Phenylacetic Acid → 6-Aminopenicillanic acid

HRID 64994

반응식

HRID 64994 반응식
[CH3:1][C:2]1([CH3:23])[S:6][C@@H:5]2[C@H:7]([NH:10]C(CC3C=CC=CC=3)=O)[C:8](=[O:9])[N:4]2[C@H:3]1[C:20]([O-:22])=[O:21].[K+].[OH-].[Na+].C1(CC(O)=O)C=CC=CC=1.CC1(C)S[C@@H]2[C@H](NC(CC3C=CC=CC=3)=O)C(=O)N2[C@H]1C(O)=O.CN(C)C1C=CC(C=O)=CC=1.CO>P([O-])([O-])([O-])=O.C(O)(=O)C>[CH3:1][C:2]1([CH3:23])[S:6][C@@H:5]2[C@H:7]([NH2:10])[C:8](=[O:9])[N:4]2[C@H:3]1[C:20]([OH:22])=[O:21]

참가 물질

8

반응물 5

HCID 999Phenylacetic AcidHCID 5904Penicillin G2회HCID 14798Sodium Hydroxide3회HCID 20437094p-Dimethylaminobenzaldehyde methanolHCID 23664709Penicillin G Potassium2회

생성물 1

HCID 110826-Aminopenicillanic acid

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 1061Phosphate용매2회

반응 조건

온도
28 °C

실험 절차

An amount of penicillin acylase enzyme, either free or immobilized on the carrier, sufficient to contain about 50 I.U. of activity, was suspended in 60 ml of 7.5-pH phosphate buffer. The mixture was maintained at 28° C. in a vessel connected to a pH controller which electrometrically determined the pH and metered in sufficient 0.8 N sodium hydroxide solution to maintain the pH at approximately 8.0. A solution containing 5 g of penicillin G potassium salt in phosphate buffer, also at 28° C., was added to the vessel, and the rate of formation of phenylacetic acid by the enzyme-catalyzed hydrolysis of the penicillin G was determined from the rate of addition of sodium hydroxide solution to maintain the pH. The liquid in the vessel was sampled upon addition of the penicillin G salt and after 10 and 30 minutes. These samples (0.5 ml) were immediately mixed with 3 ml of a solution of 1 ml of 0.05 M sodium hydroxide, 2 ml of 20% acetic acid and 0.5% (weight-volume) p-dimethylaminobenzaldehyde/methanol, and were allowed to stand for 10 minutes. The amount of 6-aminopenicillanic acid formed was determined by spectrophotometrically measuring the light absorption of the mixture at a wave length of 415 nm.

후처리

  1. temperatureto maintain the pH at approximately 8.0
  2. additionalso at 28° C., was added to the vessel
  3. temperatureto maintain the pH
  4. customafter 10 and 30 minutes

출처 및 근거

ORD 기록
ord-720609f0e522413ab8f16c30b91add24
출처 데이터셋
uspto-grants-1986_09
특허 번호
US04612288

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