redox mechanism is postulated to explain experimental results. The mechanism was successfully verified using kinetic modeling approach. Moreover, it was found that due to formation of complex of itaconic acid and choline chloride, the salt solubility of the acid in water was increased. Finally, free-radical polymerization of itaconic acid initiated by persulfate in

  研究了胆碱在水溶液中活化过硫酸盐的分解动力学。此外，胆碱降解产物通过1 H NMR光谱分析，甜菜碱醛被确定为主要的氧化产物。因此，假定自由基链氧化还原机理可以解释实验结果。使用动力学建模方法成功验证了该机制。此外，发现由于衣康酸和氯化胆碱的络合物的形成，酸在水中的盐溶解度增加。最后，在胆碱盐的水溶液中由过硫酸盐引发的衣康酸的自由基聚合产生具有较高分子量和增加的多分散性的聚衣康酸。
• In vitro visualization of betaine aldehyde synthesis and oxidation using hyperpolarized magnetic resonance spectroscopy
  作者：Hyla Allouche-Arnon、Ayelet Gamliel、Jacob Sosna、J. Moshe Gomori、Rachel Katz-Brull

  DOI：10.1039/c3cc42542h

  日期：——

  Real-time monitoring of betaine aldehyde metabolism at high temporal resolution was accomplished using a hyperpolarized choline analog and 13C-NMR. This represents the first observation of an aldehyde intermediate on hyperpolarized MR and opens the way for kinetic studies of oxidase/dehydrogenase enzymes in vitro and in vivo.

  使用超极化胆碱类似物和13C-NMR，以高时间分辨率实时监测甜菜碱醛代谢。这是首次在超极化磁共振上观察到醛类中间体，为氧化酶/脱氢酶的体外和体内动力学研究开辟了道路。
• Novel NADPH–cysteine covalent adduct found in the active site of an aldehyde dehydrogenase
  作者：Ángel G. Díaz-Sánchez、Lilian González-Segura、Enrique Rudiño-Piñera、Alfonso Lira-Rocha、Alfredo Torres-Larios、Rosario A. Muñoz-Clares

  DOI：10.1042/bj20110376

  日期：2011.11.1

  molecule hydrogen bonded to the carboxamide group. Reversible formation of NAD(P)H-Cys286 adducts in solution causes reversible enzyme inactivation as well as the loss of Cys286 reactivity towards thiol-specific reagents. This novel covalent modification may provide a physiologically relevant regulatory mechanism of the irreversible PaBADH-catalysed reaction, preventing deleterious decreases in the intracellular

  PaBADH（铜绿假单胞菌甜菜碱醛脱氢酶）催化不可逆的NAD（P）+依赖性甜菜碱醛氧化成其相应的酸，即渗透保护剂甘氨酸甜菜碱。该反应涉及胆碱的分解代谢以及该重要病原体对在感染部位普遍存在的渗透和氧化应激的反应。PaBADH与NADPH的复合物的晶体结构显示吡啶环的C2N与半胱氨酸催化残基Cys286的硫原子之间存在新的共价加合物。以前没有关于半胱氨酸残基或低分子质量硫醇的报道。半胱氨酸硫醇盐在“静止”构象上的迈克尔加成与α的双键，β-不饱和烟酰胺可通过PaBADH活性位点中NADPH的特定构象（也在Cys286Ala突变体的晶体结构中观察到）和与羧酰胺基团结合的有序水分子来促进。溶液中NAD（P）H-Cys286加合物的可逆形成导致可逆酶失活以及Cys286对硫醇特异性试剂的反应性丧失。这种新的共价修饰可以提供不可逆的PaBADH催化反应的生理相关调节机制，防止细胞内NAD（P）+ / N
• Di-enzymatic chewable dentifrice
  申请人：Laclede Professional Products, Inc.

  公开号：US04564519A1

  公开（公告）日：1986-01-14

  A di-enzymatic chewable dentifrice is provided which contains an oxidizable substrate and an oxidoreductase enzyme specific to such substrate for producing hydrogen peroxide upon chewing of the dentifrice and further contains a thiocyanate salt and lactoperoxidase for interacting with hydrogen peroxide to produce a hypothiocyanate bacterial inhibitor. The concentration of lactoperoxidase is at least about 2% of the concentration of the oxidoreductase enzyme, in International Units, to thereby limit the ratio of hydrogen peroxide to lactoperoxidase during oral chewing of the dentifrice. An illustrative enzymatic system for this purpose contains glucose, glucose oxidase, potassium thiocyanate and lactoperoxidase.

  提供一种双酶可咀嚼牙膏，其中包含可氧化底物和特定于该底物的氧化还原酶酶，以在咀嚼牙膏时产生过氧化氢，并进一步含有硫氰酸盐和乳过氧化物酶以与过氧化氢相互作用以产生一种次硫氰酸盐细菌抑制剂。乳过氧化物酶的浓度至少为氧化还原酶酶的浓度的约2％（以国际单位计），从而在口腔咀嚼牙膏时限制过氧化氢与乳过氧化物酶的比率。用于此目的的示例酶系统包含葡萄糖、葡萄糖氧化酶、硫氰酸钾和乳过氧化物酶。