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04555

Trypanothione trifluoroacetate salt

≥98% (HPLC)

Synonym(s):

N1,N8-Bis(glutathionyl)spermidine disulfide

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About This Item

Empirical Formula (Hill Notation):
C27H47N9O10S2 · xC2HF3O2
CAS Number:
96304-42-6
Molecular Weight:
721.85 (free base basis)
UNSPSC Code:
12352204
NACRES:
NA.32
PubChem Substance ID:
329747943
MDL number:
MFCD17215942
Beilstein/REAXYS Number:
3645155
Assay:
≥98% (HPLC)
Form:
powder or crystals
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assay

≥98% (HPLC)

form

powder or crystals

solubility

water: soluble 1 g/L

storage temp.

−20°C

SMILES string

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 key

BLTBWJNAZIKNTL-QZBRSAASSA-N

Biochem/physiol Actions

Metabolite in the glutathione metabolism. A novel bis(glutathionyl)spermidine cofactor for glutathione reductase in trypanosomatids[1].

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCD2655
BCCC5464
BCCC1249
BCBZ5062
BCBX3817

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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
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
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
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Global Trade Item Number

SKUGTIN
268992-25G04061837580949
268992-5G04061826134894
04555-1MG04061838633439
04555-5MG04061831579697

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