Ampicillin → (+)-Pantolactone

HRID 890582

Reaktionsgleichung

Reaktionsgleichung von HRID 890582
CC1(C)S[C@@H]2[C@H](NC([C@H](N)C3C=CC=CC=3)=O)C(=O)N2[C@H]1C(O)=O.CC(S[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)C.C1[C:45]2NC=[C:48]([O:49][C@@H:50]3[O:55][C@H](CO)[C@H](O)[C@H](O)[C@H:51]3[OH:60])[C:44]=2[C:43](Cl)=C(Br)C=1.CC([C@H](O)C(O)=O)(CO)C>C(O)C(N)(CO)CO.Cl>[CH3:45][C:44]1([CH3:43])[C@H:51]([OH:60])[C:50](=[O:55])[O:49][CH2:48]1

Komponenten

6

Edukt 4

HCID 6249AmpicillinHCID 65181X-GalHCID 656894isopropyl beta-D-thiogalactopyranosideHCID 6323462(2S)-2,4-dihydroxy-3,3-dimethylbutanoic acid

Produkt 1

HCID 736053(+)-Pantolactone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 93573Tromethamine hydrochlorideLösungsmittel

Versuchsvorschrift

A full inoculating loop of E. coli XL1Blue pKS+681 was grown (overnight, 37° C.) on an LB plate with ampicillin (100 μg/ml), IPTG (0.2 mM) and X-Gal (80 mg/l) and then resuspended (OD600=2.5) in 0.5 ml of Tris-HCl pH 7.0 and 50 mM D,L-pantolactone. A corresponding E. coli XL1Blue pBluescriptKS+-sample (OD600=2.5) was a useful comparison. After 1 h, the cells were centrifuged down and D,L-pantolactone, D,L-, D-, and L-pantoic acid were determined by HPLC analysis. Tab. 6a shows the activities and ee values for the various samples. The suspension had an activity of >90 U/L. However, no significant activity was evident in liquid culture batches (cf. Example 12).

Aufarbeitung

  1. custom(overnight, 37° C.)

Quellen und Nachweise

ORD-Eintrag
ord-330e37438cd741b4858814f33ae5ee80
Quelldatensatz
uspto-grants-2006_02
Patentnummer
US06998258B1

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