Use and preparation method of virgin biochemical reagent uridine

Reagent name: uridine

English name: uridine

Reagent alias: Uracil riboside; 1-β-D-uranolate uracil 1-β-D-Ribofuranosidouracil

CAS No.: 58-96-8

Molecular formula: C9H12N2O6

Molecular weight: 244.20

Physical and chemical properties: Needle crystals were obtained from aqueous ethanol. White needle crystal or powder. Odorless, slightly sweet and slightly spicy. Mp 165 ° C. Specific rotation +4 ° (20 ° C, C = 2, water). A type of nucleoside. Soluble in water, slightly soluble in dilute alcohol, insoluble in anhydrous ethanol.

Physical and chemical parameters:

Melting point: 163-167 °C (lit.)

Specific optical rotation: 8.4 o (c=2, water)

Refractive index: 9 ° (C=2, H2O)

Solubility: H2O: 50 mg/mL

Form:powder

Merck: 14,9877

BRN: 754904

CAS database: 58-96-8 (CAS DataBase Reference)

Storage: Uridine (58-96-8) was stored at room temperature.

Uses: Uridine (58-96-8) is a kind of nucleotide, the full name is uridine ribonucleotides. It is a synthetic raw material for RNA, and RNA is a genetic material that is divided into messenger RNA and transport RNA.

Preparation method: 11.3 g of uracil dry powder was added to 21.0 g of chlorotrimethylsilane in 10 mL of anhydrous dioxane, and 19.5 g of triethylamine in dioxane solution was added dropwise with stirring at room temperature, stirred for 7 hours, and filtered to remove three The amine hydrochloride and uracil were washed with 3 x 20 mL of dioxane and dried to give 15.7 g of bis(trimethylsilyl) uracil (I). Preparing 2,3,5-three by treating 2.56 g of (I) with an ether solution of 5.04 g of 1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribofuranose in dry hydrogen chloride -O-benzoyl-D-ribofuranosyl chloride (II) was reacted at 190 ° C for 40 minutes, cooled, added with ethanol, reduced to a slurry under reduced pressure, dissolved in 80 mL of hot benzene, filtered (insoluble matter is mainly α The structure, the filtrate was cooled overnight to obtain 1.3 g of 1-(2,3,5-tri-O-benzoyl-D-ribofuranosyl)uracil (III), and 1.0 g of III was recovered from the mother liquor. g, yield 58%) melting point 144~145 °C. 0.56 g (III) and 0.2 g of sodium methoxide in 3 mL of anhydrous methanol were refluxed for 30 minutes, cooled, neutralized with a hydrogen type cation resin, and the filtrate was drained and recrystallized twice in 99% ethanol to obtain 0.21 g of urine. Glycosides.