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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1975621Generated: October 28, 2026

Sulfuric Acid → HCID 54545516, compound

https://huagongshe.com/reaction/1975621

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantSucroseHCID 5988—
ReactantCalcium CarbonateHCID 10112—
Reactant(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 107526—
ReactantHCID 67784014HCID 67784014—
SolventWaterHCID 962—
ProductHCID 54545516HCID 54545516—

Reaction Conditions

Temperature30 °C

Reaction Steps

A medium comprising 2% of glucose, 1% of yeast extract, 1% of peptone, 10 ppm of MnSO4 and 1% of calcium carbonate was used for lactic acid bacteria; a medium comprising 1% of glucose, 0.5% of yeast extract, 0.5% of peptone, 0.5% of meat extract and 0.5% of NaCl (pH 7) was used for other bacteria; and a medium comprising 2% of glucose, 0.3% of yeast extract, 0.5% of peptone and 0.3% of malt extract (pH 6) was used for yeasts. 100 ml of each medium was introduced into a 500-ml Erlenmeyer flask and sterilized. Then one platinum loopful, of each strain listed in Table 1 was inoculated into the corresponding medium and subjected to rotary shaking culture for 48 hours. After the completion of the culture, the cells were separated by centrifuging and washed with a physiological saline solution once to thereby yield viable cells. 50 ml of distilled water was introduced into a 500-ml Erlenmeyer flask and the above-mentioned viable cells were suspended therein. After adding 5 g of sucrose and 0.5 g of calcium carbonate thereto, the mixture was shaken at 30° C. for 10 minutes. Then 0.5 g of potassium 2-keto-4-phenyl-3-butenoate was added thereto and the mixture was allowed to react under shaking at 30° C. for 40 hours. After the completion of the reaction, the pH value of the reaction mixture was adjusted to 1 or below with sulfuric acid. It was then extracted with 100 ml of ethyl acetate, and the solvent was removed from the extract. Then the amount and optical purity of the (R)-2-hydroxy-4-phenyl-3-butenoic acid thus formed were determined by high-performance liquid chromatography.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05288620
Source datasetuspto-grants-1994_02
ORD IDord-7c41b44775014a24a8b35546e6b2612d
Source noteuspto-grants-1994_02