Pterorhodin

Pterorhodin
Names
	IUPAC name 2-Amino-7-[(E)-(2-amino-4,6-dioxo-5,8-dihydro-3H-pteridin-7-ylidene)methyl]-3,5-dihydropteridine-4,6-dione
Identifiers
CAS Number	6538-79-0 ;
3D model (JSmol)	Interactive image;
ChemSpider	107563089 ;
MeSH	pterorhodin
PubChem CID	136864975;
	InChI InChI=1S/C13H10N10O4/c14-12-20-6-4(10(26)22-12)18-8(24)2(16-6)1-3-9(25)19-5-7(17-3)21-13(15)23-11(5)27/h1H,(H,18,24)(H,19,25)(H3,14,16,20,22,26)(H4,15,17,21,23,27)/b3-1+ Key: STEFGLSLWLJVLH-HNQUOIGGSA-N;
	SMILES C(=C/1\C(=O)NC2=C(N1)N=C(NC2=O)N)\C3=NC4=C(C(=O)NC(=N4)N)NC3=O;
Properties
Chemical formula	C13H10N10O4
Molar mass	370.289 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Pterorhodin is a pteridine pigment found in animals and plants.^[1] It has been extracted in melanosomes of tree frogs, butterflies, and plants as a wine red pigment.^[2]^[3] In lemur tree frogs, pterorhodin allows skin to reflect the sun's heat.^[4]^[5] Pterorhodin gives pigment color to bristle worms^[6] and is found in the iris of multiple bird species including the red-eyed vireo^[7] and the common loon.^[8]

References

^ Ramakrishna Rao, K.; Meenakshisundaram, S.; Shanmugasundaram, E. R. B. (February 1967). "Formation and Identification of the Pigment Pterorhodin in a Mutant of Fusarium vasinfectum Atk". Nature. 213 (5075): 503–504. Bibcode:1967Natur.213..503R. doi:10.1038/213503a0. S2CID 4200675.
^ Bagnara, Joseph T. (October 2003). "Enigmas of Pterorhodin, a Red Melanosomal Pigment of Tree Frogs". Pigment Cell Research. 16 (5): 510–516. doi:10.1034/j.1600-0749.2003.00075.x. PMID 12950730.
^ Russell, Peter B.; Purrmann, Robert; Schmitt, Werner; Hitchings, George H. (October 1949). "The Synthesis of Pterorhodin (Rhodopterin)". Journal of the American Chemical Society. 71 (10): 3412–3416. doi:10.1021/ja01178a042.
^ Schwalm, Patricia Ann (1981). Ultrastructural correlates to infrared reflectance in New World treefrogs (PhD). The University of Chicago.
^ Blount, Christopher C. (2018). Near infrared reflectance in Anura (Thesis). The University of Manchester (United Kingdom).
^ Viscontini, M.; Hummel, W.; Fischer, A. (1970). "Pigmente von Nereiden (Annelida, Polychaeten). 1., Vorläufige Mitteilung. Isolierung von Pterindimeren aus den Augen von Platynereis dumerilii (Audouin & Milne Edwards) 1833". Helvetica Chimica Acta. 53 (5): 1207–1209. doi:10.1002/hlca.19700530538.
^ Hudon, Jocelyn; Muir, Alister D. (April 1996). "Characterization of the Reflective Materials and Organelles in the Bright Irides of North American Blackbirds (Icterinae)". Pigment Cell Research. 9 (2): 96–104. doi:10.1111/j.1600-0749.1996.tb00096.x. PMID 8857673.
^ Andrade, Pedro; Carneiro, Miguel (August 2021). "Pterin-based pigmentation in animals". Biology Letters. 17 (8): 20210221. doi:10.1098/rsbl.2021.0221. PMC 8370806. PMID 34403644. S2CID 237154759.

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[1] Ramakrishna Rao, K.; Meenakshisundaram, S.; Shanmugasundaram, E. R. B. (February 1967). "Formation and Identification of the Pigment Pterorhodin in a Mutant of Fusarium vasinfectum Atk". Nature. 213 (5075): 503–504. Bibcode:1967Natur.213..503R. doi:10.1038/213503a0. S2CID 4200675.

[2] Bagnara, Joseph T. (October 2003). "Enigmas of Pterorhodin, a Red Melanosomal Pigment of Tree Frogs". Pigment Cell Research. 16 (5): 510–516. doi:10.1034/j.1600-0749.2003.00075.x. PMID 12950730.

[3] Russell, Peter B.; Purrmann, Robert; Schmitt, Werner; Hitchings, George H. (October 1949). "The Synthesis of Pterorhodin (Rhodopterin)". Journal of the American Chemical Society. 71 (10): 3412–3416. doi:10.1021/ja01178a042.

[4] Schwalm, Patricia Ann (1981). Ultrastructural correlates to infrared reflectance in New World treefrogs (PhD). The University of Chicago.

[5] Blount, Christopher C. (2018). Near infrared reflectance in Anura (Thesis). The University of Manchester (United Kingdom).

[6] Viscontini, M.; Hummel, W.; Fischer, A. (1970). "Pigmente von Nereiden (Annelida, Polychaeten). 1., Vorläufige Mitteilung. Isolierung von Pterindimeren aus den Augen von Platynereis dumerilii (Audouin & Milne Edwards) 1833". Helvetica Chimica Acta. 53 (5): 1207–1209. doi:10.1002/hlca.19700530538.

[7] Hudon, Jocelyn; Muir, Alister D. (April 1996). "Characterization of the Reflective Materials and Organelles in the Bright Irides of North American Blackbirds (Icterinae)". Pigment Cell Research. 9 (2): 96–104. doi:10.1111/j.1600-0749.1996.tb00096.x. PMID 8857673.

[8] Andrade, Pedro; Carneiro, Miguel (August 2021). "Pterin-based pigmentation in animals". Biology Letters. 17 (8): 20210221. doi:10.1098/rsbl.2021.0221. PMC 8370806. PMID 34403644. S2CID 237154759.

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