Glycyl-DL-phenylalanine

CigH2oN20i, N Phenylacetyl-glycyl DL phenylalanine, 42B, 369 C19H26N2O5, t-Butyloxycarbonylglycyl-L-proline benzyl ester, 43B, 610... 

N-Carbobenzoxyglycyl-DL-phenylalanine in trifluoroacetic acid containing resorcinol refluxed 30 min. glycyl-DL-phenylalanine. Y 83%.—Advantages of this method are the stability and convenience of the reagent and the easy isolation of the products. Addition of a compound reactive to electrophilic substitution, e.g. resorcinol, prevents the benzylation of ar. aminoacids and peptides. F. e. and procedures s. F. Weygand and W. Steglich, Z. Naturf. 14b, 472 (1959). 

Glycyl-dl-phenylalanine allowed to react 25 min. at 65° and pH 7.5 with cis-hydroxoaquotriethylenetetraminecobalt(III) ions in aq. soln. -> dl-phenyl-alanine. Y ca. 100%.—The N-terminal aminoacid moiety is selectively hydrolyzed and converted into an inert metal complex. This reaction may prove useful for the stepwise degradation of peptides. F. e. s. J. P. Collman and D. A. Buckingham, Am. Soc. 85, 3039 (1963). 

IR data for ML, where M = Co, Ni, Cu or Zn, H2L = Schiff base derived from 2,4-dihydroxybenzaldehyde and glycyl-DL-phenylalanine, show that is... 

Die Prafixe werden in alien Derivaten vor den Nainen der Aminosaure gesetzt (z. B. Acetyl-L-tryptophan, 4-Oxy-L-prolin, Glycyl-DL-leucin, jedoch nicht Phenyl-L-alanin, sondern nach wie vor L-Phenylalanin). 

Optically Active. Glycyl-l-tyrosine. Glycyl-d-alanine. Glycyl-d-tryptophane. Glycyl-l-phenylalanine. Glycyl-3, 5-diiodo-l-tyrosine. dl-Alanyl-d-alanine. 1-AlanyI-glycine. d-Alanyl-d-alanine. d-AIanyl-l-leucine. d-Alanyl-d-tryptophane. 

Trypsin, chymotrypsin, and cathepsin C (all from bovine), and the synthetic substrates glycyl-L-phenylalanine p-naphtylamide (GPNA), 4-phenylazo benzyloxy-car-bonyl-pro-leu-gly-pro-D-arg (PZ-peptide), N-benzoyl-L-tyrosine ethyl ester (BTEE), and Na-benzoyl-DL-arginine p-nitroanilide (BAPNA), were purchased from Sigma Chemical Co (St. Louis, MO). Fresh bluefish (Pomatomus saltatrix) and sheephead samples were purchased from a local fish market (Waldman Plus, Montreal, PQ) and kept in iCe until ready for use. 

The limits of detection (LODs) of the RDP for nonpolarized IR spectra have been examined for n-component systems starting with optimization of the standard smoothing conditions for IR curve interpretation. For this purpose the complicated IR spectrum of a five-component mixture (for example, glycyl-L-methionyl-glycine, L-tyrosine, L-phenylalanine, L-phenylalanyl-L-phenylalanine, and DL-isoleucine)... 

---