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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 915730Generated: October 26, 2026

Sodium Chloride → (R)-3-Hydroxy-5-phenylpentanoic acid

https://huagongshe.com/reaction/915730

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantPentylbenzeneHCID 10864—
ReactantSodium Phosphate, DibasicHCID 24203—
ReactantAmmonium ChlorideHCID 25517—
Reactant(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 107526—
ReactantMonobasic potassium phosphateHCID 516951—
Reactant1-Ethenyl-2-pentylbenzeneHCID 22171756—
Product(R)-3-Hydroxy-5-phenylpentanoic acidHCID 11106233—

Reaction Steps

In a 500-ml shaking flask were charged an inorganic medium containing 6.2 g/l disodium hydrogen phosphate, 3 g/l potassium dihydrogen phosphate, 1.0 g/l ammonium chloride, 0.5 g/l sodium chloride, and 3 ml/l trace components solution and 50 ml of a medium having a composition of 1.0 g/l polypeptone (Nihon Pharmaceutical Co., Ltd.), and 1.0 g/l D-glucose. ANTIFOAM PE-M was added to the resultant mixture in the same manner as in Example 2 in a concentration of 0.5 ml/l. The obtained mixture was sterilized at high temperature and high pressure and cooled to room temperature to prepare a medium. Thereafter, n-amylbenzene, i.e. an alkane, was added thereto as a substrate so as to make a concentration of 6 mM. Also, 5-(vinylphenyl)pentane, i.e. an alkane, was further added thereto so as to make a concentration of 0.8 mM. YN21M strain, one of the novel microorganisms of the present invention, was inoculated in this shaking flask and cultured with shaking at 30° C. at 125 strokes/min. After 40 hours, the cells were recovered by centrifugation and PHA was extracted in the same manner as that in Example 1 and the obtained PHA was weighed. As a result, the polymer dry weight (PDW) was found to be 0.72 g/l. Further, the structure determination of the obtained PHA by 1H-NMR in the same manner as that in Example 1 gave a monomer unit ratio of 3-hydroxy-5-phenylvaleric acid of 80.7 mol %. Also, the monomer unit ratio of 3-hydroxy-5-(4-vinylphenyl) valeric acid was found to be 15.3 mol %. From the above, it was confirmed that PHA including a 3-hydroxy-5-phenylvalerate unit and 3-hydroxy-5-(4-vinylphenyl) valerate unit could be synthesized from n-amylbenzene and vinylphenylpentane by the YN21M strain.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07267974B2
Source datasetuspto-grants-2007_09
ORD IDord-6f703fa66af0436583b0771ff7a7edf0
Source noteuspto-grants-2007_09