27486-84-6

Upstream product

• 70-18-8 GLUTATHIONE 
• 519-73-3 triphenylmethane 
• 76-83-5 trityl chloride 

Downstream Products

• 929681-73-2 N-(4-benzoylbenzoyl)-S-tritylglutathione 
• 929681-74-3 N-(4-azidobenzoyl)-S-tritylglutathione 
• 929681-76-5 N-(3-azido-4-chlorobenzoyl)-S-tritylglutathione 
• 929681-77-6 N-(2-azido-4-nitrobenzoyl)-S-tritylglutathione 
• 929681-78-7 N-(5-azido-2-nitrobenzoyl)-S-tritylglutathione 
• 528530-84-9 N-(tert-butoxycarbonyl)-S-trityl glutathione 
• 1272005-95-4 C₆₅H₅₂N₄O₁₂S₂ 
• 1272005-92-1 C₄₃H₃₃N₃O₁₁S 

Relevant academic research and scientific papers

The thiol-based reduction of Bi(V) and Sb(V) anti-leishmanial complexes

Low molecular weight thiols including trypanothione and glutathione play an important function in the cellular growth, maintenance and reduction of oxidative stress in Leishmania species. In particular, parasite specific trypanothione has been established as a prime target for new anti-leishmania drugs. Previous studies into the interaction of the front-line Sb(V) based anti-leishmanial drug meglumine antimoniate with glutathione, have demonstrated that a reduction pathway may be responsible for its effective and selective nature. The new suite of organometallic complexes, of general formula [MAr3(O2CR)2] (M = Sb or Bi) have been shown to have potential as new selective drug candidates. However, their behaviour towards the critical thiols glutathione and trypanothione is still largely unknown. Using NMR spectroscopy and mass spectrometry we have examined the interaction of the analogous Sb(V) and Bi(V) organometallic complexes, [SbPh3(O2CCH2(C6H4CH3))2] S1 and [BiPh3(O2CCH2(C6H4CH3))2] B1, with the trifluoroacetate (TFA) salt of trypanothione and L-glutathione. In the presence of trypanothione or glutathione at the clinically relevant pH of 4–5 for Leishmania amastigotes, both complexes undergo facile and rapid reduction, with no discernible difference. However, at a higher pH (6–7), the complexes behave quite differently towards glutathione. The Bi(V) complex is again reduced rapidly but the Sb(V) complex undergoes slow reduction over 8 h (t1/2 = 54 min.) These results give the first insights into why the highly oxidising Bi(V) complexes display low selectivity in their cytotoxicity towards leishmanial and mammalian cells, while the Sb(V) complexes show good selectivity.

Chain-like assembly of gold nanoparticles on artificial DNA templates via 'click chemistry'

We present a new type of azide-functionalized gold nanoparticle and their coupling to an alkyne-modified DNA duplex using the copper(i)-catalyzed Huisgen cycloaddition ('click chemistry'), resulting in a chain-like assembly of nanoparticles on the DNA template. The Royal Society of Chemistry.

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

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.