N2-(1-氧代十二烷基)-L-谷氨酰胺 | 109570-04-9

• 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
• 中文名称: N2-(1-氧代十二烷基)-L-谷氨酰胺
• 英文名称: N-lauroyl-L-glutamine
• 英文别名: N-lauroyl glutamine；(2S)-4-carbamoyl-2-dodecanamidobutanoic acid；(2S)-5-amino-2-(dodecanoylamino)-5-oxopentanoic acid
• CAS: 109570-04-9
• 化学式: C₁₇H₃₂N₂O₄
• mdl: MFCD00216729
• 分子量: 328.452
• InChiKey: USMCNVFGYLZLGM-AWEZNQCLSA-N

物化性质

• 熔点：
  132-134°C
• 溶解度：
  DMSO（微溶）、甲醇（微溶、超声处理）

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.823
• 拓扑面积：
  110
• 氢给体数：
  3
• 氢受体数：
  4

安全信息

• 安全说明：
  S22,S24/25
• 海关编码：
  2924199090

反应信息

• 作为反应物：
  描述：

  N2-(1-氧代十二烷基)-L-谷氨酰胺 在 acylase I from pig kidney 、 水 作用下， 以 甘油 为溶剂， 反应 3.0h， 生成 月桂酸 、 L-谷氨酰胺
  参考文献：
  名称：

  使用猪肾脏中的酰基转移酶I在甘油-水系统中酶促合成N-酰基-1-氨基酸

  摘要：

  AbstractN‐Medium‐ and long‐chain acyl‐l‐amino acids were enzymatically synthesized from the corresponding l‐amino acids and fatty acids using a reverse hydrolysis. Enzymes that are suitable for the synthetic reaction ofN‐acyl‐l‐amino acids were screened on the basis of hydrolytic activity towardN‐lauroyl‐l‐glutamic acid as an indicator. Acylase I from pig kidney (EC 3.5.1.14) showed the highestN‐acyl‐l‐amino acid hydrolytic activity among 57 commercially available enzymes tested. Acylase I effectively catalyzed the synthesis ofN‐lauroyl‐l‐amino acids except forN‐lauroyl‐l‐proline andN‐lauroyl‐l‐tyrosine in a glycerol‐water system. Under the optimized reaction conditions,N‐lauroyl‐l‐arginine andN‐lauroyl‐l‐glutamic acid were obtained in conversions of 82 and 44%, respectively. The equilibrium constants calculated from the conversion obtained were 5.6, 15.4, 18.0, and 39.4 for the syntheses ofN‐lauroyl‐l‐glutamic acid, Nα‐lauroyl‐l‐lysine,N‐lauroyl‐l‐glutamine, andN‐lauroyl‐l‐methionine, respectively.N‐Acyl‐l‐arginines with myristic acid and palmitic acid as the fatty acid were also synthesized using acylase I.

  DOI：

  10.1007/s11746-002-0432-7
• 作为产物：
  描述：

  月桂酸 、 L-谷氨酰胺 在 Streptomyces mobaraensis NBRC 13819 acylase 作用下， 以 甘油 为溶剂， 反应 48.0h， 以2%的产率得到N2-(1-氧代十二烷基)-L-谷氨酰胺
  参考文献：
  名称：

  A Novel Acylase from Streptomyces mobaraensis that Efficiently Catalyzes Hydrolysis/Synthesis of Capsaicins as Well as N-Acyl-l-amino Acids and N-Acyl-peptides

  摘要：

  A novel enzyme that catalyzes efficient hydrolysis of capsaicin (8-methyl-N-vanillyl-6-nonenamide) was isolated from the culture broth of Streptomyces mobaraensis. The enzyme consisted of two dissimilar subunits with molecular masses of 61 and 19 kDa. The enzyme was activated and stabilized in the presence of Co2+. It showed a pH optimum of about 8 and was stable at temperatures of up to 55 degrees C for 1 h at pH 7.8. The specific activity of the enzyme for the hydrolysis of capsaicin was 10(2)-10(4) times higher than those for the enzymes reported to date. In an aqueous/n-hexane biphasic system, capsaicin analogues such as octanoyl, decanoyl, and lauroyl vanillylamides were synthesized from the corresponding fatty acids and vanillylamine at yields of 50% or greater. In addition, the enzyme catalyzed the deacylation of N-lauroyl-L-amino acids and N-lauroyl-L-dipeptides and the efficient synthesis of N alpha-lauroyl-L-lysine, N epsilon-lauroyl-L-lysine, and various N-lauroyl-peptides in aqueous solution in both the absence and the presence of glycerol.

  DOI：

  10.1021/jf052102k

文献信息

• [EN] BINDING-SITE MODIFIED LECTINS AND USES THEREOF<br/>[FR] LECTINES DE SITE DE LIAISON MODIFIÉES ET USAGE CORRESPONDANT
  申请人：SMARTCELLS INC

  公开号：WO2010088261A1

  公开（公告）日：2010-08-05

  In one aspect, the disclosure provides cross-linked materials that include multivalent lectins with at least two binding sites for glucose, wherein the lectins include at least one covalently linked affinity ligand which is capable of competing with glucose for binding with at least one of said binding sites; and conjugates that include two or more separate affinity ligands bound to a conjugate framework, wherein the two or more affinity ligands compete with glucose for binding with the lectins at said binding sites and wherein conjugates are cross-linked within the material as a result of non-covalent interactions between lectins and affinity ligands on different conjugates. These materials are designed to release amounts of conjugate in response to desired concentrations of glucose. Depending on the end application, in various embodiments, the conjugates may also include a drug and/or a detectable label.

  在一个方面，该公开提供了包括多价凝集素的交联材料，其中该多价凝集素具有至少两个葡萄糖结合位点，其中该凝集素包括至少一个与亲和配体共价连接的亲和配体，该亲和配体能够与至少一个所述结合位点中的葡萄糖竞争结合；以及包括绑定到共轭框架的两个或更多个独立亲和配体的共轭物，其中这两个或更多个亲和配体与葡萄糖在所述结合位点上与凝集素竞争结合，其中由于不同共轭物上的凝集素和亲和配体之间的非共价相互作用，共轭物在材料内交联。这些材料旨在根据所需葡萄糖浓度释放共轭物的量。根据最终应用，在各种实施例中，共轭物还可以包括药物和/或可检测标记。
• [EN] PHOSPHINIC ACID ANALOGS OF GLUTAMATE<br/>[FR] ANALOGUES DE L'ACIDE PHOSPHINIQUE DU GLUTAMATE
  申请人：GIVAUDAN SA

  公开号：WO2004043971A1

  公开（公告）日：2004-05-27

  Inhibitors of axillary malodour having the formula (I): wherein R has the same meaning as given in the specification.

  荷尔蒙刺激剂抑制剂，其化学式为(I)：其中R的含义与规范中给出的含义相同。
• [EN] PHOSPHINIC ACID ANALOGS OF GLUTAMATE<br/>[FR] ANALOGUES DU GLUTAMATE, CONSTITUES D'ACIDE PHOSPHINIQUE
  申请人：GIVAUDAN SA

  公开号：WO2004048394A1

  公开（公告）日：2004-06-10

  Inhibitors of axillary malodour having the formula[insert here Formula (I)]wherein R has the same meaning as in the specification.

  具有以下公式（I）的腋臭抑制剂，其中R的含义与说明书中相同。
• CLEANSING COMPOSITION
  申请人：——

  公开号：US20010055576A1

  公开（公告）日：2001-12-27

  The present invention relates to a cleansing composition comprising at least one compound selected from N-long chain acylamino acids represented by formula (I): 1 (wherein n represents 1 or 2; and R represents a saturated or unsaturated hydrocarbon group having 5 to 23 carbon atoms), and salts thereof.

  本发明涉及一种清洁组合物，其包含至少一种选择自式(I)所表示的N-长链酰胺酸化合物（其中n代表1或2；R代表具有5至23个碳原子的饱和或不饱和碳氢基团）及其盐。
• [EN] CONJUGATES FOR SELECTIVE RESPONSIVENESS TO VICINAL DIOLS<br/>[FR] CONJUGUÉS POUR UNE RÉACTIVITÉ SÉLECTIVE À DES DIOLS VICINAUX
  申请人：PROTOMER TECH INC

  公开号：WO2021202802A1

  公开（公告）日：2021-10-07

  Embodiments of the present disclosure relate to sensors that can selectively bind to specific vicinal diols in the presence of other diols. These boronated vicinal diol-responsive sensor compounds can sense levels of specific vicinal diols and respond to these molecules in the body. In certain embodiments, the vicinal diol is a cis diol, for example, a hexose such as glucose. In certain embodiments the sensors are conjugated to a drug substance, and the sensors may change the biophysical characteristics, pharmacokinetics, and/or activity of the drug substance in response to the vicinal diol. The drug substance may be or include a polypeptide, such as an insulin, a human endocrine or incretin peptide, or an analogue thereof, and may contain one or more modified amino acids containing a vicinal diol-responsive sensor.

  本公开的实施例涉及传感器，该传感器可以在其他二醇存在的情况下选择性地结合特定的邻二醇。这些硼化邻二醇响应传感器化合物可以感知特定邻二醇的水平，并对这些分子在体内做出反应。在某些实施例中，邻二醇是顺式二醇，例如六糖，如葡萄糖。在某些实施例中，传感器与药物物质结合，传感器可以改变药物物质的生物物理特性，药代动力学和/或活性，以响应邻二醇。药物物质可以是或包括多肽，例如胰岛素，人类内分泌或肠促素肽或其类似物，并且可能包含一个或多个含有邻二醇响应传感器的修饰氨基酸。