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N-acetyl-D-mannosamine-[UL-13C6]

General Information
Catalog: BLP-012703
Molecular Formula: C2[13C]6H15NO6
Molecular Weight: 227.16
Chemical Structure
N-acetyl-D-mannosamine-[UL-13C6]
Description N-acetyl-D-mannosamine-[13C6] is the labelled analogue of N-acetyl-D-mannosamine, which is a derivative of D-Mannosamine.
Synonyms N-acetyl-D-[UL-13C6]mannosamine; 2-acetamido-2-deoxy-D-[UL-13C6]mannose; 2-Acetamido-2-Deoxy-Mannopyranose-13C6; 2-Acetamido-2-Deoxy-Mannopyranoside-13C6; D-ManNAc-13C6; 2-(Acetylamino)-2-deoxy-D-mannopyranose-13C6; N-Acetylmannosamine-13C6; N-Acetyl-D-mannosamine-13C6
IUPAC Name N-[(3S,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxy(1-13C)methyl)(2,3,4,5,6-13C5)oxan-3-yl]acetamide
Related CAS 3615-17-6 (unlabelled)
Canonical SMILES CC(=O)NC1C(C(C(OC1O)CO)O)O
InChI InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5+,6-,7-,8?/m1/s1/i2+1,4+1,5+1,6+1,7+1,8+1
InChI Key OVRNDRQMDRJTHS-JEQGNABLSA-N
Purity ≥98% by HPLC; ≥98% atom 13C
Solubility Soluble in Methanol (Slightly), Water (Slightly)
Appearance Off-white Solid
Storage Store at -20°C

N-acetyl-D-mannosamine-[UL-13C6], an isotopically labeled compound, finds its niche across various research domains, particularly in studies encompassing carbohydrate metabolism and sialic acid biosynthesis. Here are the applications:

Metabolic Flux Analysis: Embedded within the realm of metabolic flux analysis, N-acetyl-D-mannosamine-[UL-13C6] acts as a cornerstone for tracing the intricate pathways and kinetics of carbohydrate metabolism. By infusing the labeled compound into metabolic explorations, researchers can meticulously quantify the carbon atom flow across diverse metabolic trajectories. This intricate analysis proves instrumental in unraveling the dynamic intricacies of metabolism and pinpointing potential bottlenecks.

Glycoprotein Research: Within the sphere of glycoprotein exploration, this isotopically enriched sugar emerges as a pivotal player in unraveling the intricacies of glycoprotein synthesis and degradation. Through meticulous tracking of N-acetyl-D-mannosamine-[UL-13C6] incorporation into glycoproteins, scientists embark on a journey to decode the biosynthetic pathways of glycosylation. This deciphering process sheds light on the pivotal role played by glycoproteins in cellular functionalities and disease etiology, painting a vivid picture of cellular orchestration.

Sialic Acid Biosynthesis: Embedded within the grand tapestry of sialic acid biosynthesis, N-acetyl-D-mannosamine-[UL-13C6] emerges as a foundational precursor pivotal for labeled sialic acid generation, integral to a myriad of biological processes such as cell-cell interactions and viral interactions. By leveraging the labeled compound, researchers unravel the intricacies of sialic acid incorporation into glycoproteins and glycolipids, a realm critical in fields spanning virology, immunology, and cancer research. This application unveils the hidden nuances of cellular dialogues and disease progression, unmasking new realms of therapeutic potential.

Stable Isotope Labeling: In a grand symphony of stable isotope labeling, N-acetyl-D-mannosamine-[UL-13C6] takes center stage in churning out isotopically enriched biomolecules essential for cutting-edge mass spectrometry analysis. These enriched molecules play a pivotal role in enhancing the detection and quantitation of metabolites in complex biological samples, thereby elevating the accuracy and precision of metabolomic investigations. This meticulous process not only amplifies the scope of biomarker discovery but also propels us into realms of unparalleled analytical precision and biological understanding.

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