An Efficient Fmoc Solid-Phase Synthesis of an Amphiphile of the Neuroprotective Agent Glycyl-prolyl-glutamic Acid

Paul W. R. Harris; Ger T. Molenaar; Zaid Amso; G. Paul Savage; Margaret A. Brimble

doi:10.1055/s-0034-1378539

Synlett, Inhaltsverzeichnis

Synlett 2014; 25(15): 2221-2224
DOI: 10.1055/s-0034-1378539

letter

An Efficient Fmoc Solid-Phase Synthesis of an Amphiphile of the Neuroprotective Agent Glycyl-prolyl-glutamic Acid

Paul W. R. Harris*

^aSchool of Chemical Sciences, 23 Symonds St, The University of Auckland, Auckland 1142, New Zealand Fax: +64(9)3737422 eMail: m.brimble@auckland.ac.nz eMail: paul.harris@auckland.ac.nz

^bMaurice Wilkins Centre for Molecular Biodiscovery, The University of Auckland, Private Bag 92019, Auckland 1142, New Zealand

,

Ger T. Molenaar

^aSchool of Chemical Sciences, 23 Symonds St, The University of Auckland, Auckland 1142, New Zealand Fax: +64(9)3737422 eMail: m.brimble@auckland.ac.nz eMail: paul.harris@auckland.ac.nz

,

Zaid Amso

^aSchool of Chemical Sciences, 23 Symonds St, The University of Auckland, Auckland 1142, New Zealand Fax: +64(9)3737422 eMail: m.brimble@auckland.ac.nz eMail: paul.harris@auckland.ac.nz

,

G. Paul Savage

^cCSIRO Materials Science and Engineering, Bayview Avenue, Clayton, Vic. 3168, Australia

,

Margaret A. Brimble*

^aSchool of Chemical Sciences, 23 Symonds St, The University of Auckland, Auckland 1142, New Zealand Fax: +64(9)3737422 eMail: m.brimble@auckland.ac.nz eMail: paul.harris@auckland.ac.nz

^bMaurice Wilkins Centre for Molecular Biodiscovery, The University of Auckland, Private Bag 92019, Auckland 1142, New Zealand

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Abstract

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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.

Key words

self-assembly - peptide - Fmoc SPPS - esterification - Glypromate^®

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Referenzen

References
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