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Synthesis and biological evaluation of the disulfide form of the glutathione analogue γ-(l-glutamyl)-l-cysteinyl-l-aspartyl-l-cysteine

✍ Scribed by Ivana Cacciatore; Antonio Di Stefano; Silvestro Duprè; Enrico Morera; Francesco Pinnen; Alessandra Spirito


Publisher
Elsevier Science
Year
2003
Tongue
English
Weight
210 KB
Volume
31
Category
Article
ISSN
0045-2068

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✦ Synopsis


By using the chain to chain mode of cyclization the title glutathione analogue (4), containing the 11-membered disulfide ring replacing the native -Cys-Gly fragment, has been synthesized and characterized together with its reduced dithiol form gamma-Glu-Cys-Asp-Cys (5). The activity of (4) with gamma-glutamyl-transferase and glutathione reductase has been evaluated and compared with those of the two conformationally restricted glutathione analogues (2) and (3) previously reported.


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## Abstract [Cys‐^14^CO]‐glutathione or N‐[N‐L‐γ‐glutamyl‐L‐cysteinyl‐^14^CO] glycine was prepared by chemical synthesis, with the L,L‐natural configuration and a radiochemical yield of 1% based on sodium [^14^C] cyanide. This labelled compound was used to obtain [Cys‐^14^CO] with a yield of 15%. [