myristyl serinate

• 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: myristyl serinate
• 英文别名: (S)-3-hydroxy-1-oxo-1-(tetradecyloxy)propan-2-aminium chloride；L-Ser-O-C14H29；l-Serine tetradecyl ester；tetradecyl (2S)-2-amino-3-hydroxypropanoate
• 化学式: C₁₇H₃₅NO₃
• 分子量: 301.47
• InChiKey: BOSFDTIHIDQYNR-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 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：
  72.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  myristyl serinate 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 54.0h， 生成
  参考文献：
  名称：

  Irregular cationic lipotetrapeptides for pharmaceutical multifunctional transport systems

  摘要：

  DOI：

  10.1016/j.mencom.2021.07.024
• 作为产物：
  描述：

  L-丝氨酸 、 十四醇 在 Candida antarctica lipase 作用下， 以 aq. phosphate buffer 、 二氯甲烷 为溶剂， 反应 36.0h， 生成 myristyl serinate
  参考文献：
  名称：

  Biosynthesis of myristyl serinate by immobilized Candida antarctica lipase in two-phase system

  摘要：

  Myristyl serinate was firstly enzyme-synthesized from myristyl alcohol and L-serine in selected solvents (single and two-phase solvents). The effects of reaction system, two-phase system composition, temperature, pH, and reaction time on myristyl serinate synthesis were investigated. The results showed that two-phase solvent reaction system could significantly increase the enzymatic conversion ratio and the optimal ratio of two-phase solvent was 80:20 (dichloromethane:phosphate buffer). The optimal conditions for myristyl serinate enzymatic synthesis were substrate molar ratio of 1:1, Novozym 435 load of 5% (w/w), a solvent dosage of 20 ml, 30 degrees C and reaction time of 36h. Under these conditions, 72.25% of myristyl alcohol could be converted to myristyl serinate, which was purified through column chromatography and identified by HPLC/IR/LC-MS/NMR. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcatb.2014.07.008

文献信息

• Vaccine for modulating between T1 and T2 immune responses
  申请人：BIOMIRA, INC.

  公开号：EP1852126A2

  公开（公告）日：2007-11-07

  The present invention provides liposomal vaccines containing immunogenic lipopeptides that are capable of modulating the humoral and cellular immune responses in in vivo.

  本发明提供的脂质体疫苗含有免疫原脂肽，能够调节体内体液免疫和细胞免疫反应。
• Synthesis of fluorescent C24-ceramide: Evidence for acyl chain length dependent differences in penetration of exogenous NBD-ceramides into human skin
  作者：Jakub Novotný、Kateřina Pospěchová、Alexandr Hrabálek、Robert Čáp、Kateřina Vávrová

  DOI：10.1016/j.bmcl.2009.10.047

  日期：2009.12

  C. Topical skin lipid supplementation may provide opportunities for controlling ceramide (Cer) deficiency in skin diseases such as atopic dermatitis or psoriasis. Here we describe the synthesis of a long-chain 7-nitrobenzo[c][1,2,5]oxadiazol-4-yl (NBD)-labeled Cer and its different penetration through human skin compared to widely used short-chain fluorescent Cer tools. (C) 2009 Elsevier Ltd. All rights reserved.
• VACCINE FOR MODULATING BETWEEN T1 AND T2 IMMUNE RESPONSES
  申请人：BIOMIRA, INC.

  公开号：EP1377275B1

  公开（公告）日：2006-10-25
• Vaccine for Modulating Between T1 and T2 Immune Responses
  申请人：Budzynski Wladyslaw A.

  公开号：US20120269884A1

  公开（公告）日：2012-10-25

  The present invention provides liposomal vaccines containing immunogenic lipopeptides that are capable of modulating the humoral and cellular immune responses in vivo.
• US8198400B2
  申请人：——

  公开号：US8198400B2

  公开（公告）日：2012-06-12