US 12,133,900 B2
Synthesis and composition of amino acid linking groups conjugated to compounds used for the targeted imaging of tumors
Philip Stewart Low, West Lafayette, IN (US); Sumith A. Kularatne, West Lafayette, IN (US); and Sakkarapalayam M. Mahalingam, West Lafayette, IN (US)
Assigned to Purdue Research Foundation, West Lafayette, IN (US)
Filed by Purdue Research Foundation, West Lafayette, IN (US)
Filed on Nov. 25, 2020, as Appl. No. 17/105,308.
Application 17/105,308 is a continuation in part of application No. 16/508,826, filed on Jul. 11, 2019, granted, now 10,881,747.
Application 16/508,826 is a continuation of application No. 15/584,752, filed on May 2, 2017, abandoned.
Application 15/584,752 is a continuation in part of application No. 15/259,719, filed on Sep. 8, 2016, granted, now 9,789,208.
Application 15/259,719 is a continuation in part of application No. 14/953,928, filed on Nov. 30, 2015, granted, now 9,782,497.
Application 14/953,928 is a continuation of application No. 14/715,799, filed on May 19, 2015, granted, now 9,341,629.
Application 14/715,799 is a continuation of application No. 14/207,130, filed on Mar. 12, 2014, granted, now 9,061,057.
Application 14/207,130 is a continuation of application No. 14/010,098, filed on Aug. 26, 2013, granted, now 9,333,270.
Claims priority of provisional application 61/791,921, filed on Mar. 15, 2013.
Prior Publication US 2021/0275694 A1, Sep. 9, 2021
This patent is subject to a terminal disclaimer.
Int. Cl. A61K 51/00 (2006.01); A61B 5/00 (2006.01); A61K 49/00 (2006.01); A61M 36/14 (2006.01); G01N 33/574 (2006.01); G01N 33/58 (2006.01)
CPC A61K 49/0052 (2013.01) [A61B 5/0071 (2013.01); A61K 49/0032 (2013.01); G01N 33/57411 (2013.01); G01N 33/57415 (2013.01); G01N 33/57423 (2013.01); G01N 33/57426 (2013.01); G01N 33/57449 (2013.01); G01N 33/582 (2013.01)] 2 Claims
 
1. A compound comprising:
i) a prostate-specific membrane antigen (PSMA) targeting moiety that binds to a PSMA receptor protein, wherein the PSMA targeting moiety is DUPA;
ii) a dye moiety; and
iii) a linker that connects the PSMA targeting moiety to the dye moiety;
or a salt of said compound,
wherein:
the dye moiety has the formula:

OG Complex Work Unit Chemistry
the linker comprises a dipeptide comprising tyrosine as a first amino acid in the dipeptide and an amino acid selected from the group consisting of tyrosine, serine, threonine, lysine, arginine, asparagine, glutamine, cysteine, selenocysteine, phenylalanine, and derivatives thereof as a second amino acid in the dipeptide; and
wherein the tyrosine as the first amino acid in the dipeptide is linked to the dye moiety as follows:

OG Complex Work Unit Chemistry