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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/REAXYS Number:
150294
EC Number:
218-799-1
MDL number:
MFCD00010557
UNSPSC Code:
12352202
PubChem Substance ID:
24898158
NACRES:
NA.77

biological source

synthetic

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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Pterin function in bacteria
Feirer N and Fuqua C
Pteridines, 18(1), 23-36 (2017)
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
Evaluation of Pterin, a Promising Drug Candidate from Cyanide Degrading Bacteria
Mahendran R, et al.
Current Microbiology, 75(6), 684-693 (2018)
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)
Photoinduced cleavage of plasmid DNA in the presence of pterin
Lorente C, et al.
Pteridines, 11(3), 100-105 (2000)
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