Synthesis of Peptide Lipid (N+C5Gly2C16)

Article Preview

Abstract:

In the current paper, improvements were made to the synthesis of the peptide lipid N+C5Gly2C16 by recrystallization, which eliminated to need to use column chromatography for product purification in each step of the reaction. A simpler and more efficient synthesis process was obtained and every step of the reaction was improved. In particular steps 2 and 3 became closely associated, with the product of step 2 taken as the reactant of step 3 without purification to boost synthesis efficiency. A total synthesis ratio of 23% N+C5Gly2C16 was achieved from the synthesis.

You might also be interested in these eBooks

Info:

Periodical:

Pages:

118-121

Citation:

Online since:

September 2013

Export:

Price:

Permissions CCC:

Permissions PLS:

Сopyright:

© 2013 Trans Tech Publications Ltd. All Rights Reserved

Share:

Citation:

[1] W. J. Tian,Y. Sasaki, S.D. Fan,J. -i. Kikuchi. Switching of Enzymatic Activity through Functional Connection of Molecular Recognition on Lipid Bilayer Membranes. Supramolecular Chemistry, 2005, 17, 113-119.

DOI: 10.1080/10610270412331329023

Google Scholar

[2] Z. H. Wang, K. Yasuhara, H. Ito, M. Mukai, and J. -i. Kikuchi. Budding and Fission of CationicBinary LipidVesicles Induced by the Incorporation of Pyranine. Chem. Lett., 2010, 39, 54­55.

DOI: 10.1246/cl.2010.54

Google Scholar

[3] A. Ikeda, K. Kiguchi, T. Shigematsu, K. Nobusawa, J. -i. Kikuchi. and M. Akiyama. Location of.

Google Scholar

[60] fullerene incorporation in lipid membranes. Chem. Commun., 2011, 47, 12095–12097.

Google Scholar

[4] Y. Murakami, A. Nakano, A. Yoshimatsu, K. Uchitomi, and Y. Matsuda, Characterization of molecular aggregates of peptide amphiphiles and kinetics of dynamic processes performed by single-walled vesicles. J. Am. Chem. Soc., 1984, 106, 3613.

DOI: 10.1021/ja00324a034

Google Scholar

[5] Y. Tezuka, H. Oikea. Self-Assembly and Covalent Fixation for Topological Polymer Chemistry. Macromol. Rapid Commun., 2001, 22, 1017-1029.

DOI: 10.1002/1521-3927(20010901)22:13<1017::aid-marc1017>3.0.co;2-q

Google Scholar

[6] J. A. Gavin, M. E. Garcia, A. J. Benesi, and T. E. Mallouk. Chiral Molecular Recognition in a Tripeptide Benzylviologen Cyclophane Host. J. Org. Chem., 1998, 63, 7663-7669.

DOI: 10.1021/jo980352c

Google Scholar

[7] S. K. Kim and E. N. Jacobsen. General Catalytic Synthesis of Highly Enantiomerically Enriched Terminal Aziridines from Racemic Epoxides. Angew. Chem. Int. Ed., 2004, 43, 3952–3954.

DOI: 10.1002/anie.200460369

Google Scholar