Photolabile linkers and probes

Details Photolabile linkers and probes Photolabile linkers and probes

1996-01-05

1998-06-16

Dees, Jose G.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549469, 548126, 568329, C07D33908, C07D30778, C07D27112, C07C 4923

Patent

active

057672881

ABSTRACT:
The invention relates to dithiane adducts of substituted benzoins and substituted benzoins derived therefrom each of which are useful as protecting groups, photolabile linkers, and fluorescent probes.

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patent: 4469774 (1984-09-01), Lee
patent: 5200334 (1993-04-01), Dunn et al.
Pirrung, M.C., et al., "Dimethoxybenzoin Carbonates: Photochemically-Removable Alcohol Protecting Groups Suitable for Phosphoramidite-Based DNA Synthesis", J. Org. Chem. 60:1116-1117 (1995).
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Pirrung, M.C., et al., "Photoremovable Protecting Groups for Phosphorylation of Chiral Alcohols. Asymmetric Synthesis of Phosphotriesters of (-)-3',5'-Dimethoxybenzoin" J. Org. Chem. 59:3890-3897 (1994).
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Cummings, R.T., et al., "Photoactivable Fluorohores. 1. Synthesis and Photoactivation of o-Nitrobenzyl-Quenched Fluorescent Carbamates", Tetrahedron Letters 29(1):65-68 (1988).
Mendel D., et al., "Construction of a Light-Activated Protein by Unnatural Amino Acid Mutagenesis", J. Am. Chem. Soc. 113:2578-2760 (1991).
Corrie, J.E.T., et al., "Synthetic, Mechanistic and Photochemical Studies of Phosphate Esters of Substituted Benzoins", J. Chem. Soc. Perkin Trans. 1 pp. 2409-2417 (1992).
Pirrung, M.C., et al., "Photochemical Deprotection of 3'-5'-Dimethoxybenzoin (DMB) Carbamates Derived from Secondary Amines", Tetrahedron Letters 36(33):5883-5884 (1995).
Sheehan, J.C., et al., "The Photolysis of Methoxy-Substituted Benzoin Esters. A Photosensitive Protecting Group for Carboxylic Acid", Journal of the American Chemical Society 93(26):7222-7228 91971).
Krepski, L.R., et al., "Addition of Grignard Reagents to o-Trimethylsilylated Cyanohydrins: Synthesis of Acyloins", Angew. Chem. internat. Edit 4(12):4075 (1965).

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