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Merck
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重要文件

04555

Sigma-Aldrich

Trypanothione trifluoroacetate salt

≥98% (HPLC)

同義詞:

N1,N8-Bis(glutathionyl)spermidine disulfide

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About This Item

經驗公式(希爾表示法):
C27H47N9O10S2 · xC2HF3O2
CAS號碼:
分子量::
721.85 (free base basis)
Beilstein:
3645155
MDL號碼:
分類程式碼代碼:
12352204
PubChem物質ID:
NACRES:
NA.32

化驗

≥98% (HPLC)

形狀

powder or crystals

溶解度

water: soluble 1 g/L

儲存溫度

−20°C

SMILES 字串

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

InChI 密鑰

BLTBWJNAZIKNTL-QZBRSAASSA-N

生化/生理作用

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

包裝

Bottomless glass bottle. Contents are inside inserted fused cone.

儲存類別代碼

13 - Non Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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分析證明 (COA)

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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
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
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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