Phycocyanobilin

Phycocyanobilin
Names
	IUPAC name 3-[(2Z,5E)-2-[[3-(2-carboxyethyl)-5-[(Z)-[(3R,4R)-3-ethyl-4-methyl-5-oxopyrrolidin-2-ylidene]methyl]-4-methyl-1H-pyrrol-2-yl]methylidene]-5-[(4-ethyl-3-methyl-5-oxopyrrol-2-yl)methylidene]-4-methylpyrrol-3-yl]propanoic acid
Identifiers
CAS Number	20298-86-6 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	4285356
ChEBI	CHEBI:48863;
ChemSpider	16736730;
PubChem CID	5288007;
	InChI InChI=1S/C33H40N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h13-15,19-20,34-35H,7-12H2,1-6H3,(H,37,42)(H,38,39)(H,40,41)/b24-13+,27-14-,28-15-/t19-,20-/m1/s1 Key: VUXLILWIGPBTLI-XPIJGMCFSA-N;
	SMILES CC[C@@H]\1[C@H](C(=O)N/C1=C\C2=C(C(=C(N2)/C=C\3/C(=C(/C(=C\C4=NC(=O)C(=C4C)CC)/N3)C)CCC(=O)O)CCC(=O)O)C)C;
Properties
Chemical formula	C33H38N4O6
Molar mass	586.69 g/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references

Phycocyanobilin is a blue phycobilin, i.e., a tetrapyrrole chromophore found in cyanobacteria and in the chloroplasts of red algae, glaucophytes, and some cryptomonads. Phycocyanobilin is present only in the phycobiliproteins allophycocyanin and phycocyanin, of which it is the terminal acceptor of energy. It is covalently linked to these phycobiliproteins by a thioether bond.

Phycocyanobilin, PCB, has the ability to bind to human serum albumin, HSA, protein found mainly in the blood of humans. This PCB-HCA complex benefits the structure of HSA, increasing the thermal stability of HSA, as well as increasing its ability to prevent against proteolytic activity of other proteins.^[1]

References[]

^ Radibratovic M, Minic S, Stanic-Vucinic D, Nikolic M, Milcic M, Cirkovic Velickovic T (2016-12-13). "Stabilization of Human Serum Albumin by the Binding of Phycocyanobilin, a Bioactive Chromophore of Blue-Green Alga Spirulina: Molecular Dynamics and Experimental Study". PLOS ONE. 11 (12): e0167973. Bibcode:2016PLoSO..1167973R. doi:10.1371/journal.pone.0167973. PMC 5154526. PMID 27959940.

Phycocyanobilin

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