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. Author manuscript; available in PMC: 2011 Nov 11.
Published in final edited form as: J Med Chem. 2010 Nov 11;53(21):7599–7612. doi: 10.1021/jm1007209

Table 1.

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

Structure Cmpd Substituent Base-exchange product detected

graphic file with name nihms245301t1.jpg 2a -NH2 no; yes for methyl ester
2b -CH3 yes
2c -n-C4H9 yes
2d -C6H5 yes

graphic file with name nihms245301t2.jpg 3a -NH2 yes
3b -CH3 yes
3c -Br no
3d -CO2H yes
3e -C≡CH no
3f -CH=CH2 no
3g -CH2CH3 yes
3h -C6H5 no
3i -N3 yes
3j graphic file with name nihms245301t3.jpg no