Light-sensitive solid support

Scheme 8.—Synthesis of Isomaltose (8) on a Light-sensitive, Solid Support ((P)).

Zehl973 Zehavi, U. and Patchomik, A., Oligosaccharide Synthesis on a Light-Sensitive Solid Support. I. The Polymer and Synthesis of Isomaltose (6-O-a-D-Glucopyranosyl-D-glucose), J. Am. Chem. Soc., 95 (1973) 5673-5677. 

Recent solid-phase syntheses utilise light-sensitive linkers which can subsequently be cleaved photochemically. And oxidative and reductive cleavage concepts are also used. The support material is subsequently filtered off and reused after washing. 

Halo-dU derivatives have been used in DNA duplexes as they undergo photochemical crosslinking reactions. 5-Iodo-dU has been used in crosslinking reactions in Z-form DNA, and 4-thio-5-bromo-dU has also been prepared and incorporated into ODNs where it was demonstrated that cells containing it became sensitive to UVA light. The formation of a crosslink between Br-dC and dG has also been reported. 5-Iodo pyrimidines as well as 7-iodotuberci-din have been used for post-synthesis modification whilst on solid support for Pd-catalysed substitution by an alkynylated spin label. ... 

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