75762
3-Deoxyglucosone
≥75% (TLC)
Synonym(s):
3-Deoxy-D-erythro-hexosulose
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About This Item
Empirical Formula (Hill Notation):
C6H10O5
CAS Number:
Molecular Weight:
162.14
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25
SMILES string
OC[C@H]1OC(O)C(=O)C[C@@H]1O
InChI
1S/C6H10O5/c7-2-5-3(8)1-4(9)6(10)11-5/h3,5-8,10H,1-2H2/t3-,5+,6?/m0/s1
InChI key
UHPMJDGOAZMIID-OPAZFOKUSA-N
assay
≥75% (TLC)
form
solid
storage temp.
room temp
Quality Level
color
off-white to yellow-orange
Application
3-Deoxyglucosone is used as a reference for the analysis and detection of glucose degradation products, glycating agents, generated by processes such as heat sterilization.
Other Notes
To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Danielle T Loughlin et al.
Wound repair and regeneration : official publication of the Wound Healing Society [and] the European Tissue Repair Society, 17(5), 739-749 (2009-09-23)
The interaction of fibroblasts with the extracellular matrix is critical for wound healing. Advanced glycation end products (AGEs) occur through nonenzymatic glycation of long-lived proteins such as collagens. One precursor to these modifications, 3-deoxyglucosone (3DG), is elevated in patients with
Michael Hellwig et al.
Journal of agricultural and food chemistry, 58(19), 10752-10760 (2010-09-09)
1,2-Dicarbonyl compounds are formed in food during Maillard and caramelization reactions. 3-Deoxy-D-threo-hexos-2-ulose (3-deoxygalactosone, 3-DGal) and galactosone, two 1,2-dicarbonyl compounds originating from the degradation of galactose, were synthesized and converted to the respective quinoxalines, which were characterized by NMR spectroscopy. Analytical
Alina Shapira et al.
Molecular nutrition & food research, 51(4), 473-478 (2007-03-29)
Peritoneal dialysis (PD) is commonly performed by using preprepared dialysis solutions containing glucose, which are thermally treated to achieve commercial sterilization. A series of glucose degradation products (GDPs) are being formed, which react with the tissue during the dialysis procedure
He Li et al.
Journal of agricultural and food chemistry, 67(32), 9050-9059 (2019-07-25)
The control of 2,3-dihydro-3,5-dihydroxy-6-methyl-4(H)-pyran-4-one (DDMP) formation in the Maillard reaction is important to improve the thermally treated food quality as a result of its intense bitterness and potential toxicity. In this work, phenolic acids, such as gallic, protocatechuic, caffeic, and
3-Deoxy-glucosone is an intermediate in the formation of furfurals from D-glucose.
Harishchandra Jadhav et al.
ChemSusChem, 4(8), 1049-1051 (2011-07-01)
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