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Reviews about handles for solid-phase synthesis: (a) Songster, M. F.; Barany, G. Methods Enzymol. 1997, 289, 126-174. (b) James, I. W. Tetrahedron 1999, 55, 4855-4946. (c) Blackburn, C. Biopolymers 2000, 47, 311-352. (d) Guillier, F.; Orain, D.; Bradley, M. Chem. Rev. 2000, 100, 2091-2157. (e) Blaney, P.; Grigg, R.; Sridharan, V. Chem. Rev. 2002, 102, 2607-2624.
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To the best of our knowledge, the first application of CNBr chemistry to effect cleavage in solid-phase synthesis was the ingenious contribution of (a) Hancock, W. S.; Marshall, G. R. J. Am. Chem. Soc. 1975, 97, 7488-7489. A subsequent enzymatic step removes the C-terminal Hsl to provide the wanted C-terminal residue. More recently, elegant applications of CNBr cleavage have been made for combinatorial chemistry: (b) Youngquist, R. S.; Fuentes, G. R.; Lacey, M. P.; Keough, T. J. Am. Chem. Soc. 1995, 117, 3900-3906. (c) Davies, M.; Bradley, M. Tetrahedron Lett. 1997, 38, 8565-8568. (d) Ko, D.-H.; Kim, D. J.; Lyu, C. S.; Min, I. K.; Moon, H. Tetrahedron Lett. 1998, 39, 297-300. (e) Franz, A. H.; Liu, R.; Song, A.; Lam, K. S.; Lebrilla, C. B. J. Comb. Chem. 2003, 5, 125-137. (f) Pastor, J. J.; Lingard, I.; Bhalay, G.; Bradley, M. J. Comb. Chem. 2003, 5, 85-90. (g) Song, A.; Zhang, J.; Lebrilla, C. B.; Lam, K. S. J. Am. Chem. Soc. 2003, 125, 6180-6188.
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To the best of our knowledge, the first application of CNBr chemistry to effect cleavage in solid-phase synthesis was the ingenious contribution of (a) Hancock, W. S.; Marshall, G. R. J. Am. Chem. Soc. 1975, 97, 7488-7489. A subsequent enzymatic step removes the C-terminal Hsl to provide the wanted C-terminal residue. More recently, elegant applications of CNBr cleavage have been made for combinatorial chemistry: (b) Youngquist, R. S.; Fuentes, G. R.; Lacey, M. P.; Keough, T. J. Am. Chem. Soc. 1995, 117, 3900-3906. (c) Davies, M.; Bradley, M. Tetrahedron Lett. 1997, 38, 8565-8568. (d) Ko, D.-H.; Kim, D. J.; Lyu, C. S.; Min, I. K.; Moon, H. Tetrahedron Lett. 1998, 39, 297-300. (e) Franz, A. H.; Liu, R.; Song, A.; Lam, K. S.; Lebrilla, C. B. J. Comb. Chem. 2003, 5, 125-137. (f) Pastor, J. J.; Lingard, I.; Bhalay, G.; Bradley, M. J. Comb. Chem. 2003, 5, 85-90. (g) Song, A.; Zhang, J.; Lebrilla, C. B.; Lam, K. S. J. Am. Chem. Soc. 2003, 125, 6180-6188.
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To the best of our knowledge, the first application of CNBr chemistry to effect cleavage in solid-phase synthesis was the ingenious contribution of (a) Hancock, W. S.; Marshall, G. R. J. Am. Chem. Soc. 1975, 97, 7488-7489. A subsequent enzymatic step removes the C-terminal Hsl to provide the wanted C-terminal residue. More recently, elegant applications of CNBr cleavage have been made for combinatorial chemistry: (b) Youngquist, R. S.; Fuentes, G. R.; Lacey, M. P.; Keough, T. J. Am. Chem. Soc. 1995, 117, 3900-3906. (c) Davies, M.; Bradley, M. Tetrahedron Lett. 1997, 38, 8565-8568. (d) Ko, D.-H.; Kim, D. J.; Lyu, C. S.; Min, I. K.; Moon, H. Tetrahedron Lett. 1998, 39, 297-300. (e) Franz, A. H.; Liu, R.; Song, A.; Lam, K. S.; Lebrilla, C. B. J. Comb. Chem. 2003, 5, 125-137. (f) Pastor, J. J.; Lingard, I.; Bhalay, G.; Bradley, M. J. Comb. Chem. 2003, 5, 85-90. (g) Song, A.; Zhang, J.; Lebrilla, C. B.; Lam, K. S. J. Am. Chem. Soc. 2003, 125, 6180-6188.
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Davies, M.1
Bradley, M.2
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12
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To the best of our knowledge, the first application of CNBr chemistry to effect cleavage in solid-phase synthesis was the ingenious contribution of (a) Hancock, W. S.; Marshall, G. R. J. Am. Chem. Soc. 1975, 97, 7488-7489. A subsequent enzymatic step removes the C-terminal Hsl to provide the wanted C-terminal residue. More recently, elegant applications of CNBr cleavage have been made for combinatorial chemistry: (b) Youngquist, R. S.; Fuentes, G. R.; Lacey, M. P.; Keough, T. J. Am. Chem. Soc. 1995, 117, 3900-3906. (c) Davies, M.; Bradley, M. Tetrahedron Lett. 1997, 38, 8565-8568. (d) Ko, D.-H.; Kim, D. J.; Lyu, C. S.; Min, I. K.; Moon, H. Tetrahedron Lett. 1998, 39, 297-300. (e) Franz, A. H.; Liu, R.; Song, A.; Lam, K. S.; Lebrilla, C. B. J. Comb. Chem. 2003, 5, 125-137. (f) Pastor, J. J.; Lingard, I.; Bhalay, G.; Bradley, M. J. Comb. Chem. 2003, 5, 85-90. (g) Song, A.; Zhang, J.; Lebrilla, C. B.; Lam, K. S. J. Am. Chem. Soc. 2003, 125, 6180-6188.
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13
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To the best of our knowledge, the first application of CNBr chemistry to effect cleavage in solid-phase synthesis was the ingenious contribution of (a) Hancock, W. S.; Marshall, G. R. J. Am. Chem. Soc. 1975, 97, 7488-7489. A subsequent enzymatic step removes the C-terminal Hsl to provide the wanted C-terminal residue. More recently, elegant applications of CNBr cleavage have been made for combinatorial chemistry: (b) Youngquist, R. S.; Fuentes, G. R.; Lacey, M. P.; Keough, T. J. Am. Chem. Soc. 1995, 117, 3900-3906. (c) Davies, M.; Bradley, M. Tetrahedron Lett. 1997, 38, 8565-8568. (d) Ko, D.-H.; Kim, D. J.; Lyu, C. S.; Min, I. K.; Moon, H. Tetrahedron Lett. 1998, 39, 297-300. (e) Franz, A. H.; Liu, R.; Song, A.; Lam, K. S.; Lebrilla, C. B. J. Comb. Chem. 2003, 5, 125-137. (f) Pastor, J. J.; Lingard, I.; Bhalay, G.; Bradley, M. J. Comb. Chem. 2003, 5, 85-90. (g) Song, A.; Zhang, J.; Lebrilla, C. B.; Lam, K. S. J. Am. Chem. Soc. 2003, 125, 6180-6188.
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To the best of our knowledge, the first application of CNBr chemistry to effect cleavage in solid-phase synthesis was the ingenious contribution of (a) Hancock, W. S.; Marshall, G. R. J. Am. Chem. Soc. 1975, 97, 7488-7489. A subsequent enzymatic step removes the C-terminal Hsl to provide the wanted C-terminal residue. More recently, elegant applications of CNBr cleavage have been made for combinatorial chemistry: (b) Youngquist, R. S.; Fuentes, G. R.; Lacey, M. P.; Keough, T. J. Am. Chem. Soc. 1995, 117, 3900-3906. (c) Davies, M.; Bradley, M. Tetrahedron Lett. 1997, 38, 8565-8568. (d) Ko, D.-H.; Kim, D. J.; Lyu, C. S.; Min, I. K.; Moon, H. Tetrahedron Lett. 1998, 39, 297-300. (e) Franz, A. H.; Liu, R.; Song, A.; Lam, K. S.; Lebrilla, C. B. J. Comb. Chem. 2003, 5, 125-137. (f) Pastor, J. J.; Lingard, I.; Bhalay, G.; Bradley, M. J. Comb. Chem. 2003, 5, 85-90. (g) Song, A.; Zhang, J.; Lebrilla, C. B.; Lam, K. S. J. Am. Chem. Soc. 2003, 125, 6180-6188.
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To the best of our knowledge, the first application of CNBr chemistry to effect cleavage in solid-phase synthesis was the ingenious contribution of (a) Hancock, W. S.; Marshall, G. R. J. Am. Chem. Soc. 1975, 97, 7488-7489. A subsequent enzymatic step removes the C-terminal Hsl to provide the wanted C-terminal residue. More recently, elegant applications of CNBr cleavage have been made for combinatorial chemistry: (b) Youngquist, R. S.; Fuentes, G. R.; Lacey, M. P.; Keough, T. J. Am. Chem. Soc. 1995, 117, 3900-3906. (c) Davies, M.; Bradley, M. Tetrahedron Lett. 1997, 38, 8565-8568. (d) Ko, D.-H.; Kim, D. J.; Lyu, C. S.; Min, I. K.; Moon, H. Tetrahedron Lett. 1998, 39, 297-300. (e) Franz, A. H.; Liu, R.; Song, A.; Lam, K. S.; Lebrilla, C. B. J. Comb. Chem. 2003, 5, 125-137. (f) Pastor, J. J.; Lingard, I.; Bhalay, G.; Bradley, M. J. Comb. Chem. 2003, 5, 85-90. (g) Song, A.; Zhang, J.; Lebrilla, C. B.; Lam, K. S. J. Am. Chem. Soc. 2003, 125, 6180-6188.
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