New route to macrocyclic-based phosphonate acetoxymethyl (AM) -esters: synthesis cell loading and 31P NMR

机译：基于大环的膦酸酯乙酰氧甲基（AM）酯的新途径：合成池负载和31P NMR

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Abstract: The ligand, 1,4,7,10-tetraazacyclododecane-1,4,7,10- tetrakis(methylenephosphonic acid, ethyl ester) (DOTPME) was made membrane permeable by preparing its acetoxymethyl (AM) derivative (DOTPME-AM). The synthetic approach was to prepare the AM ester of the phosphonate side-chain prior to attachment to the macrocyclic ring. P NMR was used to demonstrate that DOTPME-AM can penetrate cell membranes, get hydrolyzed by cellular esterases to regenerate charged DOTPME, and hence become trapped inside cells. This technology offers the potential of designing Ca$+2$PLU$/ and Mg$+2$PLU$/ specific ligands for analytical, noninvasive measurement of these ions by $+31$/P NMR. !11

机译：摘要：通过制备其乙酰氧基甲基（AM）衍生物（DOTPME-AM）使配体1,4,7,10-四氮杂环十二烷-1,4,7,10-四（亚甲基膦酸，乙酯）（DOTPME）具有膜渗透性）。合成方法是在连接大环之前制备膦酸酯侧链的AM酯。用1 H NMR证明DOTPME-AM可以穿透细胞膜，被细胞酯酶水解以再生带电的DOTPME，因此被困在细胞内。这项技术提供了设计Ca ++ 2 $ PLU $ /和Mg $ + 2 $ PLU $ /特定配体的潜力，从而可以通过$ + 31 $ / P NMR对这些离子进行分析，无创测量。！11

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《Biomedical Imaging: Reporters, Dyes, and Instrumentation》|1999年|p.99-106|共8页
会议地点 San Joseo CA(US)
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Medardo R. Chavez; Univ. of Texas/Dallas; Richardson; TX; USA; Zoltan Kovacs; Univ. of Texas/Dallas; Richardson; TX; USA; A.D. Sherry; Univ. of Texas/Dallas; Univ. of Texas Southwestern Medical Ctr.; Richardson; TX; USA.;
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4. New route to macrocyclic-based phosphonate acetoxymethyl (AM) -esters: synthesis cell loading and 31P NMR [C] . Medardo R. Chavez, Zoltan Kovacs, A.D. Sherry Conference on biomedical imaging: Reporters, dyes, and instrumentation . 1999

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New route to macrocyclic-based phosphonate acetoxymethyl (AM) -esters: synthesis cell loading and 31P NMR

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