The patent badge is an abbreviated version of the USPTO patent document. The patent badge does contain a link to the full patent document.

The patent badge is an abbreviated version of the USPTO patent document. The patent badge covers the following: Patent number, Date patent was issued, Date patent was filed, Title of the patent, Applicant, Inventor, Assignee, Attorney firm, Primary examiner, Assistant examiner, CPCs, and Abstract. The patent badge does contain a link to the full patent document (in Adobe Acrobat format, aka pdf). To download or print any patent click here.

Date of Patent:
May. 14, 2024

Filed:

Sep. 13, 2022
Applicant:

San Diego State University Research Foundation, San Diego, CA (US);

Inventors:

Byron W. Purse, San Diego, CA (US);

Dillon Burns, San Diego, CA (US);

Kristine Teppang, San Diego, CA (US);

Raymond Lee, San Diego, CA (US);

Melissa Lokensgard, San Diego, CA (US);

Assignee:
Attorneys:
Primary Examiner:
Int. Cl.
CPC ...
C07H 19/24 (2006.01); C09K 11/06 (2006.01); C12Q 1/68 (2018.01); C12Q 1/682 (2018.01); C12Q 1/686 (2018.01); G01N 21/77 (2006.01);
U.S. Cl.
CPC ...
C07H 19/24 (2013.01); C09K 11/06 (2013.01); C12Q 1/682 (2013.01); C12Q 1/686 (2013.01); G01N 21/77 (2013.01); C09K 2211/1018 (2013.01); G01N 2021/7786 (2013.01);
Abstract

Herein reported are new tricyclic cytidine compounds, such as 8-diethylamino-tC (8-DEA-tC), that respond to DNA and/or RNA duplex formation with up to a 20-fold increase in fluorescent quantum yield as compared with the free nucleoside, depending on neighboring bases. This turn-on response to duplex formation is by far the greatest of any reported nucleoside analogue that can participate in Watson-Crick base pairing. Measurements of the quantum yield of 8-DEA-tC mispaired with adenosine and, separately, opposite an abasic site show that there is almost no fluorescence increase without the formation of correct Watson-Crick hydrogen bonds. Kinetic isotope effects from the use of deuterated buffer show that the duplex protects 8-DEA-tC against quenching by excited state proton transfer. DFT calculations provide a rationale for the observed photophysical properties that is dependent on duplex integrity and the electronic structure of the analogue.


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