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Trypanothione is a unique thiol compound found in trypanosomatid parasites, such as Trypanosoma brucei, which causes African trypanosomiasis (sleeping sickness) and Chagas disease. It plays a crucial role in the defense against oxidative stress and maintaining cellular redox balance in these organisms. Trypanothione disulfide is the oxidized form of N1,N8-bis(glutathionyl)-spermidine from the insect-parasitic trypanosomatid Crithidia fasciculata.

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  • Glycinamide, L-g-glutamyl-L-cysteinyl-N-[3-[[4-[(L-g-glutamyl-L-cysteinylglycyl)amino]butyl]amino]propyl]-,cyclic (2®2')-disulfide

    Cas No: 96304-42-6

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  • 96304-42-6 Structure
  • Basic information

    1. Product Name: trypanothione
    2. Synonyms: Trypanothione trifluoroacetate salt;trypanothione disulfide
    3. CAS NO:96304-42-6
    4. Molecular Formula: C27H47N9O10S2
    5. Molecular Weight: 721.853
    6. EINECS: N/A
    7. Product Categories: amino
    8. Mol File: 96304-42-6.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 1284.7 °C at 760 mmHg
    3. Flash Point: 730.8 °C
    4. Appearance: /
    5. Density: 1.41 g/cm3
    6. Refractive Index: N/A
    7. Storage Temp.: Store at 0°C
    8. Solubility: N/A
    9. BRN: 3645155
    10. CAS DataBase Reference: trypanothione(CAS DataBase Reference)
    11. NIST Chemistry Reference: trypanothione(96304-42-6)
    12. EPA Substance Registry System: trypanothione(96304-42-6)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 96304-42-6(Hazardous Substances Data)

96304-42-6 Usage

Uses

Used in Pharmaceutical Industry:
Trypanothione is used as a target for drug development for treating trypanosomiasis and Chagas disease. Its involvement in the defense against oxidative stress and its presence in trypanosomatid parasites make it an attractive target for the design of new therapeutic agents. Inhibiting trypanothione metabolism or function can lead to the death of the parasites and provide a potential treatment for these diseases.
Used in Research Applications:
Trypanothione is used as a research tool to study the biology and pathogenesis of trypanosomatid parasites. Understanding the role of trypanothione in these organisms can help researchers develop new strategies for combating these diseases and provide insights into the unique metabolic pathways of these parasites.
Used in Drug Discovery:
Trypanothione is used as a starting point for the development of new drugs targeting trypanosomiasis and Chagas disease. By studying the structure and function of trypanothione and its associated enzymes, researchers can identify potential drug candidates that can disrupt the redox balance in trypanosomatid parasites, leading to their death and providing a potential cure for the diseases.

Check Digit Verification of cas no

The CAS Registry Mumber 96304-42-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,6,3,0 and 4 respectively; the second part has 2 digits, 4 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 96304-42:
(7*9)+(6*6)+(5*3)+(4*0)+(3*4)+(2*4)+(1*2)=136
136 % 10 = 6
So 96304-42-6 is a valid CAS Registry Number.

96304-42-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name trypanothione

1.2 Other means of identification

Product number -
Other names Trypanothione disulfide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:96304-42-6 SDS

96304-42-6Downstream Products

96304-42-6Relevant articles and documents

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

Kellam, Barrie,Bycroft, Barrie W.,Chhabra, Siri Ram

, p. 4849 - 4852 (1997)

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

5-Substituted 3-chlorokenpaullone derivatives are potent inhibitors of Trypanosoma brucei bloodstream forms

Orban, Oliver C.F.,Korn, Ricarda S.,Benítez, Diego,Medeiros, Andrea,Preu, Lutz,Loa?c, Nadège,Meijer, Laurent,Koch, Oliver,Comini, Marcelo A.,Kunick, Conrad

, p. 3790 - 3800 (2016/07/20)

Trypanothione synthetase is an essential enzyme for kinetoplastid parasites which cause highly disabling and fatal diseases in humans and animals. Inspired by the observation that N(5)-substituted paullones inhibit the trypanothione synthetase from the related parasite Leishmania infantum, we designed and synthesized a series of new derivatives. Although none of the new compounds displayed strong inhibition of Trypanosoma brucei trypanothione synthetase, several of them caused a remarkable growth inhibition of cultivated Trypanosoma brucei bloodstream forms. The most potent congener 3a showed antitrypanosomal activity in double digit nanomolar concentrations and a selectivity index of three orders of magnitude versus murine macrophage cells.

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

Marsh, Ian R.,Bradley, Mark

, p. 17317 - 17334 (2007/10/03)

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 and NMR Characterization of the Trypanosomatid Metabolite, N1,N8-Bis(glutathionyl)spermidine Disulphide (Trypanothione Disulphide)

Henderson, Graeme B.,Glushka, John,Cowburn, David,Cerami, Anthony

, p. 911 - 914 (2007/10/02)

An optimized chemical synthesis of the novel trypanosomatid metabolite, N1,N8-bis(glutathionyl)spermidine (trypanothione disulphide) is described, and its solution structure has been investigated by NMR spectroscopy.The 1H, 13C, and

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

Henderson, Graeme B.,Ulrich, Peter,Fairlamb, Alan H.,Cerami, Anthony

, p. 593 - 594 (2007/10/02)

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

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