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77955412460
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note
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+.
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21
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77955414169
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note
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Enantiomeric products derived from 4, 5, 7, and 8 were successfully separated (Supplementary data), but enantiomeric products derived from 6 could not be separated despite testing many chromatography conditions.
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23
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40149083317
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24
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77955417303
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note
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Computational studies (11a) suggest the spiroindolenine intermediate is not a productive intermediate; attack from indole C2 to directly form 14 is the productive mechanism.
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-
-
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25
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77955419975
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note
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Kinetic isotope effects suggest the Pictet-Spengler reaction is reversible prior to the final deprotonation step (11a).
-
-
-
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26
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77955430020
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note
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Point mutation of Phe226 (Figure 1B) to numerous ionizable residues did not impact the stereoselectivity of the reaction. More extensive mutagenesis of STS is underway to experimentally validate this hypothesis.
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27
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7444237685
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