Detectable molecules, method of preparation and use

• US 4,952,685 A
• Filed: 04/28/1987
• Issued: 08/28/1990
• Est. Priority Date: 01/30/1984
• Status: Expired due to Term

• Current Assignee: Enzo Diagnostics, Inc.
• Original Assignee: Enzo Biochem Incorporated
• Inventors: Stavrianopoulos, Jannis G.
• Primary Examiner(s): Nucker, Christine M.
• Application Number:
  US07/043,668
• Time in Patent Office: 1,218 Days
• Field of Search: 536/27, 536/23, 536/28, 536/29, 534/551, 534/775
• US Class Current: 536/25.32
• CPC Class Codes: A61K 51/0497 conjugates with a carrier being an organic compounds
• CPC Class Codes: A61K 51/1093 conjugates with carriers being antibodies
• CPC Class Codes: G01N 33/533 with fluorescent label
• CPC Class Codes: G01N 33/553 Metal or metal coated

Abstract

A detectable molecule of the formula

A.sup.3 --(--X--R.sup.1 --E--Det.sup.b).sub.m

where A³ is A² or a polymer, where A³ has at least one modifiable reactive group selected from the group consisting of amino, hydroxy, cis OH, halides, aryl, imidazoyl, carbonyl, carboxy, thiol or a residue comprising an activated carbon; --X-- is selected from the group consisting of ##STR1## a C₁ -C₁₀ branched or unbranched alkyl or aralkyl, which may be substituted by --OH; --Y-- is a direct bond to --E--, or --Y-- is --E--R² -- where R² is a C₁ -C₁₀ branched or unbranched alkyl; Z_a is chlorine, bromine or iodine; E is O, NH or an acyclic divalent sulfur atom; Det^b is a chemical moiety capable of being detected, preferably comprising biotin or a metal chelator of the formula: ##STR2## or the 4-hydroxy or acyloxy derivative thereof, where R³ is C₁ -C₄ alkyl or CH₂ COOM, M is the same or different and selected from the group consisting of hydrogen, a metal or non-metal cation or is C₁ -C₁₀ alkyl, aryl or aralkyl; and m is an integer from 1 to the total number of modified reactive groups on A³. The detectable molecules are useful in vitro or in vivo assays or therapy.

Claims

1. A compound of the formula ##STR52## where P_z is ##STR53## or metal or non-metal salts thereof;

Q¹ is H or HO;

BA is a modified purine or pyrimidine base;

X is selected from the group consisting of ##STR54## -R¹ - is selected from the group consisting of ##STR55## and a C₁ -C₁₀ branched or unbranched alkyl or aralkyl which may be substituted by OH;

--Y-- is a direct bond to --S--, or --Y-- is --S--R² -- where --R² -- is a C₁ -C₁₀ branched or unbranched alkyl;

Z_a is chlorine, bromine or iodine;

--S-- is an acyclic divalent sulfur atom;

Det^b is a chemical moiety capable of being detected, comprising biotin or a metal chelator of the formula;

##STR56## or the 4-hydroxy or acyloxy derivative thereof, where R³ is C₁ -C₄ alkyl or --CH₂ COOM, each M is a metal or non-metal cation.

2. The compound of claim 1 wherein BA is guanine, X is --N═

N-- and R¹ is ##STR57##

3. A compound of the formula ##STR58## or metal or non-metal salts thereof.