6815-38-9

Basic information

• Product Name: 3-deoxy-glycero-pentos-2-ulose
• Synonyms: 3-deoxy-glycero-pentos-2-ulose
• CAS NO: 6815-38-9
• Molecular Formula: C₅H₈O₄
• Molecular Weight: 132.11462
• Mol File: 6815-38-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 316.5°C at 760 mmHg
• Flash Point: 159.5°C
• Appearance: /
• Density: 1.309g/cm³
• Vapor Pressure: 3.44E-05mmHg at 25°C
• Refractive Index: 1.476
• PKA: 13.27±0.20(Predicted)
• CAS DataBase Reference: 3-deoxy-glycero-pentos-2-ulose(CAS DataBase Reference)
• NIST Chemistry Reference: 3-deoxy-glycero-pentos-2-ulose(6815-38-9)
• EPA Substance Registry System: 3-deoxy-glycero-pentos-2-ulose(6815-38-9)

Safety Data

• Hazardous Substances Data: 6815-38-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C5H8O4/c6-2-4(8)1-5(9)3-7/h2,5,7,9H,1,3H2

Upstream product

• 50-99-7 D-glucose 
• 657-27-2 L-Lysine hydrochloride 
• 643-71-0 D-glucosone 
• 58-86-6 D-xylose 
• 70-18-8 GLUTATHIONE 
• 57-48-7 D-Fructose 

Relevant articles and documents

N-(1-Deoxy- d -xylulos-1-yl)-glutathione: A Maillard Reaction Intermediate Predominating in Aqueous Glutathione-Xylose Systems by Simultaneous Dehydration-Reaction

The effect of simultaneous dehydration-reaction (SDR) on Amadori rearrangement product (ARP) N-(1-deoxy-d-xylulos-1-yl)-glutathione and its key degradation products, 3-deoxyxylosone (3-DX) and 1-deoxyxylosone (1-DX), were investigated in an aqueous glutathione-xylose (GSH-Xyl) system. The yield of ARP was increased to 67.98% by SDR compared with 8.44% by atmospheric thermal reaction at 80 °C. Reaction kinetics was applied to analyze the mechanism and characteristics of ARP formation and degradation under SDR. ARP formation and degradation rate was highly dependent on temperature, and the latter was more sensitive to temperature. By regulating the reaction conditions of temperature and pH, the ratio of ARP formation rate constant to its degradation rate constant could be controlled to achieve an efficient preparation of ARP from GSH-Xyl Maillard reaction through SDR.

Identification and determination of α-dicarbonyl compounds formed in the degradation of sugars

The α-dicarbonyl compounds formed in the degradation of glucose and fructose were analyzed by HPLC using 2,3-diaminonaphthalene as derivatizing reagent, and identified as glucosone (GLUCO), 3-deoxyglucosone (3DG), 3-deoxyxylosone (3DX), tetrosone (TSO), triosone (TRIO), 3-deoxytetrosone (3DT), glyoxal (GO), and methylglyoxal (MGO). The results suggest that α-dicarbonyl compounds were formed from glucose via non-oxidative 3-deoxyglucosone formation and oxidative glucosone formation in glucose degradation. In addition, TRIO, GO, and MGO were also formed from glyceraldehyde as intermediate. The α-dicarbonyl compounds might be formed from glucose via these pathways in diabetes.