A strategy for the construction of caged diols using a photolabile protecting group.
Caged analogues of biologically active compounds have received widespread attention as temporally and spatially controlled probes of cell-based processes. Recently, a coumarin-4-ylmethyl derivative has been used to cage carboxylates, sulfonates, carbamates, and phosphates. We describe herein a synthetic strategy that furnishes photosensitive caged diols and provides an entry into the protection/photodeprotection of functionality with modest leaving group abilities.
Lin
Weiying
W
Department of Biochemistry, The Albert Einstein College of Medicine, 1300 Morris Park Avenue, Bronx, NY 10461, USA.
Lawrence
David S
DS
D000447:Aldehydes / Q000737:chemistry*; D002384:Catalysis; D002851:Chromatography, High Pressure Liquid; D020650:Combinatorial Chemistry Techniques / Q000379:methods; D003374:Coumarins / Q000138:chemical synthesis*; D008401:Gas Chromatography-Mass Spectrometry; D006207:Half-Life; D015394:Molecular Structure; D010777:Photochemistry / Q000379:methods; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D000447:Aldehydes; D003374:Coumarins