US 5,843,682 A · N-1-carboxyalkyl derivatives of LSD

Abstract

Novel derivatives of LSD having the formula ##STR1## wherein R.sub.1 is an alkyl, cycloalkyl or aryl group having 1 to 10 carbon atoms, preferably an alkyl group having 1 carbon atom; R.sub.2 is a bond or ##STR2## wherein R.sub.3 is alkyl, cycloalkyl or aryl group having 2 to 10 carbon atoms, preferably an alkyl group having 2 or 5 carbon atoms; Z is an immunogenic carrier substance, an enzyme donor polypeptide or a label selected from the group consisting of an enzyme, a substance having fluorescent or luminescent properties and a radioactive substance; and n is 1 to p where p equals MW of Z/1000. The derivatives include maleimide conjugates of an immunogenic poly(amino acid), an enzyme donor polypeptide or a labeling substance such as an enzyme, a fluorescent substance or a radioactive substance. Novel activated hapten intermediates useful in the preparation of the conjugates and methods for synthesis of the hapten intermediates and their conjugate derivatives are also disclosed.

Claims23

Dependent claims

An enzyme immunoassay method for determining LSD in a sample comprising:

(a) contacting said sample with
(i) an enzyme donor polypeptide conjugate of the form:
##STR8## wherein Z is an enzyme donor polypeptide of .beta.-galactosidase;
R.sub.1 =an alkyl, cycloalkyl or aryl group having 1 to 10 carbon atoms;
R.sub.2 =a bond or ##STR9## wherein R.sub.3 =an alkyl, cycloalkyl, or aryl group having 2 to 10 carbon atoms;
and
n=1 to p where p=MW of Z/1000;
(ii) an enzyme acceptor polypeptide wherein said enzyme acceptor polypeptide is characterized by forming with said enzyme donor polypeptide conjugate an active enzyme complex having .beta.-galactosidase activity in the absence of an antibody to LSD;
(iii) an antibody specific for LSD, wherein said enzyme donor conjugate is capable of competitively binding to said antibody, thereby inhibiting the formation of active enzyme complex;
and
(iv) a substrate for .beta.-galactosidase;
and
(b) measuring the rate of conversion of said substrate by said active enzyme complex as a measure of the amount of LSD in said sample.

10 more elements

Dependencies are inferred from the claim text.

N-1-carboxyalkyl derivatives of LSD

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N-1-carboxyalkyl derivatives of LSD

Life of this patent

Abstract

Claims23