Uroporphyrin III

Catalog#: URO3

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Uroporphyrin III

URO3 SDS

See related porphyria research compounds:

Molecular Formula: C40H44N4O16

CAS#: 1976-85-8

SMILES: C1C2=C(C(=C(N2)CC3=C(C(=C(N3)CC4=C(C(=C(N4)CC5=C(C(=C1N5)CCC(=O)O)CC(=O)O)CC(=O)O)CCC(=O)O)CC(=O)O)CCC(=O)O)CC(=O)O)CCC(=O)O

MDL#: N/A

Catalog#: URO3 

Molecular weight: 836.795 g/mol

Fields of Interest: Uroporphyrin III is an important analyte used in the diagnosis of porphyria diseases and is the oxidized porphyrin form of Uroporphyrinogen III. The presence of Uroporphyrin III in biological samples indicates a malfunction of the heme biosynthesis pathway.

Background & Applications: Uroporphyrin III is a porphyrin that occurs in nature. This is an important analyte used in the determination of porphyria diseases.

Appearance: Dark purple solid 

Purity: ≥95% Uroporphyrin, ≥90% Uroporphyrin III

Storage: −20 °C

Solubility: Soluble in basic aqueous media (pH >9.5) or in highly acidic media (pH <2). Beware that when dissolved in highly acidic aqueous solutions there may be some degradation of the uroporphyrin to form decarboxylated byproducts.

Literature: 

Harada, Y.; Murayama, Y.; Takamatsu, T.; Otsuji, E.; Tanaka, H. 5-Aminolevulinic Acid-Induced Protoporphyrin IX Fluorescence Imaging for Tumor Detection: Recent Advances and Challenges. Int. J. Mol. Sci. 2022, 23, 6478. https://doi.org/10.3390/ijms23126478 

Kiening, M.; Lange, N. A Recap of Heme Metabolism towards Understanding Protoporphyrin IX Selectivity in Cancer Cells. Int. J. Mol. Sci. 2022, 23, 7974. https://doi.org/10.3390/ijms23147974 

Di Pierro, E.; De Canio, M.; Mercadante, R.; Savino, M.; Granata, F.; Tavazzi, D.; Nicolli, A.M.; Trevisan, A.; Marchini, S.; Fustinoni, S. Laboratory Diagnosis of Porphyria. Diagnostics 2021, 11, 1343. https://doi.org/10.3390/diagnostics11081343 

Phillips, J. D Heme Biosynthesis and the Porphyrias Molecular Genetics and Metabolism 2019, 3, 164-177. https://doi.org/10.1016/j.ymgme.2019.04.008 

Categories

Porphyrins

Scaffold/Subcategory

Natural Porphyrins and Derivatives

CAS #

1976-85-8

Purity %

>95% Uroporphyrin, >90% Uroporphyrin III

Smiles

C1C2=C(C(=C(N2)CC3=C(C(=C(N3)CC4=C(C(=C(N4)CC5=C(C(=C1N5)CCC(=O)O)CC(=O)O)CC(=O)O)CCC(=O)O)CC(=O)O)CCC(=O)O)CC(=O)O)CCC(=O)O

Molecular Weight

836.795

Molecular Formula

C40H44N4O16

Functional Groups

Carboxylic Acid

Porphyrin Family

Free Base Porphyrins, Uroporphyrin Derivatives

Porphyrin Substitution

Beta Substituted Porphyrins

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