3-Deoxy-D-glucosone, 3-DG, CAS:4084-27-9

3-Deoxy-D-glucosone
3-deoxy Glucosone is a highly reactive 2-oxoaldehyde intermediate of the Maillard reaction produced during oxidative stress in response to excess sugar consumption and in association with diabetes. It is a precursor for the formation of advanced glycation endproducts and because it readily reacts with protein amino groups is also used for crosslinking studies. 3-deoxy Glucosone can be used as a reference for the analysis and detection of glucose degradation products and glycating agents.?3-Deoxyglucosone (3-Deoxy-D-glucosone) is a reactive intermediate of the Maillard reaction and the polyol pathway. 3-Deoxyglucosone rapidly reacts with protein amino groups to form advanced glycation end products (AGEs), such as imidazolone, it is the most specific AGE for 3-DG. 3-Deoxyglucosone synergizes with low glucose to potentiate GLP-1 secretion and is considered as a biomarker for diabetes.
3-Deoxy-D-glucosone is a compound that belongs to the group of monosaccharides and has a basic structure. It can be found in many types of biological samples, including blood. The x-ray diffraction data for 3-deoxy-D-glucosone shows an asymmetric unit of two molecules with a coordination geometry of 2.3. This compound is known to have high protein oxidation rates, which are caused by dna binding activity. 3-Deoxyglucosone has been shown to be involved in the pathogenic mechanism of many types of cancers.
CAS Number4084-27-9Product Name3-DeoxyglucosoneIUPAC Name(4S,5R)-4,5,6-trihydroxy-2-oxohexanalMolecular FormulaC6H10O5Molecular Weight162.14 g/molInChIInChI=1S/C6H10O5/c7-2-4(9)1-5(10)6(11)3-8/h2,5-6,8,10-11H,1,3H2/t5-,6+/m0/s1InChI KeyZGCHLOWZNKRZSN-NTSWFWBYSA-NSMILESC(C(C(CO)O)O)C(=O)C=OSynonyms3-Deoxy-D-erythro-hexulose; 2-Keto-3-deoxyglucose; D-3-Deoxyglucosone; 3-Deoxy-D-erythro-hexos-2-ulose; 3DG; 3-Deoxy-D-glucosone;Canonical SMILESC(C(C(CO)O)O)C(=O)C=OIsomeric SMILESC([C@@H]([C@@H](CO)O)O)C(=O)C=OCAS No: 4084-27-9 Synonyms: 3-Deoxy-D-erythro-hexulose2-Keto-3-deoxyglucose MDL No: MFCD01723101 Chemical Formula: C6H10O5 Molecular Weight: 162.14References: 1. Kato H, et al., Agric. Biol. Chem. 1987, 51, p6832. Hayase F, et al., J. Biol. Chem. 1989, 264, p3758