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US 4,952,493 AGranted
Peptide substrates for detecting virus-specified protease activity
AssigneeE. I. Du Pont de Nemours and Company
InventorsCharles A. Kettner, Bruce D. Korant
Life of this patent
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Abstract
A method for preparing selected peptide substrates for detecting the activity of virus-specified proteases is provided. Specific tetrapeptide substrates are disclosed which are conjugates of protease-cleavable indicator groups and peptide sequences resembling picornavirus protease cleavage recognition sites.
Claims5
A compound of the formula
- R.sup.1 -[A.sup.4 A.sup.3 A.sup.2 A.sup.1 ]-R.sup.2,
- or a physiologically acceptable salt thereof, wherein
- A.sup.1 is an amino acid residue Asn;
- A.sup.2 is an amino acid residue selected from the group consisting of Ala, Leu, Ile, and Val;
- A.sup.3 and A.sup.4 are, independently, amino acid residues of D- or L-configuration selected from the group consisting of Ala, Arg, Asn, Asp, Cys, Gln, Glu, gly, His, Ile, Leu, Lys, Met, Phe, Pro, Ser, Thr, Trp, Tyr, Val, and analogues thereof;
- R.sup.1 is hydrogen or an N-terminal protecting group;
- and
- R.sup.2 is X and X is a chromogenic, fluorogenic, chemiluminescent, radioactive, antigenic, or haptenic indicator group.
5 more elements
A method for detecting picornavirus activity in a sample, comprising
- (a) forming an assay mixture by contacting a quantity of the sample with a compound of the formula
- R.sub.1 -[A.sup.4 A.sup.3 A.sup.2 A.sup.1 ]-R.sup.2.
- or a physiologically acceptable salt thereof, wherein
- A.sup.2 is an amino acid residue Asn;
- A.sup.2 is an amino acid residue selected from the group consisting of Ala, Leu, Ile, and Val;
- A.sup.3 and A.sup.4 are, independently, amino acid residues of D- or L-configuration selected from the group consisting of Ala, Arg, Asn, Asp, Cys, Gln, Glu, Gly His, Ile, Leu, Lys, Met, Phe, Pro, Ser, Thr, Trp, Tyr, Val, and analogues thereof;
- R.sup.1 is hydrogen of an N-terminal protecting group;
- and
- R.sup.2 is --X, where X is a chromogenic, fluorogenic, chemiluminescent, radioactive, antigenic, or haptenic indicator group;
- (b) incubating the assay mixture for a time sufficient to permit hydrolysis of the indicator group if protease activity is present;
- and
- (c) detecting the presence of free indicator group in the assay mixture.
9 more elements
Dependencies are inferred from the claim text.