Chemoselective Protection of Glutathione in the Preparation of Bioconjugates: The Case of Trypanothione Disulfide

被引：10

作者：

Antoniou, Antonia I. ^{[1
]}

Pepe, Dionissia A. ^{[1
]}

Aiello, Donatella ^{[2
]}

Siciliano, Carlo ^{[3
]}

Athanassopoulos, Constantinos M. ^{[1
]}

机构：

[1] Univ Patras, Dept Chem, Synthet Organ Chem Lab, GR-26504 Patras, Greece

[2] Univ Calabria, Dipartimento Chim & Tecnol Chim CTC, Cubo 12-D, I-87030 Arcavacata Di Rende, CS, Italy

[3] Univ Calabria, Dipartimento Farm & Sci Salute & Nutr, Edificio Polifunz, I-87030 Arcavacata Di Rende, CS, Italy

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 81卷 / 10期

关键词：

GOLD NANOCLUSTERS; TRYPANOSOMA-CRUZI; CRYSTAL-STRUCTURE; RENAL CLEARANCE; PHASE SYNTHESIS; DRUG-DELIVERY; S-TRITYL; REDUCTASE; ANALOGS; METABOLISM;

D O I：

10.1021/acs.joc.6b00300

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel synthetic route to the chemoselectively protected N,S-ditritylglutathione monomethyl ester is described involving the chemical modification of the commercially available glutathione (GSH). The synthetic value of this building block in the facile preparation of GSH bioconjugates in a satisfying overall yield was exemplified by the case of trypanothione disulfide (TS2), a GSH-spermidine bioconjugate, involved in the antioxidative stress protection system of parasitic protozoa, such as trypanosoma and leishmania parasites.

引用

页码：4353 / 4358

页数：6

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