10023-48-0

Usage

Uses

Used in Pharmaceutical and Biochemical Industries:
3-[(4-Amino-2-methyl-5-pyrimidinyl)methyl]-4-methyl-5-[2-(phosphonooxy)ethyl]thiazolium is utilized as a coenzyme in various biological reactions, particularly in the synthesis of thiamine (vitamin B1). It is instrumental in the transfer of acetaldehyde groups, playing a vital role in metabolic processes. Its significance in metabolism makes 3-[(4-Amino-2-methyl-5-pyrimidinyl)methyl]-4-methyl-5-[2-(phosphonooxy)ethyl]thiazolium a valuable asset in the development of pharmaceuticals and biochemical research, potentially contributing to the treatment of diseases related to thiamine deficiency or metabolic disorders.

Upstream product

• 50851-39-3 thiamin triphosphate 
• 67-03-8 Thiamine hydrochloride 
• 841-01-0 4-amino-5-(hydroxymethyl)-2-methylpyrimidine pyrophosphate 
• 1130246-33-1 C₁₃H₁₈N₄O₆PS⁽¹⁺⁾ 
• 190079-18-6 Phosphoric acid mono-((2R,3S)-2,3-dihydroxy-4-oxo-pentyl) ester 
• 3269-79-2 4-methyl-5-(β-hydroxyethyl)thiazole phosphate 

Downstream Products

• 22457-89-2 S-[2-[[(4-amino-2-methyl-5 pyrimidinyl)methyl]formylamino]-1-[2-(phosphonooxy)ethyl]-1-propenyl] ester 

Relevant academic research and scientific papers

Synthesis, physico-chemical properties and effect of adenosine thiamine triphosphate on vitamin B1 metabolism in the liver of alloxan diabetic rats

Background: Adenosine thiamine triphosphate (AThTP) is a nucleotide discovered in bacteria and some other living organisms more than a decade ago. No biochemical function for AThTP has been established yet, however, experimental data available indicate its possible involvement in metabolic regulation or cell signaling. Metabolism of AThTP in mammals, as well as the feasibility of its pharmacological application, is essentially unstudied. Methods: Preparative low-pressure chromatography was employed to purify chemically synthesized AThTP with its further analysis by mass spectrometry, HPLC, UV and fluorescence spectroscopy. Enzyme activity assays along with HPLC were used to examine the effects of AThTP and thiamine on vitamin B1 metabolism in the liver of alloxan-induced diabetic rats. Results: An improved procedure for AThTP synthesis and purification is elaborated. Solution stability, optical spectral properties and the molar absorption coefficient for AThTP were determined. The levels of thiamine compounds were found to be increased in the liver of diabetic rats. Neither AThTP nor thiamine treatment affected hepatic vitamin B1 metabolism. Fasting blood glucose concentration was also unchangeable after AThTP or thiamine administration. General significance: Contrast to the widespread view about thiamine deficiency in diabetes, our results clearly shows an adaptive increase in the level of B1 vitamers in the liver of alloxan diabetic rats with no further rising after AThTP or thiamine treatment at a moderate dose. Neither AThTP nor thiamine is effective in glycaemic control. These findings are to be considered in future studies dealing with thiamine or its analogues application to correct metabolic disturbances in diabetes.

BENFOTIAMINE POLYMORPHS, PREPARATION METHOD AND USE THEREOF

The present invention is directed to polymorphs of benfotiamine, their methods of preparation and the use thereof. The crystalline forms of benfotiamine are crystalline forms A, B, C, D and E, and can be distinguished by their respective patterns of X-ray powder diffraction, DSC, infrared spectroscopy, Raman spectroscopy, and preparation methods. The invention is also directed to the use of the above-mentioned polymorphs of benfotiamine for treating Vitamin B1 deficiency, metabolism-related disorders, psychiatric diseases and disorders, diabetes complications, or neurodegenerative diseases. The different crystalline forms of benfotiamine are obtained using different synthetic routes and solvent ratios. The crystalline polymorphs are substantially pure. The invention not only provides new crystalline forms of benfotiamine, but also solvates thereof, especially hydrates.

Biosynthesis of the thiamin thiazole in Bacillus subtilis: Identification of the product of the thiazole synthase-catalyzed reaction

In this paper, we describe an optimized reconstitution of the thiamin thiazole synthase (ThiG) catalyzed reaction and demonstrate that the enzymatic product is an unanticipated dearomatized thiazole tautomer.

Thiamin phosphate synthase: The rate of pyrimidine carbocation formation

Thiamin phosphate synthase couples 4-amino-5-(hydroxymethyl)-2-methylpyrimidine pyrophosphate (HMP-PP) and 4-methyl-5-(β-hydroxyethyl)thiazole phosphate (Thz-P) to make thiamin phosphate on the biosynthetic route to thiamin-PP, the active form of vitamin B1. We show that this coupling reaction goes through a pyrimidine carbocation intermediate by using transient state kinetic methods, and that the rate constant for carbocation formation at the active site of the enzyme is 0.4 s-1. Copyright