Deuteroporphyrin IX dihydrochloride

Product Number: D510-9; CAS Number: 68929-05-5

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Deuteroporphyrin IX dihydrochloride 3,7,12,17-Tetramethyl-21H,23H-porphine-2,18-dipropionic acid dihydrochloride CAS: 68929-05-5 MDL: MFCD00058926

Molecular weight: 581.490

Molecular Formula: C30H30Cl2N4O

CAS Number: 68929-05-5

Storage: Store at room temperature, protect from light.

Synonyms: 3,3′-(3,7,12,17-Tetramethyl-2,18-porphinediyl)dipropanoic acid dihydrochloride, 2,18-Porphinedipropanoic acid, 3,7,12,17-tetramethyl-, hydrochloride (1:2), 273-037-5, 3,3′-(3,7,12,17-Tetramethyl-2,18-porphindiyl)dipropansäuredihydrochlorid, 3,3′-(3,7,12,17-Tetramethyl-2,18-porphinediyl)dipropanoic acid dihydrochloride, 68929-05-5, Acide 3,3′-(3,7,12,17-tétraméthyl-2,18-porphinediyl)dipropanoïque, dichlorhydrate, 3,7,12,17-tetramethyl-21H,23H-porphine-2,18-dipropionic acid dihydrochloride

Fields of Interest: Photosensitizers, natural porphyrins

Background: Deuteroporphyrin IX dihydrochloride is a naturally derived porphyrin specialty chemical manufactured by Frontier Specialty Chemicals. Oxidation of deuteroporphyrin by horse radish peroxidase produces two novel chlorin derivatives.1 Deuteroporphyrin IX was found to photodynamically inactivate Staphylococcus aureus.2 Deuteroporphyrin IX is an analogue of protoporphyrin IX that is much more soluble and stable and can be converted to deuteroheme (an analogue of heme) by the ferrochelatase enzyme but cannot be incorporated into hemoproteins.3

References:

1.) Pont, Formation of Chlorins by Oxidation of Deuteroporphyrin with Horseradish PeroxidaseTetrahedron Letters Volume 38, Issue 36, 8 September 1997, Pages 6383-6384. https://doi.org/10.1016/S0040-4039(97)01446-9

2.) Nitzan, et al. The mechanism of photodynamic inactivation of Staphylococcus aureus by deuteroporphyrin. Current Microbiology volume 19pages 265–269 (1989).

3.) Bouchez, et al. “Labile” heme critically regulates mitochondrial biogenesis through the transcriptional co-activator Hap4p in Saccharomyces cerevisiae. JBC VOLUME 295, ISSUE 15, P5095-5109, APRIL 2020. https://doi.org/10.1074/jbc.RA120.012739

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Categories

Porphyrins

Purity %

>97%

Molecular Formula

C30H32Cl2N4O4

Molecular Weight

583.51

CAS #

68929-05-5

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