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Key Documents

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75762

Sigma-Aldrich

3-Deoxyglucosone

≥75% (TLC)

Sinónimos:

3-Deoxy-D-erythro-hexosulose

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About This Item

Fórmula empírica (notación de Hill):
C6H10O5
Número de CAS:
4084-27-9
Peso molecular:
162.14
UNSPSC Code:
12352201
PubChem Substance ID:
329766689
NACRES:
NA.25

assay

≥75% (TLC)

form

solid

color

faintly yellow to orange

storage temp.

room temp

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

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Sigma-Aldrich

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Furfural 99%

Sigma-Aldrich

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Furfural

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Sigma-Aldrich

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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
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
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
Stefan Mittelmaier et al.
Analytical chemistry, 83(24), 9660-9668 (2011-11-16)
The use of advanced glycation end-products (AGEs) as biomarkers for diagnosis and clinical studies is still hampered by insufficient knowledge on clinically relevant structures formed from precursors associated with defined disease states. The present study conducted untargeted analysis of the
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