Literature DB >> 1789428

Synthesis of N-benzyloxycarbonyl-L-cysteinylglycine 3-dimethylaminopropylamide disulfide: a cheap and convenient new assay for trypanothione reductase.

A el-Waer1, K T Douglas, K Smith, A H Fairlamb.   

Abstract

Trypanothione disulfide [N1,N8-bis(glutathionyl)-spermidine], the physiological substrate for the chemotherapeutic target enzyme trypanothione reductase, is difficult to isolate, expensive to buy, and awkward to synthesize. Here we describe the straightforward synthesis of N,N'-bis(benzyloxycarbonyl)-L-cysteinylglycyl-3-dimethylaminopropylam ide disulfide, which is shown to be a good alternative substrate for the trypanothione reductases from Crithidia fasciculata and Trypanosoma cruzi.

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Year:  1991        PMID: 1789428     DOI: 10.1016/0003-2697(91)90531-w

Source DB:  PubMed          Journal:  Anal Biochem        ISSN: 0003-2697            Impact factor:   3.365


  11 in total

1.  Rationally designed selective inhibitors of trypanothione reductase. Phenothiazines and related tricyclics as lead structures.

Authors:  T J Benson; J H McKie; J Garforth; A Borges; A H Fairlamb; K T Douglas
Journal:  Biochem J       Date:  1992-08-15       Impact factor: 3.857

2.  Synthesis of symmetric disulfides as potential alternative substrates for trypanothione reductase and glutathione reductase: Part 1.

Authors:  R Jaouhari; T Besheya; J H McKie; K T Douglas
Journal:  Amino Acids       Date:  1995-12       Impact factor: 3.520

3.  Synthesis of asymmetric disulfides as potential alternative substrates for trypanothione reductase and glutathione reductase: Part 2.

Authors:  R Jaouhari; T Besheya; J H McKie; K T Douglas
Journal:  Amino Acids       Date:  1995-12       Impact factor: 3.520

4.  Ellman's-reagent-mediated regeneration of trypanothione in situ: substrate-economical microplate and time-dependent inhibition assays for trypanothione reductase.

Authors:  Chris J Hamilton; Ahilan Saravanamuthu; Ian M Eggleston; Alan H Fairlamb
Journal:  Biochem J       Date:  2003-02-01       Impact factor: 3.857

5.  The synthesis and inhibitory activity of dethiotrypanothione and analogues against trypanothione reductase.

Authors:  Josephine A Czechowicz; April K Wilhelm; Maroya D Spalding; Anna M Larson; Linnea K Engel; David G Alberg
Journal:  J Org Chem       Date:  2007-04-17       Impact factor: 4.354

6.  Glutathionylspermidine metabolism in Escherichia coli.

Authors:  K Smith; A Borges; M R Ariyanayagam; A H Fairlamb
Journal:  Biochem J       Date:  1995-12-01       Impact factor: 3.857

7.  Purification and characterization of a trypanothione-glutathione thioltransferase from Trypanosoma cruzi.

Authors:  M Moutiez; M Aumercier; R Schöneck; D Meziane-Cherif; V Lucas; P Aumercier; A Ouaissi; C Sergheraert; A Tartar
Journal:  Biochem J       Date:  1995-09-01       Impact factor: 3.857

8.  Rational design of peptide-based inhibitors of trypanothione reductase as potential antitrypanosomal drugs.

Authors:  J Garforth; J H McKie; R Jaouhari; T J Benson; A H Fairlamb; K T Douglas
Journal:  Amino Acids       Date:  1994-10       Impact factor: 3.520

9.  Simple methods for the detection and quantification of thiols from Crithidia fasciculata and for the isolation of trypanothione.

Authors:  D J Steenkamp
Journal:  Biochem J       Date:  1993-05-15       Impact factor: 3.857

10.  Trypanothione reductase: a viable chemotherapeutic target for antitrypanosomal and antileishmanial drug design.

Authors:  M Omar F Khan
Journal:  Drug Target Insights       Date:  2007-06-19
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