. Author manuscript; available in PMC: 2015 Feb 1.

Published in final edited form as: Cell Calcium. 2013 Dec 28;55(2):93–103. doi: 10.1016/j.ceca.2013.12.004

Table 2.

Synthesis and properties of caged NAADP analogs.

Initial Reactant	Base Exchanged	Source of Base	Caged Product	Retention Time of Product	Yield
Caged NADP	Nicotinic Acid; 24.6 mg	Sigma-Aldrich	Caged NAADP (1)	24 min, 53.5% TFA	10 mg, 52%
	4-Methyl Nicotinic Acid; 27.4 mg	Maybridge	Caged 4-Methyl NAADP (2)	24.5 min, 54% TFA	9.5 mg, 49%
	5-Methyl Nicotinic Acid; 27.4 mg	Acros	Caged 5-Methyl NAADP (3)	23 min, 53% TFA	11 mg, 57%
	5-Amino Nicotinic Acid; 27.6 mg	Combi-Blocks Inc	Caged 5-Amino NAADP (4)	23.5 min, 53% TFA	10 mg, 52%
	5-Thiomethyl Nicotinic Acid; 33.8 mg	Synthesized (see description)	Caged 5-Thiomethyl NAADP (5)	24.7 min, 54% TFA	10 mg, 50%