000179660 001__ 179660 000179660 005__ 20240229145550.0 000179660 0247_ $$2doi$$a10.1021/acs.molpharmaceut.2c00070 000179660 0247_ $$2pmid$$apmid:35467350 000179660 0247_ $$2ISSN$$a1543-8384 000179660 0247_ $$2ISSN$$a1543-8392 000179660 0247_ $$2altmetric$$aaltmetric:127283551 000179660 037__ $$aDKFZ-2022-00832 000179660 041__ $$aEnglish 000179660 082__ $$a610 000179660 1001_ $$0P:(DE-He78)c8c77862236d6e9b311705b9ecdf0413$$aLiolios, Christos$$b0$$eFirst author 000179660 245__ $$aInvestigation of Tumor Cells and Receptor-Ligand Simulation Models for the Development of PET Imaging Probes Targeting PSMA and GRPR and a Possible Crosstalk between the Two Receptors. 000179660 260__ $$aWashington, DC$$bAmerican Chemical Society$$c2022 000179660 3367_ $$2DRIVER$$aarticle 000179660 3367_ $$2DataCite$$aOutput Types/Journal article 000179660 3367_ $$0PUB:(DE-HGF)16$$2PUB:(DE-HGF)$$aJournal Article$$bjournal$$mjournal$$s1707313297_6047 000179660 3367_ $$2BibTeX$$aARTICLE 000179660 3367_ $$2ORCID$$aJOURNAL_ARTICLE 000179660 3367_ $$00$$2EndNote$$aJournal Article 000179660 500__ $$a#EA:E030# / 2022 Jul 4;19(7):2231-2247 / German Cancer Research Centre (DKFZ), Im Neuenheimer Feld 280, 69120 Heidelberg, Germany. 000179660 520__ $$aProstate-specific membrane antigen (PSMA) and gastrin-releasing peptide receptor (GRPR) have both been used in nuclear medicine as targets for molecular imaging and therapy of prostate (PCa) and breast cancer (BCa). Three bioconjugate probes, the PSMA specific: [68Ga]Ga-1, ((HBED-CC)-Ahx-Lys-NH-CO-NH Glu or PSMA-11), the GRPR specific: [68Ga]Ga-2, ((HBED-CC)-4-amino-1-carboxymethyl piperidine-[D-Phe6, Sta13]BN(6-14), a bombesin (BN) analogue), and 3 (the BN analogue: 4-amino-1-carboxymethyl piperidine-[(R)-Phe6, Sta13]BN(6-14) connected with the fluorescent dye, BDP-FL), were synthesized and tested in vitro with PCa and BCa cell lines, more specifically, with PCa cells, PC-3 and LNCaP, with BCa cells, T47D, MDA-MB-231, and with the in-house created PSMA-overexpressing PC-3(PSMA), T47D(PSMA), and MDA-MB-231(PSMA). In addition, biomolecular simulations were conducted on the association of 1 and 2 with PSMA and GRPR. The PSMA overexpression resulted in an increase of cell-bound radioligand [68Ga]Ga-1 (PSMA) for PCa and BCa cells and also of [68Ga]Ga-2 (GRPR), especially in those cell lines already expressing GRPR. The results were confirmed by fluorescence-activated cell sorting with a PE-labeled PSMA-specific antibody and the fluorescence tracer 3. The docking calculations and molecular dynamics simulations showed how 1 enters the PSMA funnel region and how pharmacophore Glu-urea-Lys interacts with the arginine patch, the S1', and S1 subpockets by forming hydrogen and van der Waals bonds. The chelating moiety of 1, that is, HBED-CC, forms additional stabilizing hydrogen bonding and van der Waals interactions in the arene-binding site. Ligand 2 is diving into the GRPR transmembrane (TM) helical cavity, thereby forming hydrogen bonds through its amidated end, water-mediated hydrogen bonds, and π-π interactions. Our results provide valuable information regarding the molecular mechanisms involved in the interactions of 1 and 2 with PSMA and GRPR, which might be useful for the diagnostic imaging and therapy of PCa and BCa. 000179660 536__ $$0G:(DE-HGF)POF4-315$$a315 - Bildgebung und Radioonkologie (POF4-315)$$cPOF4-315$$fPOF IV$$x0 000179660 588__ $$aDataset connected to CrossRef, PubMed, , Journals: inrepo02.dkfz.de 000179660 650_7 $$2Other$$aGRPR 000179660 650_7 $$2Other$$aLNCaP 000179660 650_7 $$2Other$$aMD simulations 000179660 650_7 $$2Other$$aMD-MB231 000179660 650_7 $$2Other$$aPC-3 000179660 650_7 $$2Other$$aPET imaging 000179660 650_7 $$2Other$$aPSMA 000179660 650_7 $$2Other$$aT47D 000179660 650_7 $$2Other$$abreast cancer 000179660 650_7 $$2Other$$aprostate cancer 000179660 7001_ $$0P:(DE-He78)e41ce75a370dda1c81800f1e53d2d12a$$aPatsis, Christos$$b1 000179660 7001_ $$00000-0002-2820-9338$$aLambrinidis, George$$b2 000179660 7001_ $$aTzortzini, Efpraxia$$b3 000179660 7001_ $$0P:(DE-He78)1a25bc9516a97a13551ebd083356d24f$$aRoscher, Mareike$$b4 000179660 7001_ $$0P:(DE-He78)033d979f00729281e709b85fe6cae972$$aBauder-Wüst, Ulrike$$b5 000179660 7001_ $$00000-0001-6110-1903$$aKolocouris, Antonios$$b6 000179660 7001_ $$0P:(DE-He78)9793347ba83f527b81a22ab75af9378a$$aKopka, Klaus$$b7 000179660 773__ $$0PERI:(DE-600)2132489-X$$a10.1021/acs.molpharmaceut.2c00070$$gp. acs.molpharmaceut.2c00070$$n7$$p2231-2247$$tMolecular pharmaceutics$$v19$$x1543-8384$$y2022 000179660 909CO $$ooai:inrepo02.dkfz.de:179660$$pVDB 000179660 9101_ $$0I:(DE-588b)2036810-0$$6P:(DE-He78)c8c77862236d6e9b311705b9ecdf0413$$aDeutsches Krebsforschungszentrum$$b0$$kDKFZ 000179660 9101_ $$0I:(DE-588b)2036810-0$$6P:(DE-He78)e41ce75a370dda1c81800f1e53d2d12a$$aDeutsches Krebsforschungszentrum$$b1$$kDKFZ 000179660 9101_ $$0I:(DE-588b)2036810-0$$6P:(DE-He78)1a25bc9516a97a13551ebd083356d24f$$aDeutsches Krebsforschungszentrum$$b4$$kDKFZ 000179660 9101_ $$0I:(DE-588b)2036810-0$$6P:(DE-He78)033d979f00729281e709b85fe6cae972$$aDeutsches Krebsforschungszentrum$$b5$$kDKFZ 000179660 9101_ $$0I:(DE-HGF)0$$6P:(DE-He78)9793347ba83f527b81a22ab75af9378a$$aExternal Institute$$b7$$kExtern 000179660 9131_ $$0G:(DE-HGF)POF4-315$$1G:(DE-HGF)POF4-310$$2G:(DE-HGF)POF4-300$$3G:(DE-HGF)POF4$$4G:(DE-HGF)POF$$aDE-HGF$$bGesundheit$$lKrebsforschung$$vBildgebung und Radioonkologie$$x0 000179660 9141_ $$y2022 000179660 915__ $$0StatID:(DE-HGF)0160$$2StatID$$aDBCoverage$$bEssential Science Indicators$$d2021-01-29 000179660 915__ $$0StatID:(DE-HGF)1190$$2StatID$$aDBCoverage$$bBiological Abstracts$$d2021-01-29 000179660 915__ $$0StatID:(DE-HGF)0113$$2StatID$$aWoS$$bScience Citation Index Expanded$$d2021-01-29 000179660 915__ $$0StatID:(DE-HGF)0200$$2StatID$$aDBCoverage$$bSCOPUS$$d2022-11-12 000179660 915__ $$0StatID:(DE-HGF)0300$$2StatID$$aDBCoverage$$bMedline$$d2022-11-12 000179660 915__ $$0StatID:(DE-HGF)0199$$2StatID$$aDBCoverage$$bClarivate Analytics Master Journal List$$d2022-11-12 000179660 915__ $$0StatID:(DE-HGF)0150$$2StatID$$aDBCoverage$$bWeb of Science Core Collection$$d2022-11-12 000179660 915__ $$0StatID:(DE-HGF)1050$$2StatID$$aDBCoverage$$bBIOSIS Previews$$d2022-11-12 000179660 915__ $$0StatID:(DE-HGF)1030$$2StatID$$aDBCoverage$$bCurrent Contents - Life Sciences$$d2022-11-12 000179660 915__ $$0StatID:(DE-HGF)0100$$2StatID$$aJCR$$bMOL PHARMACEUT : 2021$$d2022-11-12 000179660 915__ $$0StatID:(DE-HGF)9905$$2StatID$$aIF >= 5$$bMOL PHARMACEUT : 2021$$d2022-11-12 000179660 9201_ $$0I:(DE-He78)E030-20160331$$kE030$$lRadiopharmazeutische Chemie$$x0 000179660 9201_ $$0I:(DE-He78)F190-20160331$$kF190$$lNWG Cell Plasticity and Epigenetic Remodeling$$x1 000179660 9200_ $$0I:(DE-He78)E030-20160331$$kE030$$lRadiopharmazeutische Chemie$$x0 000179660 980__ $$ajournal 000179660 980__ $$aVDB 000179660 980__ $$aI:(DE-He78)E030-20160331 000179660 980__ $$aI:(DE-He78)F190-20160331 000179660 980__ $$aUNRESTRICTED