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Merck

O4000

Sigma-Aldrich

Oxythiamine chloride hydrochloride

≥95% (HPLC)

Synonym(e):

5-(2-Hydroxyethyl)-3-(4-hydroxy-2-methyl-5-pyrimidinylmethyl)-4-methylthiazolium chloride

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About This Item

Empirische Formel (Hill-System):
C12H16ClN3O2S · HCl
CAS-Nummer:
Molekulargewicht:
338.25
MDL-Nummer:
UNSPSC-Code:
12352116
PubChem Substanz-ID:
NACRES:
NA.79

Qualitätsniveau

Assay

≥95% (HPLC)

Form

powder

Methode(n)

HPLC: suitable

Farbe

white to off-white

Lagertemp.

−20°C

SMILES String

CC(N1)=NC=C(C[N+]2=CSC(CCO)=C2C)C1=O.Cl.[Cl-]

InChI

1S/C12H16N3O2S.2ClH/c1-8-11(3-4-16)18-7-15(8)6-10-5-13-9(2)14-12(10)17;;/h5,7,16H,3-4,6H2,1-2H3,(H,13,14,17);2*1H

InChIKey

QHUYPZVMEJLSEB-UHFFFAOYSA-N

Allgemeine Beschreibung

Oxythiamine is a thiamine antimetabolite and the source through diet is by consuming acidic thiamine rich foods.

Anwendung

Oxythiamine chloride hydrochloride is suitable for use:
  • as a reference standard for calibration curve generation in liquid chromatography-tandem mass spectrometry (LC-MS/MS) for oxythiamine pyrophosphate (OTPP) quantification in red blood cells
  • as a thiamine transport inhibitor in human mammary epithelial cells (HMEC) and breast cancer cell lines
  • in the synthesis of oxythiamineH picrolonate salt

Biochem./physiol. Wirkung

Oxythiamine (OT) is a thiamine antagonist. It is a transketolase inhibitor and is employed to study anti-metastatic mechanisms, especially those involving metalloproteinases (MMP). It significantly sensitizes human hepatocellular carcinoma cells (HCC) to sorafenib, favoring tumor suppression.
Oxythiamine inhibits Transketolase, the enzyme that controls the nonoxidative branch of the pentose phosphate pathway.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

Inhibition of transketolase by oxythiamine altered dynamics of protein signals in pancreatic cancer cells
Wang J, et al.
Experimental Hematology & Oncology, 2(1), 18-18 (2013)
Functional thiamine deficiency in end-stage renal disease: malnutrition despite ample nutrients
Moradi H and Said HM
Kidney International, 90(2), 252-254 (2016)
Thiamine antimetabolite causes functional thiamine deficiency in patients with end stage renal disease
Zhang F, et al.
Kidney International, 90(2), 396-403 (2016)
Hengwei Zhang et al.
Journal of proteome research, 9(2), 980-989 (2009-12-29)
Oxythiamine (OT), a transketolase inhibitor, is known to inhibit pancreatic cancer cell proliferation. In this study, we investigated the effect of inhibition of the transketolase pathway on signaling pathways in MIA PaCa cancer cells using in-house proteomic techniques. We hypothesized
Novel structural aspects of oxythiamine, an antagonist of thiamine. Crystal structures of three salts,(oxythiamineH)(picrolonate) 2textperiodcentered
Hu NH, et al.
Inorgorganica Chimica Acta, 295(1), 71-83 (1999)

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