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Q. Yao, W. Pfleiderer, Helv. Chim. Acta 2003, 86, 1-12. Pterins are notoriously insoluble; we have found that the DMF dimethyl acetal protecting group is far superior to many others in that it allows further chemistry to be carried out, but is still sufficiently labile, in contrast to amide and thiol protecting groups.
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Q. Yao, W. Pfleiderer, Helv. Chim. Acta 2003, 86, 1-12. Pterins are notoriously insoluble; we have found that the DMF dimethyl acetal protecting group is far superior to many others in that it allows further chemistry to be carried out, but is still sufficiently labile, in contrast to amide and thiol protecting groups.
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20
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85178329118
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A more direct approach to the 4-O species was attempted using Mitsunobu chemistry (see ref. [11]); however, it was found that this route also led to a combination of O- and N-alkylated species, but with an overall lower yield.
-
A more direct approach to the 4-O species was attempted using Mitsunobu chemistry (see ref. [11]); however, it was found that this route also led to a combination of O- and N-alkylated species, but with an overall lower yield.
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21
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85178367647
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The amide was used instead of the carboxylic acid to prevent any undesired reactions with the protein
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The amide was used instead of the carboxylic acid to prevent any undesired reactions with the protein.
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25
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85178362417
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Förster energy transfer calculations were performed as described in ref. [3d]. See Supporting Information for further details.
-
Förster energy transfer calculations were performed as described in ref. [3d]. See Supporting Information for further details.
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26
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85178322081
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4B or synthetic pterin analogues. See refs [7b, 15], and J. Wang, D. J. Stuehr, D. L. Rousseau, Biochemistry 1995, 34, 7080-7087.
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4B or synthetic pterin analogues. See refs [7b, 15], and J. Wang, D. J. Stuehr, D. L. Rousseau, Biochemistry 1995, 34, 7080-7087.
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