N-dodecanoyl-DL-phenylalanine | 56217-79-9

• 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
• 英文名称: N-dodecanoyl-DL-phenylalanine
• 英文别名: N-Dodecanoyl-phenlyalanine；2-(dodecanoylamino)-3-phenylpropanoic acid
• CAS: 56217-79-9
• 化学式: C₂₁H₃₃NO₃
• 分子量: 347.498
• InChiKey: RKQUHHNIJVGMIG-UHFFFAOYSA-N

物化性质

• 熔点：
  98-99 °C
• 沸点：
  539.6±43.0 °C(Predicted)
• 密度：
  1.028±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  25
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-dodecanoyl-DL-phenylalanine 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 potassium hydroxide 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 14.0h， 生成
  参考文献：
  名称：

  一种N-脂肪酰基氨基酸酰胺糖胺及其制备工 艺

  摘要：

  本发明提供了一种脂肪酸甲酯和氨基酸、葡萄糖和二胺为原料制备N‑脂肪酰基氨基酸酰胺糖胺的工艺。该工艺是将氨基酸碱化后与脂肪酸甲酯反应得到N‑脂肪酰基氨基酸，然后N‑脂肪酰基氨基酸与二胺反应得到N‑脂肪酰基氨基酸酰胺，最后N‑脂肪酰基氨基酸酰胺与葡萄糖反应制得N‑脂肪酰基氨基酸酰胺糖胺。本发明提供的N‑脂肪酰基氨基酸酰胺糖胺制备工艺，制备简单，无需加入毒性较强试剂和氢化还原试剂，减少了对环境的污染，产物提纯容易和收率高，产物的表面张力为26‑37mN/m。

  公开号：

  CN110642898B
• 作为产物：
  描述：

  N-dodecanoyl-D-phenylalanine 4-nitrophenylester 在 S₁₂-L-Ala-L-His R-Surf 16 作用下， 以 水 、 乙腈 为溶剂， 生成 N-dodecanoyl-DL-phenylalanine
  参考文献：
  名称：

  Mechanism of enantioselective ester cleavage by histidine containing dipeptides at a micellar interface

  摘要：

  Chiral p-nitrophenyl esters derived from the amino acid phenylalanine are cleaved by histidine-containing dipeptides at a micellar interface. High enantioselectivities (up to k(L)/k(D) = 30.4 at 0-degrees-C) are observed. Both the substrates and the catalysts contain an alternating sequence of hydrophobic and hydrophilic groups. Due to the need for hydration of the hydrophilic groups, the hydrophobic groups cannot dissolve completely into the micellar hydrocarbon phase. The kinetic data suggest that the micellar interface is capable of discriminating between transition states that have different hydrophilic and hydrophobic properties. One of the diastereomeric transition states is characterized by a hydrogen bond between the amide CO group of the ester and an NH group of the histidine-containing dipeptide. Upon formation of this hydrogen bond these polar CO and NH groups lose their hydrophilicity which allows the transfer of the adjacent apolar groups to the micellar hydrocarbon phase. The other diastereomeric transition state cannot form this hydrogen bond and the hydrophobic groups remain hydrated. Consequently, the latter transition state is of higher energy. The kinetic data reveal that it is important to prevent steric hinderance between the reactants in order to allow the unhindered formation of the hydrogen bond.

  DOI：

  10.1021/jo00012a019

文献信息

• COMPOSITIONS IN THE FORM OF AN INJECTABLE AQUEOUS SOLUTION COMPRISING AMYLIN, AN AMYLIN RECEPTOR AGONIST OR AN AMYLIN ANALOGUE AND A CO-POLYAMINO ACID
  申请人：ADOCIA

  公开号：US20190275108A1

  公开（公告）日：2019-09-12

  A composition in the form of an injectable aqueous solution, the pH of which is comprised from 6.0 to 8.0, including at least: a) amylin, an amylin receptor agonist or an amylin analogue; b) a co-polyamino acid bearing carboxylate charges and hydrophobic radicals Hy, said co-polyamino acid being constituted of glutamic or aspartic units and said hydrophobic radicals Hy being according to formula I below: *GpR r GpA a GpC) p Formula I wherein the composition does not comprise a basal insulin the isoelectric point pI of which is comprised from 5.8 to 8.5. It also relates to a composition wherein it further includes prandial insulin.

  一种以可注射的水溶液形式的组合物，其pH值为6.0至8.0，包括至少：a) 胰淀粉样素、胰淀粉样素受体激动剂或胰淀粉样素类似物；b) 载有羧基电荷和疏水基团Hy的共聚氨基酸，所述共聚氨基酸由谷氨酸或天冬氨酸单元构成，所述疏水基团Hy按照下面的公式I：*GpRrGpAaGpC)p。其中，该组合物不包括等电点pI为5.8至8.5的基础胰岛素。还涉及一种组合物，其中还包括餐后胰岛素。
• COMPOSITIONS IN THE FORM OF AN INJECTALE AQUEOUS SOLUTION COMPRISING HUMAN GLUCAGON AND A CO-POLYAMINO ACID
  申请人：ADOCIA

  公开号：US20190275110A1

  公开（公告）日：2019-09-12

  Physically stable compositions in the form of an injectable aqueous solution, the pH of which is comprised from 6.0 to 8.0, having at least: human glucagon and a co-polyamino acid bearing carboxylate charges and hydrophobic radicals Hy, in one embodiment, the compositions according to the invention further includes a gastrointestinal hormone.

  物理上稳定的组合物以可注射的水溶液形式存在，其pH值为6.0至8.0，至少包括：人胰高血糖素和带有羧基电荷和疏水基团Hy的共聚氨基酸，在一种实施方式中，根据本发明的组合物进一步包括肠道激素。
• CHEMICAL UNCOUPLERS OF RESPIRATION AND METHODS OF USE THEREOF
  申请人：Dana-Farber Cancer Institute, Inc.

  公开号：US20200317613A1

  公开（公告）日：2020-10-08

  Uncoupling of respiration is a well-recognized process that increases respiration and heat production in cells. Provided herein are chemical uncouplers of respiration that are compounds of Formula (I). Also provided are methods for preventing or treating metabolic disorders and modulating metabolic processes using compound of Formula (I).

  解耦呼吸是一个众所周知的过程，可以增加细胞的呼吸和产热。本文提供了化学解耦剂，这些解耦剂是化合物(I)的化合物。还提供了使用化合物(I)预防或治疗代谢性疾病和调节代谢过程的方法。
• Enhancement of the Rectal Absorption of Sodium Ampicillin by N-Acylamino Acids in Rats
  作者：Whei Mei Wu、Teruo Murakami、Yutaka Higashi、Noboru Yata

  DOI：10.1002/jps.2600760703

  日期：1987.7

  carbon chain in their acyl moieties. The promoting action of N-acylamino acids was not influenced by the presence of N-ethylmaleimide or ouabain. The promoting potencies of N-acylamino acids were depressed in the presence of calcium chloride in the rectal loop. The contribution of the calcium ion sequestration capacity of N-acylamino acids to their promoting efficacies is discussed.

  用大鼠直肠环技术研究了氨基酸的N-酰基衍生物对氨苄青霉素钠的直肠吸收的促进作用。在酰基部分具有较长碳链的N-酰基衍生物显示出更大的促进效力。当在相同碳原子长度的酰基部分上比较时，苯基甘氨酸和苯丙氨酸的N-酰基衍生物的促进能力大于甘氨酸和丙氨酸衍生物的促进能力。N-酰基氨基酸的促进作用不受N-乙基马来酰亚胺或哇巴因的存在的影响。在直肠环中存在氯化钙的情况下，N-酰基氨基酸的促进能力受到抑制。讨论了N-酰基氨基酸的钙离子螯合能力对其促进功效的贡献。
• Organic compounds
  申请人：GIVAUDAN SA

  公开号：US10834950B2

  公开（公告）日：2020-11-17

  This disclosure relates to flavour modification and to compounds of formula (I) wherein R1 is selected from C6-C13 alky, and C9-C13 alkenyl, and R2 is selected from —CH2-phenyl, —CH2-1H-indole, —CH2-phenol, and —CH2-imidazol, useful in modifying flavours.

  本公开涉及香料改性和式 (I) 化合物，其中 R1 选自 C6-C13 烷基和 C9-C13 烯基，R2 选自 -CH2-苯基、- -1H-吲哚、- -苯酚和 - -咪唑，可用于改性香料。