Bhupathiraju, NVSDK; Younes, A; Cao, MH; Ali, J; Cicek, HT; Tully, KM; Ponnala, S; Babich, JW; Deri, MA; Lewis, JS; Francesconi, LC; Drain, CM in [Bhupathiraju, N. V. S. Dinesh K.; Younes, Ali; Cao, Minhua; Ali, Jafar; Cicek, Huseyin T.; Francesconi, Lynn C.; Drain, Charles Michael] CUNY Hunter Coll, Dept Chem, New York, NY 10065 USA; [Tully, Kathryn M.; Lewis, Jason S.] Weill Cornell Med, Dept Pharmacol, New York, NY 10065 USA; [Tully, Kathryn M.; Lewis, Jason S.] Mem Sloan Kettering Canc Ctr, Dept Radiol, Program Pharmacol, New York, NY 10065 USA; [Tully, Kathryn M.; Lewis, Jason S.] Mem Sloan Kettering Canc Ctr, Radiochem & Mol Imaging Probes Core, New York, NY 10065 USA; [Ponnala, Shashikanth; Babich, John W.] Weill Cornell Med, Radiophamaceut Sci, New York, NY USA; [Ponnala, Shashikanth; Babich, John W.] Weill Cornell Med, Dept Radiol, New York, NY USA; [Deri, Melissa A.] CUNY, Lehman Coll, Bronx, NY 10468 USA; [Deri, Melissa A.; Francesconi, Lynn C.; Drain, Charles Michael] CUNY, Grad Ctr, Chem Program, New York, NY 10016 USA published Improved synthesis of the bifunctional chelator p-SCN-Bn-HOPO in 2019.0, Cited 14.0. Recommanded Product: 104-10-9. The Name is 2-(4-Aminophenyl)ethanol. Through research, I have a further understanding and discovery of 104-10-9.
The bifunctional ligand p-SCN-Bn-HOPO, which has four 1,2-hydroxypyridinone groups on a spermine backbone with an isothiocyanate linker, has been shown to be an efficient and stable chelator for Zr(iv) and, more importantly, the radioisotope Zr-89 for use in radiolabeling antibodies for positron emission tomography (PET) imaging. Previous studies of Zr-89-HOPO-trastuzumab in mice showed low background, good tumor to organ contrast, and very low bone uptake which show p-SCN-Bn-HOPO to be an important next-generation bifunctional chelator for radioimmunoPET imaging with Zr-89. However, the reported synthesis of p-SCN-Bn-HOPO involves nine steps and multiple HPLC purifications with an overall yield of about 1.4%. Herein we report an improved and efficient synthesis of p-SCN-Bn-HOPO in four steps with 14.3% overall yield which will improve its availability for further biological studies and wider application in PET imaging. The new synthetic route also allows variation in linker length and chemistries which may be helpful in modifying in vivo clearance behaviors of future agents.
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