IP Library › Granted Patent US 12,497,645
Granted Patent B2
US 12,497,645 · App. 18/161,610 · Granted Dec 16, 2025

Self-immolative probes for enzyme activity detection

Inventors: Irina Lebedeva (Bronx, NY); Wayne Forrest Patton (Dix Hills, NY); Maciej Szczepanik (Mount Sinai, NY); Yuejun Xiang (Hollis Hills, NY); Praveen Pande (Holbrook, NY)
Assignee: Enzo Life Sciences, Inc.
C12Q1/26C07C271/08C07D311/08C07D491/052C07D491/20C07D493/10C09K11/06C12Q1/37C12Q1/44C12Q1/485C09K2211/1022C09K2211/1088G01N2333/902G01N2333/918G01N2333/92G01N2500/00Y10T436/18
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Quick Facts
Patent No.
US 12,497,645
App. No.
18/161,610
Granted
Dec 16, 2025
Kind
B2
Abstract

Provided is a compound comprising the structure: (SIG)-(SI-MOD) m . In this compound, SIG is a signaling molecule, SI is a self-immolative structure bound to SIG such that SIG has a reduced signal relative to the signal of SIG without SI, MOD is a moiety bound to SI that is subject to modification by an activator, and m is an integer from 1 to about 10. With this compound, when MOD is modified by an activator, SI is destabilized and self-cleaved from SIG such that SIG generates an increased signal. Also provided is a method of determining whether a sample comprises an activator, using the above-described compound. Additionally provided is a method of determining whether a cell comprises a nitroreductase using the above-described compound where nitroreductase is the activator. Further provided is a method of determining whether a mammalian cell is hypoxic using the above-described compound where nitroreductase is the activator. A method of detecting a microorganism that comprises a nitroreductase, using the above-described compound where nitroreductase is the activator, is also provided. Also provided is a method of identifying nitroreductase in a sample, using the above-described compound where nitroreductase is the activator.

Claims (13)

1 . A compound comprising the structure:

(SIG)-(SI-MOD) m

wherein SIG is a signaling molecule, SI is a self-immolative structure bound to SIG such that SIG has a reduced signal relative to the signal of SIG without SI, MOD is a moiety bound to SI that is subject to modification by an activator, and m is an integer from 1 to about 10,

wherein, when MOD is modified by an activator, SI is destabilized and self-cleaved from SIG such that SIG generates an increased signal; wherein the compound further comprises the structure of

wherein

S—S is MOD;

each R 2 is independently a hydrogen, an unsubstituted straight-chain, branched or cyclic alkyl, alkenyl or alkynyl group, a substituted straight-chain, branched or cyclic alkyl, alkenyl or alkynyl group wherein one or more C, CH or CH 2 groups are substituted with an O atom, N atom, S atom, NH group, CO group, OCO group or CONR 3 group, or an unsubstituted or substituted aromatic group; and

q is an integer from 1 to 4.

2 . The compound of claim 1 , wherein the activator is a disulfide reducing agent.

3 . The compound of claim 2 , wherein the disulfide reducing agent is glutathione, cysteine, or homocysteine.

4 . The compound of claim 2 , wherein the disulfide reducing agent is glutathione.

5 . The compound of claim 1 , wherein m>1.

6 . The compound of claim 1 , wherein m=1.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 8, 2025
From: SZCZEPANIK, MACIEJ; LEBEDEVA, IRINA V.; XIANG, YUEJUN; PANDE, PRAVEEN; PATTON, WAYNE FORREST
To: ENZO LIFE SCIENCES, INC.
Reel/Frame 074094/0096 →
RELEASE OF SECURITY INTEREST Recorded Jul 24, 2023
From: GEMINO HEALTHCARE FINANCE, LLC D/B/A SLR HEALTHCARE ABL
To: ENZO BIOCHEM, INC.; ENZO CLINICAL LABS, INC.; ENZO LIFE SCIENCES U.S. HOLDING CORP; ENZO LIFE SCIENCES, INC.
Reel/Frame 064369/0031 →
SECURITY INTEREST Recorded Apr 3, 2023
From: ENZO LIFE SCIENCES, INC.; ENZO CLINICAL LABS, INC.; ENZO BIOCHEM, INC.; ENZO LIFE SCIENCES U.S. HOLDING CORP
To: GEMINO HEALTHCARE FINANCE, LLC D/B/A SLR HEALTHCARE ABL
Reel/Frame 063239/0103 →
Continuity (6)
Division 16885323 · May 28, 2020
Division 16177676 · Nov 1, 2018
Division 15416119 · Jan 26, 2017
Continuation 14447817 · Jul 31, 2014
Division 12927497 · Nov 16, 2010
Related Publication 20230175036A1 · Jun 8, 2023
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