41382-37-0Relevant articles and documents
New chemical and radiochemical routes to [18F]Rho6G-DEG-F, a delocalized lipophilic cation for myocardial perfusion imaging with PET
Inkster,Zhang,Akurathi,Belanger,Dubey,Treves,Packard
, p. 1891 - 1896 (2017)
New chemical and radiochemical syntheses are described for the preparation of [18F]Rho6G-DEG-F, an 18F-labeled analogue of the fluorescent dye rhodamine 6G, which has shown promise as myocardidal perfusion imaging agent. Tosylated precursors of [18F]Rho6G-DEG-F amenable to 18F-labeling were obtained either through a two-step synthesis from rhodamine 6G lactone (33% yield), or in one step from rhodamine 575 (64% yield), then purified by preparative C18 chromatography. Manual synthesis of [18F]Rho6G-DEG-F was achieved in a single radiochemical step from either the tosylate salt or the tosylate/formate double salt in DMSO under standard nucleophillic aliphatic 18F-fluorination conditions (K[18F]F/K2CO3/Kryptofix 2.2.2.). Incorporation of the [18F]F- was found to be satisfactory (≥34% by TLC), despite the protic character of the precursor molecules. [18F]Rho6G-DEG-F was manually synthesized in final decay-corrected radiochemical yields of 11-26% (tosylate salt) and 9-21% (tosylate/formate double salt). The protocol was transferred to an automated synthesis unit, where the product was obtained in 3-9% radiochemical yield (n = 3) decay corrected to start-of-synthesis, >99% radiochemical purity, and a molar activity of 122-267 GBq μmol-1 (3.3-7.2 Ci μmol-1).
An Expedient Synthesis of Cationic Rhodamine Fluorescent Probes Suitable for Conjugation to Amino Acids and Peptides
Afonso, Carlos A. M.,Santhakumar,Lough, Alan,Batey, Robert A.
, p. 2647 - 2654 (2003)
Rhodamine 19 benzyloxycarbonylmethyl ester bromide 8 and rhodamine 19 4-chloromethyl-1-phenylmethyl ester chloride 12 act as precursors to cationic fluorescent probes. Molecules containing free amine or carboxylate functional groups, respectively, can be attached in a one-step procedure, yielding the desired probes without the need for chromatographic purification. As a proof of concept the method was applied to the attachment of amino acid and dipeptide residues through either the N- or C-termini. The precursor molecules 8 and 12 are readily synthesized from the inexpensive, commercially available dye rhodamine 6G.
Fluorescent and colorimetric detection of acid vapors by using solid-supported rhodamine hydrazides
Kang, Shincheol,Kim, Sungwook,Yang, Young-Keun,Bae, Shinhyo,Tae, Jinsung
supporting information; experimental part, p. 2010 - 2012 (2009/07/17)
Rhodamine hydrazide-based chemosensors that can detect volatile acidic gases in solid state have been developed. The rhodamine hydrazide probes adsorbed on filter paper respond fluorescently and colorimetrically only to volatile acidic gases but not to organic bases nor to other volatile organic compounds (VOCs). Diethyl chlorophosphate (DCP), one of model compounds used for the studies of Chemical Warfare Agent (CWA), could also be detected by using this method.