US 11,732,138 B2
Deep ultraviolet-excitable water-solvated polymeric dyes
Yongchao Liang, Irvine, CA (US); Jonathan Hollinger, Poway, CA (US); Brian Wall, Poway, CA (US); David Moureau, San Diego, CA (US); Lucy Zhao, San Diego, CA (US); and Glenn P. Bartholomew, Escondido, CA (US)
Assigned to BECTON, DICKINSON AND COMPANY, Franklin Lakes, NJ (US)
Filed by BECTON, DICKINSON AND COMPANY, Franklin Lakes, NJ (US)
Filed on Sep. 28, 2022, as Appl. No. 17/955,087.
Application 17/955,087 is a continuation of application No. 16/226,381, filed on Dec. 19, 2018, granted, now 11,492,493.
Claims priority of provisional application 62/610,478, filed on Dec. 26, 2017.
Prior Publication US 2023/0235177 A1, Jul. 27, 2023
Int. Cl. C09B 69/10 (2006.01); C08G 61/10 (2006.01); C08G 61/12 (2006.01); C09B 69/00 (2006.01); G01N 33/58 (2006.01); G01N 33/542 (2006.01); G01N 33/533 (2006.01)
CPC C09B 69/109 (2013.01) [C08G 61/10 (2013.01); C08G 61/12 (2013.01); C09B 69/00 (2013.01); C09B 69/101 (2013.01); C09B 69/102 (2013.01); G01N 33/582 (2013.01); C08G 2261/135 (2013.01); C08G 2261/143 (2013.01); C08G 2261/145 (2013.01); C08G 2261/1424 (2013.01); C08G 2261/1452 (2013.01); C08G 2261/1644 (2013.01); C08G 2261/312 (2013.01); C08G 2261/334 (2013.01); C08G 2261/344 (2013.01); C08G 2261/522 (2013.01); C08G 2261/90 (2013.01); G01N 33/533 (2013.01); G01N 33/542 (2013.01)] 19 Claims
OG exemplary drawing
 
1. A method of evaluating a sample for the presence of a target analyte, the method comprising:
(a) contacting the sample with a polymeric dye conjugate that specifically binds the target analyte to produce a labelling composition contacted sample, wherein the polymeric dye conjugate comprises:
(i) a polymeric dye having a deep ultraviolet excitation spectrum and comprising: a segment of π-conjugated co-monomers; and a conjugation-modifying repeat unit; and
(ii) a specific binding member covalently linked to the polymeric dye; and
(b) assaying the labelling composition contacted sample for the presence of a polymeric dye conjugate-target analyte binding complex to evaluate whether the target analyte is present in the sample, wherein the conjugation-modifying repeat unit comprises the structure:

OG Complex Work Unit Chemistry
wherein:
Z is selected from a covalent bond, a saturated atom, a saturated group and a functional group, with the proviso that when Z is a covalent bond at least two of R22, R23, R25 and R28 are not H; R21-R28 are independently selected from H, alkyl, substituted alkyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, alkoxy, substituted alkoxy, hydroxy, cyano, halogen, sulfonate, sulfonamide, substituted sulfonamide, carboxy, carboxyamide, substituted carboxyamide, and a water solubilizing group, and wherein one or more of R22, R23, R25 and R28 is optionally cyclically linked to Z to provide a benzo-fused carbocycle or heterocycle ring; and each * is a site for covalent attachment to the backbone of the polymeric dye.