Synthesis of acyclic and dehydroaspartic acid analogs of Ac-Asp-Glu-OH and their inhibition of rat brain N-acetylated. alpha.-linked acidic dipeptidase (NAALA …

N Subasinghe, M Schulte, MYM Chan…

Index: Subasinghe; Schulte; Chan; Roon; Koerner; Johnson Journal of Medicinal Chemistry, 1990 ,  vol. 33,  # 10  p. 2734 - 2744

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Citation Number: 69

Abstract

The following structural and conformationally constrained analogues of Ac-Asp-Glu-OH (1) were synthesized: Ac-Glu-Glu-OH (2), Ac-D-AsP-G~ u-OH (3), Ac-Glu-Asp-OH (4), Ac-Asp- Asp-OH (5), Ac-Asp-3-aminohexanedioic acid (6), Ac-3-amino-3-(carboxymethyl) propanoyl- Glu-OH (7), N-succinyl-Glu-OH (8), N-maleyl-Glu-OH (9), N-fumaryl-Glu-OH (lo), and Ac-A~ As~-G~ u-OH (1 1). These analogues were evaluated for their ability to inhibit the ...