Tripeptide analogs

In the field of conformationally restricted ACE inhibitors computer modeling predicts a minimum energy conformation for tripeptide analog 83 m which the used phenyl ring is oriented in close proxLity to thf... 

Fig. 19. Binding constants observed for the complexation of diamines by the bis-zincporphyrin peptide 58 (striped columns) and a mono-zincporphyrin tripeptide analog (BOC-A-Zn-porphynn-E-A-OMe) (solid columns). (Reproduced with the permission of Ref. 1)...

Bodor, N., and M.-J. Huang. 1991. Predicting Partition Coefficients for Isomeric Diasterioisomers of Some Tripeptide Analogs. J. Comput. Chem. 12, 1182-1186. 

Tripeptides utilized in this study were synthesized employing synthetic steps identical to those in the cyclic peptide syntheses. Variations of the N-terminal amino acid and in the alkyl group at the nitrogen of the 2-position dehydrophenylalanine were accomplished through substitution of the appropriate tert-butyloxycarbonyl amino acid and alkyl iodide at the appropriate synthetic step, respectively. The details and physical constants of these synthetic tripeptide analogs will be reported elsewhere (Edwards J. V. and Cutler H. G., unpublished results). 

Table. II. Results of in vitro herbicide assay for seven tripeptide analogs...

Extended peptide analogs have been prepared through aza-annulation of 352 with 374 (Scheme 32).94 Condensation of 374 with BnNH2 followed by treatment with 352 generated 375, which was then oxidized to the tripeptide analog 376. The reaction of 374 with the ethyl ester of phenyl glycine, and then aza-annulation with 352 provided 377 as an equal mixture of diastereomers in excellent yield. Oxidation of 377 to pyridone 378 was accomplished by treatment with DDQ. 

The initial FEP calculations by Kollman and coworkers on TLN focused on tripeptide analogs in which the peptide bond was replaced by P(02)X to form a phosphoramidate (X = NH), a phosphonate (X = O), and a phosphinic acid (X = CH2). The FEP calculations were carried out using AMBER and the TLN-phosphoramidate X-ray structure. The for the... 

We first applied this qtproach to inhibitors of the zinc endopeptidase thermolysin, eventually studying three series of tripeptide analogs the phosphonamidates 1-N, the phosphonates 1-0, and the phosphinates For each series, when we varied the... 

Figure 4. Correlation of inhibitor Ki and substrate Km/kcat values for Argi27 mutants of carboxypeptidase A. Tripeptide analogs = wild-type enzyme, = R127K, = R127M, A= R127A, = R127A in presence of 0.5 M guanidine HQ. Cbz-Gly-Phe analogs 0= with all enzymes, = with R127A mutant in presence of 0.5 M guanidine Ha...

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