60858-95-9

Usage

Uses

Used in Pharmaceutical Industry:
DIAZALD(R)-N-METHYL-13C is used as a synthetic intermediate for the development and production of pharmaceutical drugs. Its stable isotope labeling allows for the precise tracking of drug metabolism and distribution within the body, aiding in the optimization of drug efficacy and safety.
Used in Research for Isotope Labeling Studies:
In research, DIAZALD(R)-N-METHYL-13C serves as an isotope-labeled compound for isotope labeling studies. It enables researchers to monitor the behavior of specific molecules and reactions, providing valuable insights into biochemical processes and mechanisms.
Used in Organic Chemistry Research:
DIAZALD(R)-N-METHYL-13C is utilized in organic chemistry research as a reagent or intermediate in the synthesis of various organic compounds. Its stable isotope labeling facilitates the study of reaction mechanisms and the elucidation of reaction pathways.
Used in Biochemistry Research:
In biochemistry, DIAZALD(R)-N-METHYL-13C is employed for the synthesis of labeled biomolecules, such as proteins, nucleic acids, and lipids. The incorporation of carbon-13 allows for the investigation of biomolecular structure, function, and interactions using advanced analytical techniques like NMR and mass spectrometry.
Used in Nuclear Magnetic Resonance (NMR) Studies:
DIAZALD(R)-N-METHYL-13C is used as a labeled compound in NMR studies to enhance the spectral resolution and sensitivity of the analysis. The presence of carbon-13 provides distinct NMR signals, enabling the identification and quantification of specific molecules and their interactions within complex biological systems.
Used in Mass Spectrometry Studies:
In mass spectrometry, DIAZALD(R)-N-METHYL-13C is employed as a labeled compound to improve the accuracy and precision of mass measurements. The incorporation of carbon-13 results in a distinct mass shift, allowing for the differentiation and characterization of molecules with similar chemical properties.

InChI:InChI=1/C8H10N2O3S/c1-7-3-5-8(6-4-7)14(12,13)10(2)9-11/h3-6H,1-2H3/i2+1

Upstream product

• 60656-93-1 <13C>methylamine hydrochloride 
• 98-59-9 p-toluenesulfonyl chloride 

Relevant academic research and scientific papers

Efficient, scalable and economical preparation of tris(deuterium)- and 13C-labelled N-methyl-N-nitroso-p-toluenesulfonamide (Diazald) and their conversion to labelled diazomethane

A method for the preparation of multi-gramme quantities of N-methyl-d3-N-nitroso-p-toluenesulfonamide (Diazald-d3) and N-methyl-13C-N-nitroso-p-toluenesulfonamide (Diazald-13C) and their conversion to diazomethane-d2 and diazomethane-13C, respectively, is presented. This approach uses robust and reliable chemistry, and critically, employs readily commercially available and inexpensivemethanol as the label source. Several reactions of labelled diazomethane are also reported, including alkene cyclopropanation, phenolmethylation and α-diazoketone formation, as well as deuteriumscrambling in the preparation of diazomethane-d2 and subsequent methyl esterification of benzoic acid.

One-pot two-step enzymatic coupling of pyrimidine bases to 2-deoxy-D-ribose-5-phosphate. A new strategy in the synthesis of stable isotope labeled deoxynucleosides

The enzymatic synthesis of thymidine from 2-deoxy-D-ribose-5-phosphate is achieved, in a one-pot two-step reaction using phosphoribomutase (PRM) and commercially available thymidine phosphorylase (TP). In the first step the sugar-5-phosphate is enzymatically rearranged to α-2-deoxy-D-ribose-1-phosphate. Highly active PRM is easily obtained from genetically modified overproducing E. coli cells (12000 units/84 mg protein) and is used without further purification. In the second step thymine is coupled to the sugar-1-phosphate. The thermodynamically unfavorable equilibrium is shifted to the product by addition of MnCl2 to precipitate inorganic phosphate. In this way the overall yield of the β-anomeric pure nucleoside increases from 14 to 60%. In contrast to uracil, cytosine is not accepted by TP as a substrate. Therefore, 2′-deoxy-cytidine is obtained by functional group transformations of the enzymatically prepared 2′-deoxy-uridine. The method has been demonstrated by the synthesis of [2′,5′-13C2]- and [1′,2′,5′-13C3]thymidine as well as [1′,2′,5′-13C3]2′-deoxyuridine and [3′,4′-13C2]2′-deoxycytidine. In addition the nucleoside bases thymine and uracil are tetralabeled at the (1,3-15N2,2,4-13C2)-atomic positions. All compounds are prepared without any scrambling or dilution of the labeled material and are thus obtained with a very high isotope enrichment (96-99%). In combination with the methods that have been developed earlier it is concluded that each of the 13C- and 15N-positions and combination of positions of the pyrimidine deoxynucleosides can be efficiently labeled starting from commercially available and highly 13C- or 15N-enriched formaldehyde, acetaldehyde, acetic acid, potassium cyanide, methylamine hydrochloride, and ammonia.