ABSTRACT

This paper focuses on the results of the first accurate determination of enthalpies of solution of 9-ethenyl-14-ethyl-21-(methoxycarbonyl)-3-{(O-methylcarbamoyl)ethyl} -4,8,13,18-tetramethyl-20-oxo-phorbine (Methylpheophorbide a, 1), [3-(hydroxymethyl)-1-oxido-4-oxoquinoxalin-4-ium-2-yl]methanol (Dioxidine, 2) and their conjugate 9-ethenyl-14-ethyl-3-{[2-(3-hydroxymethyl)]-1-oxido-4-oxoquinoxalin-4-ium-2-methyleneoxy}carbamoyl}ethyl)-4,8,13,18-tetramethyl-20-oxo-phorbine (Conjugate 3) in liquid N,N-dimethylformamide (DMF) in the temperature range of 298-318 K. Standard enthalpies and heat capacities of solution (deltaCdeg.p) have been computed and compared with those for other solid and liquid non-electrolytes to highlight important features of solvation of potential photosensitizers in a simple model of a protein-like environment.

Compounds

#	Formula	Name
1	C36H38N4O5	3-Phorbinepropanoic acid, 9-ethenyl-14-ethyl-21-(methoxycarbonyl)-4,8,13,18-tetramethyl-20-oxo-, methyl ester, (3S,4S,21R)-
2	C10H10N2O4	Dioxidine
3	C43H42N6O6	(3S,4S)-9-ethenyl-14-ethyl-3-(2-((3-hydroxymethyl-1,4-dioxido-quinoxalin-2-yl)methylcarboxy)ethyl)-4,8,13,18-tetramethyl-20-oxo-phorbine
4	C3H7NO	dimethylformamide
5	H2O	water
6	C3H8O	propan-1-ol

Datasets

The table above is generated from the ThermoML associated json file (link above). POMD and RXND refer to PureOrMixture and Reaction Datasets. The compound numbers are included in properties, variables, and phases, if specificied; the numbers refer to the table of compounds on the left.
Type	Compound-#	Property	Variable	Constraint	Phase	Method	#Points
POMD	1 4	Molar enthalpy of solution, kJ/mol ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid Mole fraction - 1; Liquid	Liquid	ISOPERIBOL	3
POMD	2 4	Molar enthalpy of solution, kJ/mol ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid Mole fraction - 2; Liquid	Liquid	ISOPERIBOL	3
POMD	3 4	Molar enthalpy of solution, kJ/mol ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid Mole fraction - 3; Liquid	Liquid	ISOPERIBOL	3
POMD	4 5	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 4; Liquid Pressure, kPa; Liquid Temperature, K; Liquid		Liquid	ISOPERIBOL	1
POMD	6 5	Molar enthalpy of solution, kJ/mol ; Liquid	Mole fraction - 6; Liquid Pressure, kPa; Liquid Temperature, K; Liquid		Liquid	ISOPERIBOL	1

Thermodynamics Research Center / ThermoML | Thermochimica Acta

Enthalpies and heat capacities of solution of methylpheophorbide, dioxidine and their conjugate in DMF at 298-318 K

Kustov, Andrey V., Antonova, Olga A., Smirnova, Nataliya L., Khudayeva, Irina S., Belykh, Dmitry V., Berezin, Dmitry B.

ABSTRACT