1. [Polymer linked N-(hexyl)-5-azido-2-nitro-benzoic acid amide; a photoreactive resin for the immobilization of ligands (author's transl)]
F Seela, F Hansske Z Naturforsch C Biosci. 1976 May-Jun;31(5-6):263-6.
The preparation of a new photochemically-activatable polymer was accomplished by condensation of aminohexyl-6-yl-agarose with the N-hydroxysuccinimide ester of 5-azido-2-nitro-benzoic acid. The latter compound was obtained by diazotization of 5-amino-2-nitro-benzoic acid, exchange of the diazonium group through azide and condensation with N-hydroxysuccinimide. As shown for the photolysis on the monomer level, irradiation of the polymer led to the intermediate formation of a highly reactive nitrene, which is able to immobilize ligands e. g. L-phenylalanine to the polymer.
2. Photolabile and paramagnetic derivatives of the nucleoside X and of Escherichia coli tRNAPhe
F Hansske, K Watanabe, F Cramer, F Seela Hoppe Seylers Z Physiol Chem. 1978 Dec;359(12):1659-65. doi: 10.1515/bchm2.1978.359.2.1659.
The synthesis of N3-[3-L-(5-azido-2-nitrobenzamido)-3-carboxypropyl]uridine (4b) and N3-[3-carboxy-3-L-(2,2,5,5-tetramethyl-3-pyrroline-3-carbonylamino)propyl]uridine Npyr-oxyl (4c) starting from the nucleoside X (4a) and the appropriate N-hydroxysuccinimide ester 1 or 2 is described. After acylation of tRNAPhe from E. coli (5a) with 1 or 2, the photolabile tRNAPhe derivative 5b and the paramagnetic tRNAPhe derivative 5c could be isolated. The position of modification in the polynucleotide chain was elucidated by comparison of the ribonuclease II/alkaline phosphatase digestion products of the substituted and unsubstituted tRNAPhe samples, and was identified as being exclusively the amino group of the nucleoside X in position 47 of E. coli tRNAPhe.
