US 12,410,181 B2
Modified rhodamine dye and use thereof in biological assays
Brian Evans, Mountain View, CA (US); Scott Benson, Alameda, CA (US); Khairuzzaman Mullah, Union City, CA (US); and Xiongwei Yan, Dublin, CA (US)
Assigned to LIFE TECHNOLOGIES CORPORATION, Carlsbad, CA (US)
Appl. No. 17/299,706
Filed by Life Technologies Corporation, Carlsbad, CA (US)
PCT Filed Dec. 20, 2019, PCT No. PCT/US2019/067925
§ 371(c)(1), (2) Date Jun. 3, 2021,
PCT Pub. No. WO2020/132487, PCT Pub. Date Jun. 25, 2020.
Claims priority of provisional application 62/782,465, filed on Dec. 20, 2018.
Prior Publication US 2022/0056041 A1, Feb. 24, 2022
Int. Cl. C07D 491/20 (2006.01); C07H 21/02 (2006.01); C12N 15/113 (2010.01); C12Q 1/6844 (2018.01)
CPC C07D 491/20 (2013.01) [C07H 21/02 (2013.01); C12N 15/113 (2013.01); C12Q 1/6846 (2013.01)] 3 Claims
 
1. An oligonucleotide comprising a label moiety (LM) produced by reacting a 5′-hydroxy end of an oligonucleotide sequence with a reagent having a structure of formula:
LM-L-PEP
wherein PEP is a phosphate ester precursor group which is a phosphoramidite group, and the PEP group is reacted with the 5′-hydroxy end of the oligonucleotide sequence to form the oligonucleotide comprising the label moiety; wherein the oligonucleotide sequence is bound to a solid-support via a 3′-hydroxy group on a terminal nucleotide at a 3′-hydroxy end of the oligonucleotide sequence; and
wherein L is an optional linker linking the label moiety to the PEP group and is selected from the group consisting of

OG Complex Work Unit Chemistry
 and the O-end of the linker L is linked to the PEP group;
and LM is an N-protected NH-rhodamine moiety derived from Compound 7

OG Complex Work Unit Chemistry