| Identification | Back Directory | [Name]
phycocyanobilin | [CAS]
20298-86-6 | [Synonyms]
Spirullina
phycocyanobilin
3(E)-Phycocyanobilin
Phycocyanobilin - PCB
Phycocyanobilin (Microbial source)
21H-Biline-8,12-dipropanoic acid, 18-ethyl-3-ethylidene-1,2,3,19,22,24-hexahydro-2,7,13,17-tetramethyl-1,19-dioxo-, (2R,3E)-
(2R,3E,4Z,10Z,15Z)-18-Ethyl-3-ethylidene-1,2,3,19,22,24-hexahydro-2,7,13,17-tetramethyl-1,19-dioxo-21H-biline-8,12-dipropanoic acid
-[2-[(Z)-[(5E)-3-(2-carboxyethyl)-5-[(4-ethyl-3-methyl-5-oxo-pyrrol-2-yl)methylene]-4-methyl-pyrrol-2-ylidene]methyl]-5-[(Z)-[(3E,4R)-3-ethylidene-4-methyl-5-oxo-pyrrolidin-2-ylidene]methyl]-4-methyl-1H-pyrrol-3-yl]propanoic acid | [Molecular Formula]
C33H38N4O6 | [MDL Number]
MFCD22684686 | [MOL File]
20298-86-6.mol | [Molecular Weight]
586.69 |
| Chemical Properties | Back Directory | [Boiling point ]
892.1±65.0 °C(Predicted) | [density ]
1.31±0.1 g/cm3(Predicted) | [form ]
Solid | [pka]
4.47±0.10(Predicted) | [color ]
Blue to dark blue |
| Hazard Information | Back Directory | [Uses]
Phycocyanobilin, an orally active antioxidative agent, is an effective scavenger for various reactive oxygen species. Phycocyanobilin can be used for the research of Alzheimer’s disease[1][2][3]. | [Enzyme inhibitor]
This linear tetrapyrrole (FW = 559.64 g/mol) is a prosthetic group of blue, highly fluorescent photoreceptor pigments (phycocyanins) found in certain algae. It is soluble in water and polar organic solvents. Phycocyanins, found in Cyanophyta, are proteins, which typically contain three molecules of covalently bound phycocyanobilin per subunit. One molecule of phycocyanobilin is bound per molecule of allophycocyanin, found in Cyanophyta and Rhodophyta. Phycocyanins and their chromophore phycocyanobilin are peroxy radical scavengers and inhibits ONOO–- mediated biological effects. Target(s): cyclooxygenase-2, inhibited by C-phycocyanin and poorly by phycocyanobilin. | [in vivo]
Phycocyanobilin (15 mg/kg; p.o.; in diet for 2 weeks) shows antioxidant effects in type 2 diabetes mice[3]. | Animal Model: | Male C57BL/Ks J db/db mice, a rodent model for type 2 diabetes[3] | | Dosage: | 15 mg/kg | | Administration: | In diet for 2 weeks | | Result: | Significantly decreased blood glucose levels. Normalized the increases in urinary 8-OHdG and 8-epi-PGF2α levels, renal oxidative stress markers evaluated by renal 8-OHdG staining and DHE staining, Nox4 mRNA, and protein expression, as well as the mRNA levels of other NAD(P)H oxidase components, inflammatory markers and HO-1.
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| [References]
[1] Hirata T, et al. Antioxidant activities of phycocyanobilin prepared from Spirulina platensis. Journal of Applied Phycology, 2000, 12: 435-439.
[2] Matamoros BP, et al. Nutraceutical and therapeutic potential of Phycocyanobilin for treating Alzheimer's disease. J Biosci. 2021;46:42. PMID:34047285
[3] Zheng J, et al. Phycocyanin and phycocyanobilin from Spirulina platensis protect against diabetic nephropathy by inhibiting oxidative stress. Am J Physiol Regul Integr Comp Physiol. 2013 Jan 15;304(2):R110-20. DOI:10.1152/ajpregu.00648.2011 |
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