41547-82-4

Usage

Uses

Used in Biochemical Research:
Adenosine-15N is used as a research tool for studying the role of adenosine in various biochemical processes. The application reason is that the nitrogen-15 isotope labeling allows for the tracking and analysis of adenosine's interactions and functions within biological systems.
Used in Pharmaceutical Industry:
Adenosine-15N is used as a compound in the development of pharmaceuticals targeting adenosine receptors. The application reason is that the isotope labeling can help in understanding the receptor binding and interaction mechanisms, which is crucial for designing effective drugs.
Used in Diagnostic Applications:
Adenosine-15N is used as a diagnostic agent in medical imaging and diagnostic tests. The application reason is that the nitrogen-15 isotope can be detected and distinguished from the natural abundance of nitrogen-14, providing a means to monitor adenosine-related processes in vivo.
Used in Neurobiology:
Adenosine-15N is used as a neurochemical probe in neurobiological research. The application reason is that adenosine plays a role in regulating neuronal activity, and the isotope labeling can help researchers investigate its effects on neurotransmission and neuromodulation.

Upstream product

• 157640-50-1 6-N⁶-Benzyl(6-⁽¹⁵⁾N)adenosine 
• 2004-06-0 6-Chloropurine riboside 

Downstream Products

• 197227-85-3 (15-NH2)-adenosine N1-oxide 

Relevant academic research and scientific papers

Binding of an Acetic Acid Ligand to Adenosine: A Low-Temperature NMR Study

Binding of an acetic acid (HAc) ligand to adenosine (A) was studied by 1H NMR spectroscopic techniques. Using a low-melting deuterated Freon mixture as solvent, liquid-state measurements could be performed in the slow exchange regime and allowe

Studies of the mechanisms of adduction of 2'-deoxyadenosine with styrene oxide and polycyclic aromatic hydrocarbon dihydrodiol epoxides

The mechanism of adduction of 2'-deoxyadenosine by styrene oxide and polycyclic aromatic hydrocarbon dihydrodiol epoxides has been explored using 15N6-labeled adenine nucleosides. The extent of reaction at N1 versus N6 was

4,4′-Dimethoxytrityl and 4,4′,4″-trimethoxytrityl as protecting groups for amino functions; selectivity for primary amino groups and application in 15N-labelling

4,4′-Dimethoxytrityl tetrafluoroborate (DMT+ BF4-) and 4,4′,4″-trimethoxytrityl tetrafluoroborate (TMT+ BF4-) are useful reagents for protecting primary and some secondary amines. Protected amines are obtained either by reaction of DMT+ BF4- or TMT+ BF4- with the amine or by alkylating DMT- or TMT-amine (available from DMT+ BF4- and TMT+ BF4- by treatment with ammonia). Alkylation of DMT- or TMT-amine stops after monoalkylation. Deprotection of the alkylated DMT- and TMT-amine is achieved by treatment with an acid of appropriate molarity (e.g. 0.1 M HCl in 1:1 tetrahydrofuran-water for TMT-amines). The value of the methodology described is illustrated by a synthesis of (15NH2) adenosine. X-Ray molecular structures of one DMT and two TMT derivatives are reported.

Use of a 13C atom to differentiate two 15N-labeled nucleosides

We report the first examples of the specifically 15N and 13C multilabeled nucleosides: [1,NH2-15N2]- and [2-13C-1,NH2-15N2-]- guanosine; [1,7,NH2-15N3]- and [2-13C-1,7,NH2-15N3]-2'- deoxyguanosine. In each set, the [13C] atom functions as a 'tag' that allows the N1 and N2 15N atoms of two 15N-labeled guanines to be unambiguously differentiated in RNA and DNA fragments. The syntheses employ high-yield reactions in which protecting groups are not required and use relatively low cost sources of isotopes: [15N]-ammonium chloride and [15N]- or [13C,15N]-potassium cyanide.

SIMULTANEOUS CONVERSION OF N-(1)-(2-AMINOETHYL)-ADENOSINE TO N6-(2-AMINOETHYL)ADENOSINE AND TRICYCLIC 1,N6-ETHANOADENOSINE UNDER MILD AQUEOUS CONDITIONS

Under mild aqueous conditions (50 deg C, pH range 6-7) N(1)-(2AE)-adenosine (2) can be converted to N6-(2AE)-adenosine (7) by Dimroth rearrangement at unexpectedly high rate.In a parallel reaction tricyclic 1,N6-ethanoadenosine (6) is formed.The latter reaction is new in heterocyclic organic chemistry and is strongly catalysed by the monoanions of phosphoric and arsenic acid and, less strongly, by the acetate anion.

A newly devised method for the debenzylation of N6-benzyladenosines. A convenient synthesis of [6-15N]-labeled adenosines

[6-15N]-Labeled adenosine was conveniently prepared from inosine (1a) by the silylation-benzylamination of 1a and subsequent oxidative debenzylation with ammonium peroxydisulfate in a pH 7.2 buffer solution.