* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
at 37℃; for 1h; 0.1 M Tris HCl buffer pH 8.0, X-prolyl dipeptidyl aminopeptidase from Lactococcus lactis subsp. cremoris nTR; Yield given. Yields of byproduct given;
Pro, or Phe-Pro, or Met-Phe-Pro, or Pro-Met-Phe-Pro, or Glu-Thr-Pro-Met-Phe-Pro;
10
Z-Gly-OTCP[ No CAS ]
[ 7669-65-0 ]
glycyl-L-phenylalanyl-L-proline[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
With triethylamine In pyridine
5.e 1st step
1st step Glycyl-L-phenylalanyl-L-proline 5.25 g. (20 mmoles) of H-Phe-Pro-OH (S. Bajusz and T. Lazar: Acta Chim. Acad. Sci. Hung. 48, 111 (1966)) are suspended in 20 ml. of pyridine, then 2.8 ml. (20 mmoles) of triethylamine and 7.77 g. (20 mmoles) of Z-Gly-OTCP added, stirred until the substances are dissolved and allowed to stand overnight. The reaction mixture is processed in the way specified in the 1st step of Example 4. The product obtained as residue on evaporation (Rf2 0.5-0.6) is dissolved in 100 ml. of methanol and hydrogenated in the presence of palladium as catalyst.
Stage #1: Fmoc-Pro-OH With 1-methyl-1H-imidazole; diisopropyl-carbodiimide at 20℃; for 2h; Green chemistry;
Stage #2: With piperidine In N,N-dimethyl-formamide for 0.133333h; Green chemistry;
Stage #3: N-Fmoc L-Phe Green chemistry; Further stages;
For all amino acids except His and Trp
General procedure: The double incorporation scenario was adopted as follows: a known amount of Wang resin (50 mg) was washed and swollenin GVL (2 mL) for 10-20 min, and then 2.5 equiv. of each Fmoc amino acid was dissolved in a minimum amount of GVL (0.6 mL/50 mg resin) and sonicated for 10 min. Fmoc-amino acid solution was added to the resin, followed by 0.25 equiv. of NMI. Finally, 2.5 equiv. of DIC was added to the resin mixture. The resulting mixture was allowed to react (under mechanical shaking) for 1 h at rt. Immediately after, the resin was washed twice with GVL, and the same reaction was carried out for additional 1 h atrt with a fresh (Fmoc-amino acid, NMI, DIC) solution.