Acrylamide → Rifamycin

HRID 1388496

Reaktionsgleichung

Reaktionsgleichung von HRID 1388496
C(N)(=O)C=C.[CH3:6][C:7]1[C:38]2[O:39][C:34]3([CH3:40])[C:35]([C:37]=2[C:10]2[C:11]([O:54]CC(NC4C=CC(I)=CC=4)=O)=[CH:12][C:13]([NH:16][C:17]([C:19]([CH3:53])=[CH:20][CH:21]=[CH:22][CH:23]([CH3:52])[CH:24]([OH:51])[CH:25]([CH3:50])[CH:26]([OH:49])[CH:27]([CH3:48])[CH:28]([O:44][C:45]([CH3:47])=[O:46])[CH:29]([CH3:43])[CH:30]([O:41][CH3:42])[CH:31]=[CH:32][O:33]3)=[O:18])=[C:14]([OH:15])[C:9]=2[C:8]=1[OH:66])=[O:36]>>[CH3:6][C:7]1[C:38]2[O:39][C@@:34]3([CH3:40])[C:35]([C:37]=2[C:10]2[C:11]([OH:54])=[CH:12][C:13]([NH:16][C:17]([C:19]([CH3:53])=[CH:20][CH:21]=[CH:22][C@H:23]([CH3:52])[C@H:24]([OH:51])[C@@H:25]([CH3:50])[C@@H:26]([OH:49])[C@@H:27]([CH3:48])[C@H:28]([O:44][C:45]([CH3:47])=[O:46])[C@H:29]([CH3:43])[C@@H:30]([O:41][CH3:42])[CH:31]=[CH:32][O:33]3)=[O:18])=[C:14]([OH:15])[C:9]=2[C:8]=1[OH:66])=[O:36]

Komponenten

3

Edukt 2

HCID 6579AcrylamideHCID 6507126[(9E,19E,21Z)-2,15,17,29-tetrahydroxy-27-[2-(4-iodoanilino)-2-oxoethoxy]-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.14,7.05,28]triaconta-1(29),2,4,9,19,21,25,27-octaen-13-yl] acetate2×

Produkt 1

HCID 6324616RifamycinAusbeute 93,8 %

Reaktionsbedingungen

Temperatur
4 °C

Versuchsvorschrift

Fifty grams (wet weight) of acrylamide gel entrapped cell of Monocillium spp. (ATCC 20621), prepared through the procedures described in Example 4, were added to 2 l of centrifuged rifamycin B fermentation broth (6100 mgr rifamycin B/l). After reaction at 45° C. for 25 hours were aeration and agitation, the immobilized enzyme pellets were recovered through filtration on a sintered glass. It was extensively washed with 500 ml of acetone. The residual precipitates were completely solubilized by addition of another 500 ml of acetone. Thereto, 100 ml of ascrobic acid solution (10% in water) were added dropwisely while gently stirring. After confirming complete reduction to rifamycin SV, the pH was adjusted to 3.5 and the acetone was removed by evaporation with suction at 40° C. The solution was chilled to 4° C. for one day and the yellowish precipitate thus formed was recovered through filtration and dried. By this procedure, 12.5 gr of crude rifamycin SV were obtained (Purity=84%, Yield=93.8%).

Aufarbeitung

  1. custom(ATCC 20621), prepared through the procedures
  2. customAfter reaction at 45° C. for 25 hours
  3. filtrationthe immobilized enzyme pellets were recovered through filtration on a sintered glass
  4. washIt was extensively washed with 500 ml of acetone
  5. customThe residual precipitates
  6. additionwere completely solubilized by addition of another 500 ml of acetone
  7. additionThereto, 100 ml of ascrobic acid solution (10% in water) were added dropwisely
  8. customthe acetone was removed by evaporation with suction at 40° C
  9. customthe yellowish precipitate thus formed
  10. filtrationwas recovered through filtration
  11. customdried

Quellen und Nachweise

ORD-Eintrag
ord-972b87b4d1d2466cacb0213ed8c15cde
Quelldatensatz
uspto-grants-1984_02
Patentnummer
US04431735

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