Movatterモバイル変換


[0]ホーム

URL:


Jump to content
WikipediaThe Free Encyclopedia
Search

Phycourobilin

From Wikipedia, the free encyclopedia
Phycourobilin
Names
IUPAC name
3-[2-[(Z)-[3-(2-carboxyethyl)-5-[ [(2R)-4-ethyl-3-methyl-5-oxo-1,2-dihydropyrrol-2-yl]methyl]-4-methyl-2-pyrrolylidene]methyl]-5-[ [(2S)-3-ethyl-4-methyl-5-oxo-1,2-dihydropyrrol-2-yl]methyl]-4-methyl-1H-pyrrol-3-yl]propanoic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
UNII
  • InChI=1S/C33H42N4O6/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/h15,26-27,35H,7-14H2,1-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b28-15-/t26-,27+/m1/s1 checkY
    Key: KDCCOOGTVSRCHX-YYVBKQGDSA-N checkY
  • InChI=1/C33H42N4O6/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/h15,26-27,35H,7-14H2,1-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b28-15-/t26-,27+/m1/s1
    Key: KDCCOOGTVSRCHX-YYVBKQGDBH
  • CCC1=C(C(=O)N[C@H]1CC2=C(C(=C(N2)\C=C/3\C(=C(C(=N3)C[C@@H]4C(=C(C(=O)N4)CC)C)C)CCC(=O)O)CCC(=O)O)C)C
Properties
C33H42N4O6
Molar mass590.71
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
Chemical compound

Phycourobilin is an orangetetrapyrrole involved inphotosynthesis in cyanobacteria and red algae. This chromophore is bound to thephycobiliproteinphycoerythrin, the distal component of the light-harvesting system of cyanobacteria and red algae (phycobilisome).[1]

When bound to phycoerythrin, phycourobilin shows an absorption maximum around 495 nm. This chromophore is always a donor chromophore of phycoerythrins, since their acceptor chromophore is alwaysphycoerythrobilin. It can also be linked to the linker polypeptides of the phycobilisome, in which its precise role remains unclear.

Phycourobilin is found in marine phycobilisome containing organisms, allowing them to efficiently absorb blue-green light. In the ubiquitous marine cyanobacteriaSynechococcus, the amount of phycourobilin in the phycobilisomes is correlated to the ecological niche the cells inhabit: offshoreSynechococcus are quite phycourobililin-rich, while coastalSynechococcus contain very little or no phycourobilin. This represents a remarkable adaptation of the cyanobacterial light-harvesting system, as oceanic waters are relatively richer in blue light than onshore waters.

References

[edit]
  1. ^Vásquez-Suárez, Aleikar; Lobos-González, Francisco; Cronshaw, Andrew; Sepúlveda-Ugarte, José; Figueroa, Maximiliano; Dagnino-Leone, Jorge; Bunster, Marta; Martínez-Oyanedel, José (2018)."The γ33 subunit of R-phycoerythrin fromGracilaria chilensis has a typical double linked phycourobilin similar to β subunit".PLOS ONE.13 (4): e0195656.Bibcode:2018PLoSO..1395656V.doi:10.1371/journal.pone.0195656.PMC 5892909.PMID 29634783.
Betalains
Chlorophyll
Curcuminoids
Flavonoids
Carotenoids
Other
Bilanes
(Linear)
Phytobilins
Phycobilins
Macrocycle
Corrinoids
Porphyrins
Protoporphyrins
Phytoporphyrins
Reduced
porphyrins
Porphyrinogens
Chlorins
Bacteriochlorins
Isobacteriochlorins
Corphins
Retrieved from "https://en.wikipedia.org/w/index.php?title=Phycourobilin&oldid=1104918230"
Categories:
Hidden categories:

[8]ページ先頭

©2009-2025 Movatter.jp