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Sigma-Aldrich

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
UNSPSC Code:
12352201
PubChem Substance ID:
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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
Caatje Y le Poole et al.
Peritoneal dialysis international : journal of the International Society for Peritoneal Dialysis, 32(1), 45-54 (2011-06-03)
Standard peritoneal dialysis (PD) solutions contain high levels of glucose and glucose degradation products (GDPs), both contributing to the formation of advanced glycation end products (AGEs). We studied the contribution to plasma GDP and AGE levels of 2 PD regimens
Alberto Ortiz et al.
Current medicinal chemistry, 13(22), 2695-2702 (2006-10-05)
Breakdown of glucose under physiological conditions gives rise to glucose degradation products (GDPs). GDPs are also formed during heat sterilization of glucose-containing peritoneal dialysis fluids (PD-fluids). In PD-fluids GDPs have been shown in many different in vitro assays to be
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)
Lian Engelen et al.
European journal of endocrinology, 164(3), 371-379 (2011-01-06)
Metformin has been reported to reduce α-dicarbonyls, which are known to contribute to diabetic complications. It is unclear whether this is due to direct quenching of α-dicarbonyls or to an improvement in glycemic control. We therefore compared the effects of

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