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. Author manuscript; available in PMC: 2020 Feb 12.
Published in final edited form as: Biochemistry. 2018 Dec 27;58(6):665–678. doi: 10.1021/acs.biochem.8b00716

Scheme 1: Substrate analog synthesis of HPToxT-CO2− HPToxT-CO2Et, HPToxTred-CO2−HPToxTred-CO2Et and HPT-Cys-Me.

Scheme 1:

Substrate analogs were generated to assess the methyltransferase capabilities of PchF. Reagents and conditions: a) Pd(PPh3)4, K2CO3/DME, H2O, 150 °C, 49%;42 b) MeOH, K2HPO4(aq) (pH 6.5), 60 °C, 70%;42 c) SOCl2/EtOH, 40 °C, 49%;42 d) Pd(PPh3)4, K2CO3/DME, H2O, 100°C, 70%; e) EtOH/KCO2CH3 (aq), RT, 95%; f) SOCl2/EtOH, 40°C, 55%; g) DIEA, COMU/DMF, 0°C 1hr, RT 3hr, 12%; h) generated in the presence of 5mM TCEP in vitro.