Thiamin pyrophosphate

Manufactured by Merck Group

Thiamin-pyrophosphate is a cofactor for several enzymes involved in carbohydrate and energy metabolism. It plays a critical role in the conversion of pyruvate to acetyl-CoA, a key step in the citric acid cycle. This compound is an essential component in many biochemical assays and experimental procedures.

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Lab products found in correlation

Thiamin hydrochloride, by Merck Group (2 mentions) Riboflavin, by Merck Group (1 mentions) Potassium phosphate dibasic, by Thermo Fisher Scientific (1 mentions) Ammonium formate, by Hampton Research (1 mentions) Phosphoric acid, by Thermo Fisher Scientific (1 mentions) Acetonitrile, by Thermo Fisher Scientific (1 mentions) Methanol, by Thermo Fisher Scientific (1 mentions) Riboflavin dioxopyrimidine 13c4 15n2, by Merck Group (1 mentions) Sodium hydroxide (naoh), by Merck Group (1 mentions) Phosphoric acid, by Merck Group (1 mentions) Perchloric acid, by Merck Group (1 mentions) Flavin adenine dinucleotide, by Merck Group (1 mentions)

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Thiamin (8 citations)

2 protocols using thiamin pyrophosphate

Quantitative Analysis of Vitamins and Compounds

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Thiamin hydrochloride, thiamin-monophosphate, thiamin-pyrophosphate, riboflavin, flavin adenine dinucleotide, riboflavin-dioxopyrimidine-¹³C₄,¹⁵N₂, perchloric acid, phosphoric acid and sodium hydroxide were purchased from Sigma-Aldrich (St. Louis, MO). Methanol, acetonitrile, water (all LC-MS grade), phosphoric acid and potassium phosphate dibasic were obtained from Fisher Scientific (Fair Lawn, NJ). Potassium ferricyanide (III) was purchased from Acros Organics (Geel, Belgium); caffeine-trimethyl-¹³C₃ from Cambridge Isotope Laboratories (Andover, MA) and ammonium formate from Hampton Research (Aliso Viejo, CA). HPLC screw-cap amber vials and inserts were obtained from Supelco (Bellefonte, PA). LC-vial caps (PTFE/silicone) were purchased from Waters (Milford, MA) and Agilent Technologies (Santa Clara, CA), and ultrafree centrifugal filters Durapore® PVDF 0.1μm from Millipore (Billerica, MA).

Hampel D., Shahab-Ferdows S., Adair L.S., Bentley M.E., Flax V.L., Jamieson D.J., Ellington S.R., Tegha G., Chasela C.S., Kamwendo D, & Allen L.H. (2016). Thiamin and Riboflavin in Human Milk: Effects of Lipid-Based Nutrient Supplementation and Stage of Lactation on Vitamer Secretion and Contributions to Total Vitamin Content. PLoS ONE, 11(2), e0149479.

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Synthesis and Characterization of Thiamin Derivatives

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Thiamin hydrochloride, thiamin monophosphate chloride dihydrate, thiamin pyrophosphate, oxythiamin chloride hydrochloride, and thiochrome were obtained from Sigma-Aldrich (St. Louis, MO). HMP, amino-HMP, and oxothiamin (3-[(4-amino-2-methyl-5-pyrimidinyl)methyl]-5-(2-hydroxyethyl)-4-methyl-2(3H)-thiazolone) were from Toronto Research Chemicals Inc. (Toronto, ON, Canada). Thiamin disulfide hydrate and 1H-benzotriazole-1-carboxaldehyde were from TCI (Tokyo, Japan). Oxy-HMP (5-(hydroxymethyl)-2-methylpyrimidin-4(1H)-one) was from CGeneTech (Indianopolis, IN). Formylamino-HMP was prepared from amino-HMP as described [8 (link)]. The preparation was 92.7% pure and contained 0.4% amino-HMP, as judged from HPLC analysis. Desthiothiamin was prepared as described [34 ]. Briefly, 10 ml of a 1.5 M solution of thiamin (15 mmol) in 3 M sodium hydroxide was mixed with 7.5 ml of a 1.55 M solution of glycine (12 mmol) in 1.55 M sodium hydroxide, and stirred at room temperature for 3 days. White crystals were obtained, and washed with cold ethanol. The preparation was 95.8% pure, and contained ≤0.02% thiamin, as judged from HPLC analysis.

Zallot R., Yazdani M., Goyer A., Ziemak M.J., Guan J.C., McCarty D.R., deCrécy-Lagard V., Gerdes S., Garrett T.J., Benach J., Hunt J.F., Shintani D.K, & Hanson A.D. (2014). Salvage of the thiamin pyrimidine moiety by plant TenA proteins lacking an active-site cysteine. The Biochemical journal, 463(1), 145-155.

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