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3-deoxy-D-glucosone-[UL-13C6]

General Information
Catalog: BLP-013259
Molecular Formula: [13C]6H10O5
Molecular Weight: 168.09
Chemical Structure
3-deoxy-D-glucosone-[UL-13C6]
Description 3-deoxy-D-glucosone-[UL-13C6] is an isotope compound of 3-deoxy-D-glucosone. 3-deoxy-D-glucosone is an intermediate in the Maillard reaction of proteins with glucose, which is metabolised to 3-Deoxyfructose.
Synonyms 3-Deoxyglucosone-13C6; 3-Deoxy-D-erythro-hexulose-13C6; 2-Keto-3-deoxyglucose-13C6; D-3-Deoxyglucosone-13C6; 3-Deoxy-D-erythro-hexos-2-ulose-13C6
IUPAC Name (4S,5R)-4,5,6-trihydroxy-2-oxo(1,2,3,4,5,6-13C6)hexanal
Related CAS 4084-27-9 (unlabelled)
Canonical SMILES C(C(C(CO)O)O)C(=O)C=O
InChI InChI=1S/C6H10O5/c7-2-4(9)1-5(10)6(11)3-8/h2,5-6,8,10-11H,1,3H2/t5-,6+/m0/s1/i1+1,2+1,3+1,4+1,5+1,6+1
InChI Key ZGCHLOWZNKRZSN-LPBSXARJSA-N
Melting Point >69°C (dec.)
Solubility Soluble in Methanol (Slightly), Water (Slightly)
Appearance White to Off-White Solid
Storage Store at -20°C

3-deoxy-D-glucosone-[UL-13C6], an isotopically-labeled compound with diverse applications in biochemical research, is a multifaceted tool with intricate uses. Here are the key applications:

Metabolic Pathway Tracing: Delving into carbohydrate metabolism pathways, researchers employ the labeled 3-deoxy-D-glucosone to intricately trace the metabolic processes within cells and organisms. By integrating this compound into metabolic pathways, scientists can meticulously monitor the trajectory of carbon atoms, unraveling the intricacies of glycolysis and the Maillard reaction. This deep dive offers profound insights into metabolic fluxes and the convoluted biochemical pathways governing energy production and cellular aging.

Glycation Studies: Acting as a pivotal player in the glycation cascade, 3-deoxy-D-glucosone holds significance as an intermediate giving rise to advanced glycation end-products (AGEs). Leveraging the labeled variant, researchers embark on a journey to dissect the formation and impact of AGEs in conditions like diabetic complications and aging. This exploration aids in the formulation of strategies to combat glycation and mitigate its detrimental effects on tissues and organs, shedding light on intricate biochemical processes.

Analytical Chemistry: Within the realm of analytical chemistry, 3-deoxy-D-glucosone-[UL-13C6] assumes a pivotal role as an internal standard for quantitatively analyzing 3-deoxy-D-glucosone in biological samples. Its isotopic labeling enables precise and sensitive detection through mass spectrometry, a critical aspect for biomarker discovery and exploring the influence of 3-deoxy-D-glucosone in various disease contexts. This application underscores the intricate nature of biochemical analysis and the interconnectedness of molecular pathways.

Drug Testing and Development: In the domain of pharmacokinetic studies, the labeled compound emerges as a vital tool for evaluating the metabolism of drugs and exogenous compounds. By meticulously tracking the compound's distribution and metabolic journey within the body, researchers can assess how therapeutic agents impact carbohydrate metabolism. This nuanced understanding plays a crucial role in optimizing drug formulations, ensuring their safety, and enhancing their efficacy, showcasing the intricate interplay between biochemical processes and pharmacological interventions.

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