Peptide argininol 'inverse substrates' of anisic acid: Novel inhibitors of the trypsin-like serine proteinases

Bioorganic and Medicinal Chemistry Letters

Volumn 7, Issue 9, 1997, Pages 1133-1138

  Lynas, John F ^a   Walker, Brian ^a  

^a QUEEN'S UNIVERSITY BELFAST   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

BLOOD CLOTTING FACTOR 10A; ENZYME INHIBITOR; PEPTIDE DERIVATIVE; PROTEINASE INHIBITOR; SERINE PROTEINASE; THROMBIN; TRYPSIN; TRYPTASE;

ARTICLE; DRUG DESIGN; DRUG SYNTHESIS; ENZYME BINDING; ENZYME INHIBITION; IN VITRO STUDY; STRUCTURE ACTIVITY RELATION;

EID: 0030984728     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(97)00174-1     Document Type: Article

References (17)

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13. We have also examined an alternative synthetic route that involves the activation of anisic acid with isopropenyl chloroformate to yield the mixed carbonic anhydride (see, for example, Jouin, P.; Castro, B.; Zeggaf, C.; Pantaloni, A.; Senet, J.P.; Lecoller, S.; Sennyey, G. Tet. Lett.s. 1987, 28, 1661.) which is then reacted with the peptidyl alcohol in the presence of a catalytic amount (∼ 0.1 meq.) of dimethyl amino pyridine (DMAP), to yield the inverse ester. However, this method generally resulted in lower yields of the desired material.
14. 2, maintained at 37°C. The rate of substrate hydrolysis was monitored continuously by measuring the rate of increase of fluorescence at 455 nm (λexcitation 383 nm).
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