96304-42-6

Basic information

• Product Name: trypanothione
• Synonyms: Trypanothione trifluoroacetate salt;trypanothione disulfide
• CAS NO: 96304-42-6
• Molecular Formula: C27H47N9O10S2
• Molecular Weight: 721.853
• Product Categories: amino
• Mol File: 96304-42-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 1284.7 °C at 760 mmHg
• Flash Point: 730.8 °C
• Appearance: /
• Density: 1.41 g/cm³
• Storage Temp.: Store at 0°C
• BRN: 3645155
• CAS DataBase Reference: trypanothione(CAS DataBase Reference)
• NIST Chemistry Reference: trypanothione(96304-42-6)
• EPA Substance Registry System: trypanothione(96304-42-6)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 96304-42-6(Hazardous Substances Data)

Usage

Uses

A major function of trypanothione is in the defence against oxidative stress. Trypanothione-dependent enzymes such as tryparedoxin peroxidase (TryP) reduce peroxides using electrons donated either directly from trypanothione, or via the redox intermediate tryparedoxin.

Definition

ChEBI: Trypanothione disulfide is the oxidized form of N1,N8-bis(glutathionyl)-spermidine from the insect-parasitic trypanosomatid Crithidia fasciculata.

Upstream product

• 104199-71-5 N¹,N⁸-bis(benzyloxycarbonylglycyl)-spermidine 
• 104199-70-4 (2-{3-[4-(2-Benzyloxycarbonylamino-acetylamino)-butyl]-tetrahydro-pyrimidin-1-yl}-2-oxo-ethyl)-carbamic acid benzyl ester 
• 104199-76-0 (S)-2-tert-Butoxycarbonylamino-4-[(R)-2-tert-butyldisulfanyl-1-(2,5-dioxo-pyrrolidin-1-yloxycarbonyl)-ethylcarbamoyl]-butyric acid tert-butyl ester 
• 104199-72-6 N¹,N⁸-bis(benzyloxycarbonylglycyl)-N⁴-t-butoxycarbonylspermidine 
• 124-20-9 N-(3-aminopropyl)-1,4-diaminobutane 
• 27025-41-8 Oxidized glutathione 
• 104199-69-1 Boc-L-glutamyl-α-t-butyl-τ-(S-t-butylmercaptocysteine) 
• 108081-91-0 (S)-2-tert-Butoxycarbonylamino-4-[(R)-2-tert-butylsulfanyl-1-(2,5-dioxo-pyrrolidin-1-yloxycarbonyl)-ethylcarbamoyl]-butyric acid tert-butyl ester 
• 81659-82-7 N-α-tert-butoxycarbonyl-L-glutamic acid γ-N-succinimidyl ester α-tert-butyl ester 
• 193334-88-2 N⁽¹⁾,N⁽⁸⁾-bis[1-(4-nitro-1,3-dioxoindan-2-ylidene)ethyl]-spermidine 
• 193334-87-1 N⁽¹⁾,N⁽⁸⁾-bis[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]-spermidine 
• 29022-11-5 N-(fluoren-9-ylmethoxycarbonyl)glycine 
• 24277-39-2 N-tert-butoxycarbonyl glutamic acid tert-butyl ester 
• 103213-32-7 N-(9-fluorenylmethoxycarbonyl)-S-trityl-L-cysteine 

Relevant articles and documents

Solid phase applications of Dde and the analogue Nde: Synthesis of trypanothione disulphide

Bis - Dde and Nde spermidine derivatives selectively protected on the primary amines were readily prepared and attached via the secondary amine group to a p-nitrophenyl-1-chloroformate pre-activated HMPA resin. Deprotection for Nde was monitored by colour

Solid phase synthesis of polyamine conjugates for the study of trypanothione reductase

A number of polyamine scaffolds were synthesised, enabling the facile preparation of a variety of polyamine conjugates using both Boc and Fmoc protecting group strategies. Products were released from the solid support by treatment with either triflic acid/trifluoroacetic acid or trifluoroacetic acid. The trypanosomal metabolite N1, N6-bis(glurathionyl)spermidine [trypanothione], and a range of related analogues were prepared for biological evaluation as previously communicated.

Synthesis of the Trypanosomatid Metabolites Trypanothione, and N1-Mono- and N8-Mono-glutathionylspermidine

The trypanosomatid metabolite trypanothione 1,N8-bis(glutathionyl)spermidine> and its biosynthetic co-metabolites the isomeric N1- and N8-mono-glutathionylspermidines have been synthesised by a mild route whic