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Revision as of 21:17, 11 August 2011 editCheMoBot (talk | contribs)Bots141,565 edits Updating {{chembox}} (no changed fields - added verified revid - updated 'DrugBank_Ref', 'UNII_Ref', 'ChEMBL_Ref', 'ChEBI_Ref', 'ChEBI_Ref') per Chem/Drugbox validation (report [[Wikipedia_talk:W		Latest revision as of 02:40, 26 January 2023 edit Citation bot (talk | contribs)Bots5,429,899 edits Add: pmc. | Use this bot. Report bugs. | Suggested by Corvus florensis | #UCB_webform 314/559
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			{{Short description|Pteridine pigment}}
	{{chembox		{{chembox
	| verifiedrevid = 422487554		| verifiedrevid = 444334205
	|ImageFile=Biopterin.svg		| ImageFile = Pterorhodin.png
	|ImageSize=		| ImageSize =
			| ImageAlt =
	|IUPACName= 2-Amino-6-(1,2-dihydroxypropyl)-1''H''-pteridin-4-one
			| ImageFile1 =
⚫	|OtherNames=
			| ImageSize1 =
⚫	|Section1= {{Chembox Identifiers
			| ImageAlt1 =
⚫	| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
			| IUPACName= 2-Amino-7--3,5-dihydropteridine-4,6-dione
⚫	| ChemSpiderID = 392795
		⚫	| OtherNames=
		⚫	|Section1={{Chembox Identifiers
		⚫	| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
		⚫	| ChemSpiderID = 107563089
			| EC_number =
	| KEGG_Ref = {{keggcite|correct|kegg}}		| KEGG_Ref = {{keggcite|correct|kegg}}
	| KEGG = C06313		| KEGG =
	| InChI = 1/C9H11N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h2-3,6,15-16H,1H3,(H3,10,11,13,14,17)		| 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+
	| InChIKey = LHQIJBMDNUYRAM-UHFFFAOYAC		| InChIKey = STEFGLSLWLJVLH-HNQUOIGGSA-N
	| InChI1 = 1/C9H11N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h2-3,6,15-16H,1H3,(H3,10,11,13,14,17)/t3-,6-/m0/s1
	| InChIKey1 = LHQIJBMDNUYRAM-DZSWIPIPBD
	| SMILES1 = O=C2\N=C(/Nc1ncc(nc12)(O)(O)C)N
	| StdInChI_Ref = {{stdinchicite|correct|chemspider}}		| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
			| StdInChI =
	| StdInChI = 1S/C9H11N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h2-3,6,15-16H,1H3,(H3,10,11,13,14,17)/t3-,6-/m0/s1
	| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}		| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
	| StdInChIKey = LHQIJBMDNUYRAM-DZSWIPIPSA-N		| StdInChIKey =
			| CASNo_Ref = {{cascite|correct|??}}
	| CASNo=22150-76-1		| CASNo=6538-79-0
⚫	| PubChem = 445040
			| UNII_Ref = {{fdacite|correct|FDA}}
	| SMILES = O=C2\N=C(/Nc1ncc(nc12)C(O)C(O)C)N
			| UNII =
⚫	| MeSHName=Biopterin
		⚫	| PubChem = 136864975
			| SMILES = C(=C/1\C(=O)NC2=C(N1)N=C(NC2=O)N)\C3=NC4=C(C(=O)NC(=N4)N)NC3=O
		⚫	| MeSHName=pterorhodin
	}}		}}
	|Section2= {{Chembox Properties		|Section2={{Chembox Properties
			| C=13 | H=10 | N=10 | O=4
	| Formula=C<sub>9</sub>H<sub>11</sub>N<sub>5</sub>O<sub>3</sub>
			| Appearance=
	| MolarMass=237.216 g/mol
	| Appearance=		| Density=
	| Density=		| MeltingPt=
	| MeltingPt=		| BoilingPt=
	| BoilingPt=		| Solubility=
	| Solubility=
	}}		}}
	|Section3= {{Chembox Hazards		|Section3={{Chembox Hazards
	| MainHazards=		| MainHazards=
	| FlashPt=		| FlashPt=
			| AutoignitionPt =
	| Autoignition=
	}}		}}
	}}		}}
			'''Pterorhodin''' is a ] pigment found in animals and plants.<ref>{{cite journal |last1=Ramakrishna Rao |first1=K. |last2=Meenakshisundaram |first2=S. |last3=Shanmugasundaram |first3=E. R. B. |title=Formation and Identification of the Pigment Pterorhodin in a Mutant of ''Fusarium vasinfectum'' Atk. |journal=Nature |date=February 1967 |volume=213 |issue=5075 |pages=503–504 |doi=10.1038/213503a0|bibcode=1967Natur.213..503R |s2cid=4200675 }}</ref> It has been extracted in ]s of tree frogs, butterflies, and plants as a ] pigment.<ref>{{cite journal |last1=Bagnara |first1=Joseph T. |title=Enigmas of Pterorhodin, a Red Melanosomal Pigment of Tree Frogs |journal=Pigment Cell Research |date=October 2003 |volume=16 |issue=5 |pages=510–516 |doi=10.1034/j.1600-0749.2003.00075.x|pmid=12950730 }}</ref><ref>{{cite journal |last1=Russell |first1=Peter B. |last2=Purrmann |first2=Robert |last3=Schmitt |first3=Werner |last4=Hitchings |first4=George H. |title=The Synthesis of Pterorhodin (Rhodopterin) |journal=Journal of the American Chemical Society |date=October 1949 |volume=71 |issue=10 |pages=3412–3416 |doi=10.1021/ja01178a042}}</ref> In ], pterorhodin allows skin to reflect the sun's heat.<ref>{{cite thesis|last1=Schwalm|first1=Patricia Ann|year=1981|title=Ultrastructural correlates to infrared reflectance in New World treefrogs|publisher=The University of Chicago|type=PhD}}</ref><ref>{{cite thesis|last1=Blount|first1=Christopher C. |year=2018|title=Near infrared reflectance in Anura|publisher=The University of Manchester (United Kingdom)}}</ref> Pterorhodin gives pigment color to ]<ref>{{cite journal |last1=Viscontini |first1=M. |last2=Hummel |first2=W. |last3=Fischer |first3=A. |title=Pigmente von Nereiden (''Annelida'', Polychaeten). 1., Vorläufige Mitteilung. Isolierung von Pterindimeren aus den Augen von ''Platynereis dumerilii'' (Audouin & Milne Edwards) 1833 |journal=Helvetica Chimica Acta |date=1970 |volume=53 |issue=5 |pages=1207–1209 |doi=10.1002/hlca.19700530538}}</ref> and is found in the iris of multiple bird species including the ]<ref>{{cite journal |last1=Hudon |first1=Jocelyn |last2=Muir |first2=Alister D. |title=Characterization of the Reflective Materials and Organelles in the Bright Irides of North American Blackbirds (Icterinae) |journal=Pigment Cell Research |date=April 1996 |volume=9 |issue=2 |pages=96–104 |doi=10.1111/j.1600-0749.1996.tb00096.x |pmid=8857673}}</ref> and the ].<ref>{{cite journal |last1=Andrade |first1=Pedro |last2=Carneiro |first2=Miguel |title=Pterin-based pigmentation in animals |journal=Biology Letters |date=August 2021 |volume=17 |issue=8 |pages=20210221 |doi=10.1098/rsbl.2021.0221|pmid=34403644 |pmc=8370806 |s2cid=237154759 }}</ref>
	'''Biopterin''' is a ] that is produced within the body.
	It is an oxidized degradation product of ].
	Defects in biopterin synthesis or regeneration can cause a form of ] (a disease with symptoms similar to ]) <ref></ref>.
	Biopterin is synthesized in several parts of the body, including the pineal gland<ref></ref>.
	Biopterin deficiency has been associated with a variety of disorders, including ] <ref></ref> and ]<ref name="SciAmApr07">Rodney E. Willoughby, Jr., "A Cure for Rabies?" ''Scientific American'', V. 256, No. 4, April 2007, p. 95 ()</ref>.
	==References==		==References==
			{{reflist}}
	<references />
			{{Authority control}}
	]
	]		]
	{{biochem-stub}}		{{heterocyclic-stub}}
	]
	]
	]