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. Author manuscript; available in PMC: 2016 Apr 23.
Published in final edited form as: J Med Chem. 2015 Apr 13;58(8):3593–3610. doi: 10.1021/acs.jmedchem.5b00279

Table 1.

5-Substituted pyridine-3-carboxylic acids (2a–f) obtained and evaluated as potential substrates for the chemoenzymatic synthesis designed to produce novel pyridinium substituted NAADP derivatives.

Structure Cmpd Substituent Base-exchange
product detected

graphic file with name nihms696561t1.jpg 2a -OH yes
2b -Br no
2c -NH-COCH3 yes
2d -SCH3 yes
2f -CH2-CH2-C6H5 no
6 -CH2-CH2-CH2-NH-COCH3 yes
11 -CH2-CH2-CH2-NH-t-Boc yes
12 -CH2-CH2-CH2-NH3+ yes
15 -CH2-CH2-CH2-OH yes
18 -CH2-CH2-CH2-N3 yes