60508-81-8

Basic information

• Product Name: Etheno-2'-deoxy-β-D-adenosine 5'-Monophosphate
• Synonyms: Etheno-2'-deoxy-β-D-adenosine 5'-Monophosphate;1,N6-Etheno-2'-deoxy-AMP;3-(2-Deoxy-5-O-phosphono-β-D-erythro-pentofuranosyl)-3H-iMidazo[2,1-i]purine
• CAS NO: 60508-81-8
• Molecular Formula: C12H14N5O6P
• Molecular Weight: 355.243221
• Product Categories: Bases & Related Reagents;Heterocycles;Intermediates & Fine Chemicals;Mutagenesis Research Chemicals;Nucleotides;Pharmaceuticals
• Mol File: 60508-81-8.mol
• Article Data: 2

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 2.08g/cm³
• Refractive Index: 1.878
• CAS DataBase Reference: Etheno-2'-deoxy-β-D-adenosine 5'-Monophosphate(CAS DataBase Reference)
• NIST Chemistry Reference: Etheno-2'-deoxy-β-D-adenosine 5'-Monophosphate(60508-81-8)
• EPA Substance Registry System: Etheno-2'-deoxy-β-D-adenosine 5'-Monophosphate(60508-81-8)

Safety Data

• Hazardous Substances Data: 60508-81-8(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 60508-81-8 differently. You can refer to the following data:
1. A phosphorylated adenosine derivative used as probes of the activator site of glycogen phosphorylase. Etheno-2'-deoxy-β-D-adenosine 5'-Monophosphate is used in method for detecting misincorporation during DNA synthesis.
2. A phosphorylated adenosine derivative used as probes of the activator site of glycogen phosphorylase. It is used in method for detecting misincorporation during DNA synthesis.

InChI:InChI=1/C12H14N5O6P/c18-7-3-9(23-8(7)4-22-24(19,20)21)17-6-14-10-11-13-1-2-16(11)5-15-12(10)17/h1-2,5-9,18H,3-4H2,(H2,19,20,21)/t7-,8+,9+/m0/s1

Upstream product

• 107-20-0 2-chloroethanal 
• 653-63-4 2'-deoxyadenosine-5'-monophosphoric acid 

Relevant articles and documents

A New One-Pot Fluorescence Derivatization Strategy for Highly Sensitive MicroRNA Analysis

MicroRNAs (miRNAs) modulate the expression of over 30 % of mammalian genes during development and apoptosis, and abnormal expression of miRNAs may lead to a range of human pathologies. Therefore, analysis of miRNAs is valuable for disease diagnostics. In this work, a novel one-pot fluorescence derivatization strategy was developed for miRNA analysis. The mechanism of the derivatization reaction was explored by using instrumental methods, including liquid chromatography, fluorescence spectroscopy, and mass spectrometry. Highly fluorescent N6-ethenoadenine (?-adenine) was formed and detached from the miRNA sequence through the reaction of adenine in nucleic acids with 2-chloroacetaldehyde (CAA) at 100 °C. This is the first experimental evidence that the cooperation of formed ?-adenine and water-mediated hydrogen-bond interaction between the proton at the 2′- and the oxyanion at 3′-positions stabilized the oxocarbenium significantly, which makes the depurination and derivatization of miRNA highly effective. Based on this derivatization strategy, a facile and sensitive high-performance liquid chromatography method was developed for quantitative assay of miRNAs. In combination with magnetic solid-phase extraction (MSPE), the HPLC method was shown to be useful for the determination of microRNAs at sub-picomolar level in serum samples.