天然磷脂分子DSPE的合成工艺研究任务书
2020-04-21 16:58:34
1. 毕业设计(论文)的内容和要求
1. 熟悉 web of sciense、scifinder等检索工具的使用,学习文献检索技巧;锻炼英文文献阅读理解,完成一篇英文文献翻译。
2. 学习合成化学实验的过程,独立开展实验,结合实践加深对有机化学的理解。
3. 初步了解核磁,红外,hplc,gc等常用分析仪器的原理及相关图谱解析,强化对实验结果的总结和分析能力,独立撰写学位论文。
2. 参考文献
[1] Jeon O Y, Carreira E M. Differential Interaction of an AmB Analogue and Ergosterol in Enantiomeric Membranes[J]. Org. Lett., 2010, 12(8): 1772-1775; [2] Chen H X, Kang J, Chang R, et al. Synthesis of α,α-Difluorinated Phosphonate pSer/pThr Mimetics via Rhodium-Catalyzed Asymmetric Hydrogenation of β-Difluorophosphonomethyl α-(Acylamino)acrylates[J]. Org. Lett., 2018, 20(11): 3278#8211;3281; [3] Cui J, Kawatake S, Umegawa Y, et al. Stereoselective synthesis of the head group of archaeal phospholipid PGP-Me to investigate bacteriorhodopsin#8211;lipid interactions[J]. Org. Biomol. Chem., 2015, 13, 10279-10284; [4] Hansj#246;rg Eibl. Phospholipid synthesis: Oxazaphospholanes and dioxaphospholanes as intermediates[J]. Proc. Nati. Acad. Sci. USA, 1978, 75(9): 4074-4077; [5] Ter Horst B, Seshadri C, Sweet L, et al. Asymmetric synthesis and structure elucidation of a glycerophospholipid from Mycobacterium tuberculosis[J]. J. Lipid Res., 2010, 51(5): 1017-1022; [6] Burugupalli S, Richardson M, Williams S J. Total synthesis and mass spectrometric analysis of a Mycobacterium tuberculosis phosphatidylglycerol featuring a two-step synthesis of (R)-tuberculostearic acid[J]. Org. Biomol. Chem., 2017, 15: 7422-7429; [7] Patil P S, Cheng T J R, Zulueta M M L, et al. Total synthesis of tetraacylated phosphatidylinositol hexamannoside and evaluation of its immunomodulatory activity[J]. Nat. Commun., 2015, 6: 7239; [8] Mallik S , Prasad R , Bhattacharya A , et al. Synthesis of Phosphatidylserine and Its Stereoisomers: Their Role in Activation of Blood Coagulation[J]. ACS Med. Chem. Lett., 2018, 9 (5): 434-439; [9] Saikia B, Devi T J, Barua N C. First total synthesis of Debilisone C[J]. Org. Biomol. Chem., 2013, 11: 905-913; [10] Mercer J A M, Cohen C M, Shuken S R, et al. Chemical Synthesis and Self-Assembly of a Ladderane Phospholipid[J]. J. Am. Chem. Soc., 2016, 138: 15845-15848.
3. 毕业设计(论文)进程安排
2019/2/25 - 2019/3/15:检索文献,确定合成路线;翻译一篇文献;学习实验技能。
2019/3/15 - 2019/4/15:优化反应条件,完成克级关键中间体二脂肪酸甘油的合成。
2019/4/15 - 2019/5/15: 筛选不同的磷源试剂,确定最优条件,完成dspe的人工合成。