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Synthesis of [15N] and [side-chain 1-13C] isotopomers of 1-(2-nitrophenyl)ethyl phosphates

✍ Scribed by John E. T. Corrie

Publisher
John Wiley and Sons
Year
1996
Tongue
French
Weight
319 KB
Volume
38
Category
Article
ISSN
0022-2135

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✦ Synopsis

Nitration of I-phenylethyl acetate with NHJ?O,-trijhoroaceiic anhydride gave a mixture of orthoand para-nitro products, which were separable by chromatography ajier saponijication of the acetate. The ortho-isomer [1-(2-nitrophenyl)eihanoll was converted to the 1-(2-nitropheny~ethyl esters of monomethl phosphate and of the y-phosphate of ATP. The title isotopomers were prepared using either ammonium ["NJnitraie or [side-chain I-"CJI-phenylethyl acetate as siarting materials. A correction is made to ihe reported ' H M spectrum of caged ATP and the eflects of isotopic substitution on the mass spectral fragmentation of 1-(2-nitrophenyl)ethanol are tabulated We recently described the preparation of caged ATP 1, the photolabile P3-1-(2-nitro-pheny1)ethyl ester of adenosine triphosphate, as its deuterated and ["O,] isotopomers 2 and 3 respectively [l], and the latter of these compounds has been used to aid assignment of infrared absorption bands in a flash photolysis-fast FTIR study of the photolysis of caged ATP [2]. In continuance of this spectroscopic study we required further isotopomers of caged ATP and now

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