G11950

Guanine

98%

• Synonym(s): 2-Amino-1,7-dihydro-6H-purin-6-one, 2-Amino-6-hydroxypurine, 2-Aminohypoxanthine
• Empirical Formula (Hill Notation): C₅H₅N₅O
• CAS Number: 73-40-5
• Molecular Weight: 151.13
• Beilstein/REAXYS Number: 9680
• EC Number: 200-799-8
• MDL number: MFCD00071533
• UNSPSC Code: 12352005
• PubChem Substance ID: 24895050
• NACRES: NA.22

Properties

• assay: 98%
• mp: >300 °C (lit.)
• solubility: hydrochloric acid: soluble 5 M, clear to slightly hazy, colorless to faintly yellow-green
• SMILES string: NC1=Nc2[nH]cnc2C(=O)N1
• InChI: 1S/C5H5N5O/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11)
• InChI key: UYTPUPDQBNUYGX-UHFFFAOYSA-N

Description

General description

Adenine, cytosine, thymine and guanine are the four main nucleobases found in nucleic acids DNA and RNA. Guanine is a purine derivative. It is reported to assemble into square-planar groups that resemble macrocycles, in which the bases interact via hydrogen bonds. In DNA and RNA, stretches of guanine bases are reported to form stable four stranded helices in the presence of sodium or potassium ions. The electrochemical oxidation of guanine has been studied in aqueous media at various carbon electrodes. It reacts with peroxynitrite under physiological conditions to afford 8-nitroguanine.

Application

Guanine is suitable reagent used to investigate the mechanism of electrochemical oxidation of guanine and adenine using a glassy carbon microelectrode and cyclic and differential pulse voltammetry. It may be used in the preparation of mixed-sequence peptide nucleic acid (PNA) monomers.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• 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