Phosphoenolpyruvate → Isopenicillin N

HRID 1413191

Reaktionsgleichung

Reaktionsgleichung von HRID 1413191
P(OC[C@H]1O[C@@H](N2C3N=CN=C(N)C=3N=C2)[C@H](O)[C@@H]1O)(OP(OP(O)(O)=O)(O)=O)(=O)O.C=C(OP(O)(O)=O)C(O)=O.C([O-])(=O)C(C)=O.CC(O[CH2:52][C:53]1[CH2:72][S:71][C@@H:56]2[C@H:57]([NH:60][C:61]([CH2:63][CH2:64][CH2:65][C@@H:66]([NH2:70])[C:67]([OH:69])=[O:68])=[O:62])[C:58](=[O:59])[N:55]2[C:54]=1[C:73]([OH:75])=[O:74])=O>>[CH3:52][C:53]1([CH3:72])[S:71][C@@H:56]2[C@H:57]([NH:60][C:61]([CH2:63][CH2:64][CH2:65][C@H:66]([NH2:70])[C:67]([OH:69])=[O:68])=[O:62])[C:58](=[O:59])[N:55]2[C@H:54]1[C:73]([OH:75])=[O:74]

Komponenten

5

Edukt 4

HCID 1005PhosphoenolpyruvateHCID 59575'-AtpHCID 65536Cephalosporin C2×HCID 107735Pyruvate

Produkt 1

HCID 440723Isopenicillin N

Versuchsvorschrift

Five μmoles of adenosine triphosphate (ATP), 10 μmoles of phosphoenol pyruvate, and 100 μgrams of pyruvate kinase were incubated for three hours at 25° C. at a pH of 7.2 with 100 μg of "LLD" and 1.0 ml of mutant M-0198 extract produced in accordance with the procedure set forth above. The reaction mixture showed the presence of antibiotic activity equivalent to 2.3 μg/ml using the β-lactam antibiotic, cephalosporin C, as standard i.e. 2.3 units/ml. One unit of antibiotic activity is that which produces the same size inhibitory zone as does 1 μg of cephalosporin C.

Aufarbeitung

  1. extractionextract
  2. customproduced in accordance with the procedure
  3. customproduces the same size inhibitory zone

Quellen und Nachweise

ORD-Eintrag
ord-a946dab995e7443c91c9aafda8641185
Quelldatensatz
uspto-grants-1981_02
Patentnummer
US04248966

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