Direkt zum Inhalt
Merck

O4000

Sigma-Aldrich

Oxythiamine chloride hydrochloride

≥95% (HPLC)

Synonym(e):

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

Anmeldenzur Ansicht organisationsspezifischer und vertraglich vereinbarter Preise


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

Verwandte Kategorien

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)


Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

Besitzen Sie dieses Produkt bereits?

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

Die Dokumentenbibliothek aufrufen

Emerging role of the pentose phosphate pathway in hepatocellular carcinoma
Kowalik MA, et al.
Frontiers in Oncology, 7, 87-87 (2017)
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)
Thiamine and selected thiamine antivitamins?biological activity and methods of synthesis
Tylicki A, et al.
Bioscience Reports, 38(1), BSR20171148-BSR20171148 (2018)
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
Functional thiamine deficiency in end-stage renal disease: malnutrition despite ample nutrients
Moradi H and Said HM
Kidney International, 90(2), 252-254 (2016)

Artikel

Neoplastic cells are highly dependent on the de novo synthesis of nucleotides to maintain sufficient pools to support DNA replication and the production of RNA.

Unser Team von Wissenschaftlern verfügt über Erfahrung in allen Forschungsbereichen einschließlich Life Science, Materialwissenschaften, chemischer Synthese, Chromatographie, Analytik und vielen mehr..

Setzen Sie sich mit dem technischen Dienst in Verbindung.