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Synlett 2014; 25(15): 2221-2224
DOI: 10.1055/s-0034-1378539
DOI: 10.1055/s-0034-1378539
letter
An Efficient Fmoc Solid-Phase Synthesis of an Amphiphile of the Neuroprotective Agent Glycyl-prolyl-glutamic Acid
Further Information
Publication History
Received: 17 June 2014
Accepted after revision: 25 June 2014
Publication Date:
06 August 2014 (online)
Abstract
An improved solid-phase synthesis of the neuroprotective tripeptide, glycyl-prolyl-glutamic acid, bearing a hydrophobic tail to create an amphiphile is described. The new solid-phase synthesis was adapted to prepare several analogues bearing differing hydrophobic tails.
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References
- 1 Craik DJ, Fairlie DP, Liras S, Price D. Chem. Biol. Drug Des. 2013; 81: 136
- 2 Nester J. Curr. Med. Chem. 2009; 16: 4399
- 3 Son SJ, Brimble MA, Yang S, Harris PW. R, Reddingius T, Muir BW, Hutt OE, Waddington L, Guan J, Savage GP. Aust. J. Chem. 2013; 66: 23
- 4a Patel D, McKinley BD, Davis TP, Porreca F, Yamamura HI, Hruby VJ. Bioconjugate Chem. 1997; 8: 434
- 4b Adhikari R, Francis CL, Simpson GW, Yang Q. Aust. J. Chem. 2002; 55: 629
- 5 Fields GB, Noble RL. Int. J. Pept. Protein Res. 1990; 35: 161
- 6 Harris PW. R, Yang S, Brimble MA. Tetrahedron Lett. 2011; 52: 6204
- 7 Albericio F, Barany G. Int. J. Pept. Protein Res. 1985; 26: 92
- 8 Neises B, Steglich W. Angew. Chem., Int. Ed. Engl. 1978; 17: 522
- 9a Joshi BP, Kim J.-M, Lohani CR, Cho H, Lee K.-H. Tetrahedron Lett. 2008; 49: 98
- 9b Pederson SL, Tofteng AP, Malik L, Jensen KJ. Chem. Soc. Rev. 2012; 41: 1826
- 10 Dhimitruka I, SantaLucia JJr. Org. Lett. 2006; 8: 47