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D-Mannose-[1-C-d]

General Information
Catalog: BLP-012781
CAS: 288846-86-6
Molecular Formula: C6H11DO6
Molecular Weight: 181.16
Chemical Structure
D-Mannose-[1-C-d]
Description D-Mannose-[1-C-d] is the labelled analogue of D-Mannose. D-mannose plays an important role in the glycosylation of molecules. It is involved in N and O glycosylation of bovine. It is also used for the O-glycosylation of the T helper cell-derived cytokine interlukin-17A.
Synonyms D-Mannose-1-C-d; D-Man-1-C-d; D-Mannopyranose-1-C-d; D-Mannopyranoside-1-C-d; D-Mannose-1-d
IUPAC Name (2S,3S,4R,5R)-1-deuterio-2,3,4,5,6-pentahydroxyhexan-1-one
Related CAS 3458-28-4 (unlabelled)
Canonical SMILES C(C(C(C(C(C=O)O)O)O)O)O
InChI InChI=1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h1,3-6,8-12H,2H2/t3-,4-,5-,6-/m1/s1/i1D
InChI Key GZCGUPFRVQAUEE-NHSYCOPQSA-N
Purity ≥90%
Solubility Soluble in DMSO (Slightly), Methanol (Slightly), Water (Sparingly)
Appearance White Solid
Storage Store at 2-8°C

D-Mannose-[1-C-d], a labeled variant of D-Mannose, a naturally occurring sugar widely utilized in scientific research, finds diverse applications. Here are the key applications of D-Mannose-[1-C-d]:

Glycoprotein Research: Delving into the realm of glycoproteins—proteins adorned with carbohydrate groups along their polypeptide chains—involves the strategic use of D-Mannose-[1-C-d]. By introducing labeled D-Mannose into cells, researchers embark on a journey to map out the intricate metabolic pathways of glycoproteins. This investigation sheds light on the functional roles played by glycoproteins in various biological processes, spanning from cell signaling to immune responses.

Metabolic Flux Analysis: Central to understanding carbohydrate metabolism and tracing metabolic pathways, D-Mannose-[1-C-d] emerges as a pivotal tool. By employing this labeled sugar, scientists embark on a meticulous journey to track the utilization of mannose and its derivatives within cells, offering valuable insights into the realm of metabolic regulation. This knowledge serves as a cornerstone for flagging abnormalities in metabolic diseases and tailoring targeted therapeutic interventions.

Lectin Binding Studies: The intricate dance between carbohydrates and lectins—proteins with a penchant for binding to sugar molecules—unfolds under the watchful gaze of D-Mannose-[1-C-d]. This labeled mannose empowers researchers to measure the interactions between lectins and cell surfaces, unraveling the intricacies of how these interactions shape cellular behaviors. Such studies hold immense significance in the realm of therapeutics, particularly in crafting treatments that target lectin-carbohydrate interactions, as seen in the context of cancer or immune disorders.

Infection Mechanism Research: Peering into the mysteries surrounding bacterial adhesion mechanisms, facilitated by D-Mannose-[1-C-d], sheds light on how certain pathogens adhere to host cells. Pathogenic bacteria like E. coli wield adhesion molecules that specifically target mannose residues on host cell surfaces. Leveraging labeled mannose, researchers embark on a journey to dissect these adhesion mechanisms, potentially paving the way for innovative strategies to combat bacterial infections.

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