US 12,391,981 B2
Chromogenic peroxidase substrates
Jesper Lohse, Kobenhavn NV (DK); and Mike Paw Maischnack Hansen, Kobenhavn NV (DK)
Assigned to Agilent Technologies, Inc., Santa Clara, CA (US)
Filed by Agilent Technologies, Inc., Santa Clara, CA (US)
Filed on Apr. 18, 2024, as Appl. No. 18/639,734.
Application 18/639,734 is a continuation of application No. 17/885,188, filed on Aug. 10, 2022, granted, now 11,993,810.
Application 17/885,188 is a continuation of application No. 16/688,076, filed on Nov. 19, 2019, granted, now 11,466,314.
Application 16/688,076 is a continuation of application No. 15/383,996, filed on Dec. 19, 2016, granted, now 10,526,646, issued on Oct. 11, 2022.
Claims priority of provisional application 62/269,575, filed on Dec. 18, 2015.
Prior Publication US 2024/0360495 A1, Oct. 31, 2024
This patent is subject to a terminal disclaimer.
Int. Cl. C12Q 1/68 (2018.01); C07D 311/82 (2006.01); C07D 311/90 (2006.01); C07D 493/10 (2006.01); C12N 9/08 (2006.01); C12N 9/96 (2006.01); C12Q 1/28 (2006.01); C12Q 1/6841 (2018.01); G01N 33/58 (2006.01)
CPC C12Q 1/6841 (2013.01) [C07D 311/82 (2013.01); C07D 311/90 (2013.01); C07D 493/10 (2013.01); C12N 9/0065 (2013.01); C12N 9/96 (2013.01); C12Q 1/28 (2013.01); G01N 33/581 (2013.01)] 21 Claims
 
1. A composition comprising:
(a) a mixture of at least a first chromogen and at least a second chromogen, wherein said chromogens are mixed in a ratio which produces a desired color and wherein said first chromogen comprises
(a) a chromogenic moiety, and
(b) a peroxidase substrate moiety,
wherein the chromogenic moiety and the peroxidase substrate moiety are linked together via a linker to form a conjugate,
wherein the conjugate is a compound of Formula I:

OG Complex Work Unit Chemistry
where X is —OH, —ORX or —NRXRXX,
where Y is ═O, ═NRY, or ═N+RYRYY,
wherein R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, RX, RXX, RY, and RYY are independently selected from hydrogen and a substituent having less than 40 atoms;
L is a linker comprising a linear chain of 5 to 29 consecutively connected atoms; and
PS is a peroxidase substrate moiety.