US 5,688,992 A · O-malonyltryrosyl compounds, O-malonyltryrosyl compound-containing peptides, and use thereof

Abstract

The present invention relates to non-phosphorus containing O-malonyltryrosyl compounds, derivatives thereof, uses of the O-malonyltryrosyl compounds in the synthesis of peptides, and O-malonyltryrosyl compound-containing peptides. The O-malonyltyrosyl malonyltyrosyl compounds and O-malonyltryrosyl compound-containing peptides of the present invention are uniquely stable to phosphotases, capable of crossing cell membranes, suitable for application to peptide synthesis of O-malonyltryrosyl compound-containing peptides, and amenable to prodrag defivatization for delivery into cells. The present invention also provides for O-malonyltryrosyl compound-containing peptides which exhibit inhibitory potency against binding interactions of receptor domains with phosphotyrosyl-containing peptide ligands.

Claims11

Dependent claims

O-malonyltryrosyl compounds of the Formula (I):

##STR7## wherein R.sub.1 and R.sub.2 are independently hydrogen, optionally substituted alkyl, aralkyl, alkaryl, optionally substituted aryl, and optionally substituted heteroaryl;
wherein R.sub.3 is hydrogen, halogen, amino, hydroxy, and alkoxy;
wherein X is nitrogen or oxygen;
wherein R.sub.4 is hydrogen, optionally substituted alkyl, aralkyl, alkaryl, optionally substituted aryl, and optionally substituted heteroaryl;
wherein R.sub.5 is hydrogen, fluorenyl methoxy carbonyl (FMOC), tert-butoxy carbonyl (BOC), and carbobenzoxy (CBZ), carbamoyl, optionally substituted alkyl, amido, optionally substituted aryl, and optionally substituted heteroaryl.

2 more elements

Dependencies are inferred from the claim text.

O-malonyltryrosyl compounds, O-malonyltryrosyl compound-containing peptides, and use thereof

Life of this patent

O-malonyltryrosyl compounds, O-malonyltryrosyl compound-containing peptides, and use thereof

Life of this patent

Abstract

Claims11