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Merck

04555

Sigma-Aldrich

Trypanothione trifluoroacetate salt

≥98% (HPLC)

Synonim(y):

N1,N8-Bis(glutathionyl)spermidine disulfide

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About This Item

Wzór empiryczny (zapis Hilla):
C27H47N9O10S2 · xC2HF3O2
Numer CAS:
Masa cząsteczkowa:
721.85 (free base basis)
Beilstein:
3645155
Numer MDL:
Kod UNSPSC:
12352204
Identyfikator substancji w PubChem:
NACRES:
NA.32

Próba

≥98% (HPLC)

Postać

powder or crystals

rozpuszczalność

water: soluble 1 g/L

temp. przechowywania

−20°C

ciąg SMILES

OC(=O)C(F)(F)F.N[C@@H](CCC(=O)N[C@H]1CSSCC(NC(=O)CC[C@H](N)C(O)=O)C(=O)NCC(=O)NCCCNCCCCNC(=O)CNC1=O)C(O)=O

InChI

1S/C27H47N9O10S2.C2HF3O2/c28-16(26(43)44)4-6-20(37)35-18-14-47-48-15-19(36-21(38)7-5-17(29)27(45)46)25(42)34-13-23(40)32-11-3-9-30-8-1-2-10-31-22(39)12-33-24(18)41;3-2(4,5)1(6)7/h16-19,30H,1-15,28-29H2,(H,31,39)(H,32,40)(H,33,41)(H,34,42)(H,35,37)(H,36,38)(H,43,44)(H,45,46);(H,6,7)/t16-,17-,18-,19?;/m0./s1

Klucz InChI

BLTBWJNAZIKNTL-QZBRSAASSA-N

Działania biochem./fizjol.

Metabolite in the glutathione metabolism. A novel bis(glutathionyl)spermidine cofactor for glutathione reductase in trypanosomatids.

Opakowanie

Bottomless glass bottle. Contents are inside inserted fused cone.
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Kod klasy składowania

13 - Non Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable


Certyfikaty analizy (CoA)

Poszukaj Certyfikaty analizy (CoA), wpisując numer partii/serii produktów. Numery serii i partii można znaleźć na etykiecie produktu po słowach „seria” lub „partia”.

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Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

C Dumas et al.
The EMBO journal, 16(10), 2590-2598 (1997-05-15)
Parasitic protozoa belonging to the order Kinetoplastida contain trypanothione as their major thiol. Trypanothione reductase (TR), the enzyme responsible for maintaining trypanothione in its reduced form, is thought to be central to the redox defence systems of trypanosomatids. To investigate
A H Fairlamb et al.
Science (New York, N.Y.), 227(4693), 1485-1487 (1985-03-22)
Glutathione reductase from trypanosomes and leishmanias, unlike glutathione reductase from other organisms, requires an unusual low molecular weight cofactor for activity. The cofactor was purified from the insect trypanosomatid Crithidia fasciculata and identified as a novel glutathione-spermidine conjugate, N1,N8-bis(L-gamma-glutamyl-L-hemicystinyl-glycyl)spermidine, for
R Mukhopadhyay et al.
Proceedings of the National Academy of Sciences of the United States of America, 93(19), 10383-10387 (1996-09-17)
Leishmania resistant to arsenicals and antimonials extrude arsenite. Previous results of arsenite uptake into plasma membrane-enriched vesicles suggested that the transported species is a thiol adduct of arsenite. In this paper, we demonstrate that promastigotes of arsenite-resistant Leishmania tarentolae have
A H Fairlamb et al.
Annual review of microbiology, 46, 695-729 (1992-01-01)
Trypanosomatids differ from all other organisms in their ability to conjugate the sulfur-containing tripeptide, glutathione, and the polyamine, spermidine, to form trypanothione [N1,N8-bis(glutathionyl)spermidine]. Together with the NADPH-dependent flavoprotein, trypanothione reductase, the dithiol form of trypanothione provides an intracellular reducing environment
Abdulsalam A M Alkhaldi et al.
Molecular pharmacology, 87(3), 451-464 (2014-12-21)
We have previously reported that curcumin analogs with a C7 linker bearing a C4-C5 olefinic linker with a single keto group at C3 (enone linker) display midnanomolar activity against the bloodstream form of Trypanosoma brucei. However, no clear indication of

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