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P1132

Sigma-Aldrich

Pterine

~95%

Synonym(s):

2-Amino-4-hydroxypteridine, 2-Amino-4-oxodihydropteridine

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About This Item

Empirical Formula (Hill Notation):
C6H5N5O
CAS Number:
2236-60-4
Molecular Weight:
163.14
Beilstein:
150294
EC Number:
218-799-1
MDL number:
MFCD00010557
UNSPSC Code:
12352202
PubChem Substance ID:
24898158
NACRES:
NA.77

biological source

synthetic

Quality Level

200

Assay

~95%

form

powder

storage temp.

2-8°C

SMILES string

Nc1nc(O)c2nccnc2n1

InChI

1S/C6H5N5O/c7-6-10-4-3(5(12)11-6)8-1-2-9-4/h1-2H,(H3,7,9,10,11,12)

InChI key

HNXQXTQTPAJEJL-UHFFFAOYSA-N

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Application

Pterine has been used:
  • in photochemicals assay for inducing DNA damage
  • as a substrate in xanthine oxidase assay
  • as a standard in thin layer chromatography (TLC) for quantifying pterine from microbes

Biochem/physiol Actions

Pterine consists of pyrazine and pyrimidine with substitutions in keto and amino group. Pterine is present in all organisms including cyanobacteria. It acts as a cofactor for redox enzymes and serves as a precursor for folic acid synthesis. Pterine from the butterfly wings absorb light and elicit incoherent scattering. Pterine induces alterations in DNA by hydroxylation of deoxyguanosine.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Febuxostat, an inhibitor of xanthine oxidase, suppresses lipopolysaccharide-induced MCP-1 production via MAPK phosphatase-1-mediated inactivation of JNK
Nomura J, et al.
PLoS ONE, 8(9), e75527-e75527 (2013)
Colors and pterin pigmentation of pierid butterfly wings
Wijnen B, et al.
Journal of Insect Physiology, 53(12), 1206-1217 (2007)
Andrea Sariego-Jamardo et al.
Pediatric neurology, 53(5), 422-426 (2015-10-18)
The mechanisms of the ketogenic diet remain unclear, but several predictors of response have been proposed. We aimed is to study the relationship between the etiology of epilepsy, cerebrospinal fluid neurotransmitters, pterins, and amino acids, and response to a ketogenic
Pterin function in bacteria
Feirer N and Fuqua C
Pteridines, 18(1), 23-36 (2017)
C l'Hélias et al.
Mutation research, 128(2), 147-152 (1984-09-01)
The experiments described in this paper show that synthetic pteridines, especially biopterin and pterin, injected directly into Drosophila melanogaster induce recessive lethals. On the contrary, D-neopterin seems to have little effect. A mutagenic effect has previously been shown for an
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