L-Leucine → L-Tyrosine

HRID 395256

Reaktionsgleichung

Reaktionsgleichung von HRID 395256
[NH2:1][C@H:2]([C:7]([OH:9])=[O:8])[CH2:3][CH:4]([CH3:6])[CH3:5].C[CH2:11][CH:12]([OH:17])[C:13](OC)=O.CCC(O)C(OC)=O.N[C@H](C(O)=O)CC(C)C.C(OC(=O)[C@H](CC(C)C)N)C.N[C@H](C(O)=O)C[CH2:49][S:50]C.CCC(O)C(OC)=O.N[C@H](C(O)=O)CCSC>>[NH2:1][C@H:2]([C:7]([OH:9])=[O:8])[CH2:3][CH2:4][S:50][CH3:49].[NH2:1][C@H:2]([C:7]([OH:9])=[O:8])[CH2:3][C:4]1[CH:6]=[CH:13][C:12]([OH:17])=[CH:11][CH:5]=1

Komponenten

8

Edukt 6

HCID 6106L-Leucine2×HCID 6137L-MethionineHCID 75971L-Leucine ethyl esterHCID 520445Methyl 2-hydroxybutanoateHCID 131724020HCID 131724020, VerbindungHCID 131724021HCID 131724021, Verbindung

Produkt 2

HCID 6057L-TyrosineHCID 6137L-Methionine

Versuchsvorschrift

The papain-catalyzed synthesis of leucine and MHBA co-oligomers was also explored. Synthesis of leucine oligomers and MHBA-leucine co-oligomers was initiated with leucine ethyl ester and MHBA ethyl ester as the substrates. The overall synthesis and purification approach was similar to the one used in the case of methionine and MHBA-methionine. Reaction rates similar to those obtained with methionine and tyrosine were achieved. Approximate oligomer yield was 58%. The freeze-dried oligomers precipitates were solubilized in DMSO. The solution concentration was brought to approximately 2 μg/μl. The solution was mixed with 1:1 acetonitrile:water mixture containing 0.1% acetic acid. The total fluid volume entering the ESI-MS was maintained at 0.2 mL min.−1 The positive mass spectrum of the leucine oligomers is shown in FIG. 33A.

Aufarbeitung

  1. customThe overall synthesis and purification approach
  2. customReaction rates similar to

Quellen und Nachweise

ORD-Eintrag
ord-2f5b427d7bed48daa1186d8c9b6dfb35
Quelldatensatz
uspto-grants-2003_08
Patentnummer
US06605590B1

Verknüpfte Notizen

Wird geladen…