103408-45-3

Basic information

• Product Name: pyrimido(1,2-a)purin-10(1H)-one
• Synonyms: pyrimido(1,2-a)purin-10(1H)-one
• CAS NO: 103408-45-3
• Molecular Formula: C513C3H5N5O
• Molecular Weight: 187.16
• Product Categories: Bases & Related Reagents;Heterocycles;Isotope Labelled Compounds;Nucleotides
• Mol File: 103408-45-3.mol
• Article Data: 4

Chemical Properties

• Melting Point: >179°C (Dec.)
• Boiling Point: 561.5°Cat760mmHg
• Flash Point: 293.4°C
• Appearance: /
• Density: 1.82g/cm³
• Vapor Pressure: 1.23E-12mmHg at 25°C
• Refractive Index: 1.926
• Storage Temp.: -20°C Freezer
• Solubility: Acetonitrile (Slightly), DMSO (Slightly), Methanol (Slightly)
• PKA: 11.23±0.20(Predicted)
• CAS DataBase Reference: pyrimido(1,2-a)purin-10(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: pyrimido(1,2-a)purin-10(1H)-one(103408-45-3)
• EPA Substance Registry System: pyrimido(1,2-a)purin-10(1H)-one(103408-45-3)

Safety Data

• Hazardous Substances Data: 103408-45-3(Hazardous Substances Data)

Usage

Chemical Properties

Yellow Solid

Uses

Different sources of media describe the Uses of 103408-45-3 differently. You can refer to the following data:
1. Labelled M1G. M1G is a secondary DNA damage product arising from primary reactive oxygen species (ROS) damage to membrane lipids or deoxyribose. ldehyde with DNA.
2. M1G is a secondary DNA damage product arising from primary reactive oxygen species (ROS) damage to membrane lipids or deoxyribose. NA.
3. M1G is a secondary DNA damage product arising from primary reactive oxygen species (ROS) damage to membrane lipids or deoxyribose. It is a guanine adduct formed by reaction of malondialdehyde with DNA.

InChI:InChI=1/C8H5N5O/c14-7-5-6(11-4-10-5)12-8-9-2-1-3-13(7)8/h1-4H,(H,10,11)

Upstream product

• 73-40-5 2-amino-1,9-dihydro-6H-purin-6-one 
• 122-31-6 malondialdehyde bis(diethyl acetal) 
• 635-39-2 Guanine hydrochloride 
• 86030-90-2 β-(p-nitrophenoxy)acrolein 
• 542-78-9 Malondialdehyde 

Downstream Products

• 261159-27-7 3-{5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-3H-1,3,4,5,8a-pentaaza-cyclopenta[b]naphthalen-9-one 

Relevant articles and documents

Reaction of Malondialdehyde with Guanine Nucleosides: Formation of Adducts Containing Oxadiazabicyclononene Residues in the Base-Pairing Region

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Analysis of M1G-dR in DNA by aldehyde reactive probe labeling and liquid chromatography tandem mass spectrometry

A novel method for the measurement of pyrimido[1,2-α]purin-10(3H)one (M1G) has been developed. Previous methods for analysis of M 1G have been confounded by the fact that this lesion exists in equilibrium between a ring-closed form and a ring-opened aldehyde form. Poor detection sensitivity of the aldehydic form can result from loss of the adduct during analysis by its reaction with amines or proteins. We utilized the aldehyde reactive probe (ARP) to produce a stable ARP-M1G-deoxyribose (ARP-M1G-dR) conjugate to minimize adduct loss. This conjugate has increased the hydrophobicity that enhances separation of ARP-M1G-dR from unmodified DNA nucleosides by using solid phase extraction. In addition, measuring ARP-M1G-dR by selective reaction monitoring (SRM) of the [ARP-M1G-dR + H]+ (635) → [M1G + H] + (188) transition increases the detection sensitivity by nearly an order of magnitude relative to the measurement of M1G-dR by SRM. For accurate measurement, analytical standard (AS) DNA and internal standard (IS) DNA were used. High purity 15N-labeled DNA was isolated from Escherichia coli that had been grown in minimum salt medium containing ( 15NH4)SO4. The 15N-DNA and calf thymus DNA were treated with malondialdehyde to induce a high number of M 1G adducts to prepare the IS and AS DNA, respectively. A consistent calibration curve was established from the analysis of 200 μg of blank DNA, 23 ng of IS DNA (400 fmol of 15N5-M1G-dR), and AS DNA containing 0-810 fmol of M1G-dR. With the use of this novel IS DNA and selective labeling, this assay is a useful tool for monitoring oxidative stress-induced DNA damage from small amounts of DNA without the need of a specific antibody or laborious procedures. By this assay, two M 1G adducts/108 guanines can readily be detected. Furthermore, this approach should be applicable to the analysis of other aldehydic DNA adducts as well as the measurement of an array of DNA lesions.