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Pteridine information


Pteridine
Skeletal formula of pteridine
Pteridine molecule
C=black, H=white, N=blue
Pteridine molecule
C=black, H=white, N=blue
Names
Preferred IUPAC name
Pteridine[1]
Identifiers
CAS Number
  • 91-18-9 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:27601 ☒N
ChemSpider
  • 1014 ☒N
KEGG
  • C07581 ☒N
PubChem CID
  • 1043
UNII
  • 6EZF26XQ81 checkY
CompTox Dashboard (EPA)
  • DTXSID60238347 Edit this at Wikidata
InChI
  • InChI=1S/C6H4N4/c1-2-9-6-5(8-1)3-7-4-10-6/h1-4H ☒N
    Key: CPNGPNLZQNNVQM-UHFFFAOYSA-N ☒N
  • InChI=1/C6H4N4/c1-2-9-6-5(8-1)3-7-4-10-6/h1-4H
    Key: CPNGPNLZQNNVQM-UHFFFAOYAU
SMILES
  • C1=CN=C2C(=N1)C=NC=N2
Properties
Chemical formula
C6H4N4
Molar mass 132.126 g·mol−1
Melting point 139.5 °C (283.1 °F; 412.6 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Pteridine is an aromatic organic compound composed of fused pyrimidine and pyrazine rings. Pteridines also constitute a group of heterocyclic compounds containing a wide variety of substituents on this parent structure. Pterins and flavins are classes of substituted pteridines that have diverse biological roles.[2]

Synthesis of pteridine from 4,5-diaminopyrimidine and glyoxal
  1. ^ International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 212. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
  2. ^ Kritsky, M. S; Telegina, T. A; Vechtomova, Y. L; Kolesnikov, M. P; Lyudnikova, T. A; Golub, O. A (2010). "Excited flavin and pterin coenzyme molecules in evolution". Biochemistry. Biokhimiia. 75 (10): 1200–16. doi:10.1134/s0006297910100020. PMID 21166638. S2CID 19455034.

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Pteridine

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Pteridine is an aromatic organic compound composed of fused pyrimidine and pyrazine rings. Pteridines also constitute a group of heterocyclic compounds...

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Pteridine oxidase

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In enzymology, a pteridine oxidase (EC 1.17.3.1) is an enzyme that catalyzes the chemical reaction 2-amino-4-hydroxypteridine + O2 ⇌ {\displaystyle \rightleftharpoons...

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Pteridine reductase

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In enzymology, a pteridine reductase (EC 1.5.1.33) is an enzyme that catalyzes the chemical reaction 5,6,7,8-tetrahydrobiopterin + 2 NADP+ ⇌ {\displaystyle...

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Eye color

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many bird species result from the presence of other pigments, such as pteridines, purines, and carotenoids. Humans and other animals have many phenotypic...

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Chromatophore

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pteridine pigments are named xanthophores; those with mainly red/orange carotenoids are termed erythrophores. However, vesicles containing pteridine and...

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Dihydrobiopterin

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Dihydrobiopterin (BH2) is a pteridine compound produced in the synthesis of L-DOPA, dopamine, serotonin, norepinephrine and epinephrine. It is restored...

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Pterin

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Pterin is a heterocyclic compound composed of a pteridine ring system, with a "keto group" (a lactam) and an amino group on positions 4 and 2 respectively...

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Folate

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distinct chemical moieties linked together. A pterin (2-amino-4-hydroxy-pteridine) heterocyclic ring is linked by a methylene bridge to a p-aminobenzoyl...

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Albinism

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erythrophores (red): contain reddish pigments such as carotenoids and pteridine melanophores (black/brown): contain black and brown pigments such as the...

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Isoalloxazine

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is used to attach various flavin groups It has a similar structure to pteridines which has two interconnected rings. Isoalloxazine was first obtained in...

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Riboflavin

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IUPAC name 7,8-Dimethyl-10-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]benzo[g]pteridine-2,4-dione CAS Number 83-88-5  Y PubChem CID 493570 IUPHAR/BPS 6578 DrugBank...

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Theophylline

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PMID 27320965. S2CID 40014874. Pfleiderer W (February 2008). "Pteridines. Part CXIX. A New Pteridine–Purine Transformation". Helvetica Chimica Acta. 91 (2):...

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Flavin group

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proteins, NADH dehydrogenase, E.coli nitroreductase and old yellow enzyme. Pteridine Pterin Deazaflavin (5-deazaflavin) Michaelis L, Schubert MP, Smythe CV...

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Tetrahydrobiopterin

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Chemically, its structure is that of a (dihydropteridine reductase) reduced pteridine derivative (quinonoid dihydrobiopterin).[citation needed] Tetrahydrobiopterin...

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Drosophila melanogaster

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produce or synthesize pteridine (red) pigments, due to a point mutation on chromosome II. When the mutation is homozygous, the pteridine pigments are unable...

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Phenylalanine hydroxylase

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hydroxylases, a class of monooxygenase that uses tetrahydrobiopterin (BH4, a pteridine cofactor) and a non-heme iron for catalysis. During the reaction, molecular...

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Microsporum canis

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tissues to fluoresce bright green Fluorescence is attributed to metabolite pteridine, which is produced by the fungus in actively growing hairs. Infected hairs...

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Triamterene

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Triamterene (traded under names such as Dyrenium and Dytac) is a potassium-sparing diuretic often used in combination with thiazide diuretics for the treatment...

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Alkylglycerol monooxygenase

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subclass of ether lipids. This enzyme was first described in 1964 as a pteridine-dependent ether lipid cleaving enzyme. In 2010 finally, the gene coding...

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Frilled lizard

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add to the display. Colouration is mainly created by carotenoids and pteridine pigments; lizards with red and orange frills have more carotenoids than...

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C6H4N4

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C6H4N4 (molar mass: 132.12 g/mol, exact mass: 132.0436 u) may refer to: Pteridine Tricyanoaminopropene (TRIAP) This set index page lists chemical structure...

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Xanthopterin

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convert it into folic acid. It is the end product of a non-conjugated pteridine compound and inhibits the growth of lymphocytes produced by concanavalin...

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Pterorhodin

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Pterorhodin is a pteridine pigment found in animals and plants. It has been extracted in melanosomes of tree frogs, butterflies, and plants as a wine...

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Sepiapterin

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2-amino-6-[(2S)-2-hydroxypropanoyl]-7,8-dihydro-1H-pteridin-4-one, is a member of the pteridine class of organic chemicals. Sepiapterin can be metabolized into tetrahydrobiopterin...

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Neopterin

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compound belonging to the pteridine class of heterocyclic compounds. Neopterin belongs to the chemical group known as pteridines. It is synthesised by human...

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Lumiflavin

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Lumiflavin Names Preferred IUPAC name 7,8,10-Trimethylbenzo[g]pteridine-2,4(3H,10H)-dione Other names Lumilactoflavin Identifiers CAS Number 1088-56-8 Y...

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Rowena Green Matthews

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(eds.). Chemistry and Biology of Pteridines and Folates Proceedings of the 12th International Symposium on Pteridines and Folates, National Institutes...

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Surugatoxin

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9-dihydroxy-9-methyl-1,2',3,10-tetraoxo-spiro[4,5,6,7-tetrahydropyrido[1,2-f]pteridine-8,3'-indoline]-7-carboxylate. It is insoluble in organic solvents and...

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Nucleic acid analogue

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1016/S0021-9258(18)91833-8. PMID 5767305. Hawkins ME (2001). "Fluorescent pteridine nucleoside analogs: a window on DNA interactions". Cell Biochemistry and...

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