D-xylulose

Base Information

• Chemical Name: D-xylulose
• CAS No.: 551-84-8
• Molecular Formula: C5H10O5
• Molecular Weight: 150.131
• Hs Code.: 29400090
• UNII: 9N4LZL67SA,YSC9WAF8X1
• DSSTox Substance ID: DTXSID70415364,DTXSID201337597
• Nikkaji Number: J14.195J
• Wikipedia: Xylulose
• Wikidata: Q28529722
• Metabolomics Workbench ID: 37878
• ChEMBL ID: CHEMBL195094
• Mol file: 551-84-8.mol

Synonyms:Lyxulose;Xylulose;Xylulose, (D-threo)-Isomer;Xylulose, (L-threo)-Isomer

Chemical Property of D-xylulose

Chemical Property:

• Vapor Pressure: 9.02E-11mmHg at 25°C
• Refractive Index: 1.545
• Boiling Point: 364.2 °C at 760 mmHg
• PKA: 11.90±0.20(Predicted)
• Flash Point: 174.1 °C
• PSA: 90.15000
• Density: 1.711 g/cm³
• LogP: -2.58070
• Storage Temp.: 2-8°C
• Solubility.: Methanol (Sparingly), Water
• XLogP3: -2.6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 150.05282342
• Heavy Atom Count: 10
• Complexity: 113

Purity/Quality:

98%, ^*data from raw suppliers

D-Xylulose ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(C(C(=O)CO)O)O)O
• Isomeric SMILES: C([C@H]([C@@H](C(=O)CO)O)O)O
• Description: D-Xylulose is a ketopentose, a monosaccharide containing five carbon atoms and a ketone functional group. It is converted from xylitol in the glucoronate-xylulose pathway. D-Xylulokinase catalyzes the ATP-dependent phosphorylation of D-xylulose to produce xylulose 5-phosphate, which is linked to the pentose-phosphate pathway.
• Uses: D-Xylulose can be used through fermentation to produce ethanol. An inducer of ATP catabolism

Technology Process of D-xylulose

There total 22 articles about D-xylulose which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 8.0%

D-xylose (58-86-6) → furfural (98-01-1) + xylulose (551-84-8)

Guidance literature:

With hydrogen; In water; isopropyl alcohol; at 170 ℃; for 1h; under 22502.3 Torr;

DOI:10.1039/c4gc00398e

Reference yield:

dihydroxyacetone (96-26-4,26776-70-5) + Glycolaldehyde (141-46-8) → DL-dendroketose (470-14-4) + DL-threose (95-43-2,95-44-3,533-49-3,583-50-6,1758-51-6,7558-94-3,29825-68-1,29884-64-8,38982-45-5) + DL-glycero-tetrulose (95-43-2,95-44-3,533-49-3,583-50-6,1758-51-6,7558-94-3,29825-68-1,29884-64-8,38982-45-5) + (+/-)-xylose (41247-05-6) + DL-erythro-[2]pentulose (488-84-6,527-50-4,551-84-8,2042-27-5,5556-48-9,5962-29-8,7558-89-6,25577-44-0,83946-43-4) + DL-threo-[2]pentulose (488-84-6,527-50-4,551-84-8,2042-27-5,5556-48-9,5962-29-8,7558-89-6,25577-44-0,83946-43-4)

Guidance literature:

Amberlite IRA-400 (HO-); In water; for 0.25h; Product distribution; Ambient temperature; further catalysts;

DOI:10.1016/0008-6215(84)85230-1

Reference yield:

dihydroxyacetone (96-26-4,26776-70-5) + Glycolaldehyde (141-46-8) → DL-dendroketose (470-14-4) + DL-threose (95-43-2,95-44-3,533-49-3,583-50-6,1758-51-6,7558-94-3,29825-68-1,29884-64-8,38982-45-5) + DL-glycero-tetrulose (95-43-2,95-44-3,533-49-3,583-50-6,1758-51-6,7558-94-3,29825-68-1,29884-64-8,38982-45-5) + (+/-)-xylose (41247-05-6) + DL-erythro-[2]pentulose (488-84-6,527-50-4,551-84-8,2042-27-5,5556-48-9,5962-29-8,7558-89-6,25577-44-0,83946-43-4) + DL-threo-[2]pentulose (488-84-6,527-50-4,551-84-8,2042-27-5,5556-48-9,5962-29-8,7558-89-6,25577-44-0,83946-43-4)

Guidance literature:

Amberlite IRA-400 (HO-); In water; for 0.25h; Product distribution; Ambient temperature; further catalysts;

DOI:10.1016/0008-6215(84)85230-1

upstream raw materials:

D-xylose

D-threo-pentos-2-ulose

dihydroxyacetone

Glycolaldehyde

Downstream raw materials:

D-arabitol

XYLITOL

2-hydroxymethyl-D-lyxonic acid-(N'-phenyl-hydrazide)

2-hydroxymethyl-D-xylonic acid-(N'-phenyl-hydrazide)

Refernces

• 1、 Yang, Tao,Zhou, Yi-Han,Zhu, Sheng-Zhen,Pan, Hui,Huang, Yao-Bing. "Insight into Aluminum Sulfate-Catalyzed Xylan Conversion into Furfural in a Γ-Valerolactone/Water Biphasic Solvent under Microwave Conditions". . p. 4066 - 4079. Retrieved 2017/10/12.
• 2、 Ekeberg, Dag,Morgenlie, Svein,Stenstrom, Yngve. "Aldose-ketose interconversion in pyridine in the presence of aluminium oxide". . p. 1992 - 1997. Retrieved 2008/02/10.