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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Evidence that the (6-4) photolyase mechanism can proceed through an oxetane intermediate
Saâdia Asgatay1, Christian Petermann, Dominique Harakat
1Université de Reims Champagne Ardenne, Institut de Chimie Moléculaire de Reims, CNRS UMR 6229, UFR de Pharmacie, 51 rue Cognacq-Jay, 51096 Reims Cedex, France.
Abstract:
Using the analogue of TpT methylated at the 3'-end N3 position (Tpm3T), we demonstrate that when the oxetane/(6-4) pathway is precluded, water addition occurs at the 3'-end C6 position of the oxetane intermediate to provide its opening. Photoreversal of this (6-4) photoproduct C6 hydrate brings the first experimental evidence that the (6-4) photolyase repair can proceed through an oxetane intermediate.
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