L-(+)-Cysteine → L-Phenylalanine

HRID 399928

Reaktionsgleichung

Reaktionsgleichung von HRID 399928
[NH2:1][C@H:2]([C:5]([OH:7])=[O:6])[CH2:3]S.[NH2:8][C@H:9]([C:15]([OH:17])=[O:16])[CH2:10][CH2:11][C:12](=O)O.[NH2:18][C@H:19]([C:24]([OH:26])=[O:25])[CH2:20][CH2:21][CH2:22]N.N[C@H:28]([C:34]([OH:36])=O)[CH2:29][CH2:30][CH2:31][CH2:32]N>>[NH2:1][C@@H:2]([C:5]([OH:7])=[O:6])[CH2:3][C:30]1[CH:29]=[CH:28][C:34]([OH:36])=[CH:32][CH:31]=1.[NH2:8][C@@H:9]([C:15]([OH:17])=[O:16])[CH2:10][CH:11]([CH3:19])[CH3:12].[NH2:18][C@H:19]([C:24]([OH:26])=[O:25])[CH2:20][C:21]1[CH:11]=[CH:10][CH:9]=[CH:15][CH:22]=1

Komponenten

7

Edukt 4

HCID 5862L-(+)-CysteineHCID 5962L-LysineHCID 6262L-(-)-OrnithineHCID 33032L-Glutamic Acid

Produkt 3

HCID 6140L-PhenylalanineHCID 71098D-TyrosineHCID 439524D-Leucine

Versuchsvorschrift

(cyclo 30-33)Y1 -Y2 -Pro-Pro-Ile-Ser-Leu-Asp-Leu-Thr-D-Phe-His-Leu-Leu-Arg-Glu-R18 -Leu-R20 -Nle-R22 -R23 -Ala-R25 -Gln-Leu-Ala-R29 -R30 -Ala-R32 -R33 -R34 -Arg-R36Leu-Nle-R39 -R40 -R41 -NH2 wherein Y1 is H or Ac; Y2 is Glu, Glu-Glu, Gln-Glu, Ser-Glu-Glu or Ser-Gln-Glu; R18 is Val or Nle; R20 is Glu, D-Glu or Cys; R22 is Ala, D-Ala or Thr; R23 is Arg, Cys, Orn or Lys; R25 is Asp or Glu; R29 is Gln or Glu; R30 is Glu or Cys; R32 is His, D-His, D-Arg, imBzlD-His, D-Nal, D-Glu, D-Ala, D-Pal, D-Aph, D-Agl(Nic), D-Orn, D-Dbu, D-Dpr, or D-Orn(Nic); R33 is Lys, Cys or Orn; R34 is Asn or Aib; R36 is Lys or Leu; R39 is Glu or Asp; R40 is Ile or Glu; and R41 is Ile or Ala; and wherein D-Pro may be substituted for either Pro4 or Pro5 and Y2, Y2 -Pro or Y2 -Pro-Pro or Y2 -Pro-Pro-R6 may be optionally deleted; provided that when R30 is Cys, R33 is Cys; and when R30 is Glu, R33 is Orn or Lys; and provided further that D-Tyr or D-Leu or Phe may be substituted for D-Phe and that a second cyclizing bond may exist between R20 and R23.

Quellen und Nachweise

ORD-Eintrag
ord-37535ad0667444f3abb78887a0bb7175
Quelldatensatz
uspto-grants-1998_10
Patentnummer
US05824771

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