1-deoxy-D-xylulose 5-phosphate

Base Information

• Chemical Name: 1-deoxy-D-xylulose 5-phosphate
• CAS No.: 190079-18-6
• Molecular Formula: C5H11 O7 P
• Molecular Weight: 214.112
• UNII: I4C288B3TN
• DSSTox Substance ID: DTXSID90940547
• Nikkaji Number: J866.535D
• Wikipedia: 1-Deoxy-D-xylulose_5-phosphate
• Wikidata: Q2708025
• Metabolomics Workbench ID: 37667
• ChEMBL ID: CHEMBL1232414
• Mol file: 190079-18-6.mol

Synonyms:1-deoxy-D-xylulose 5-phosphate;1-deoxylulose 5-phosphate

Chemical Property of 1-deoxy-D-xylulose 5-phosphate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 528.9°Cat760mmHg
• PKA: 1.82±0.10(Predicted)
• Flash Point: 273.7°C
• PSA: 134.10000
• Density: 1.653g/cm³
• LogP: -1.59350
• Storage Temp.: ?20°C
• XLogP3: -3.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 214.02423968
• Heavy Atom Count: 13
• Complexity: 221

Purity/Quality:

99% ^*data from raw suppliers

1-Deoxy-D-xylulose 5-phosphate Sodium Salt ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C(C(COP(=O)(O)O)O)O
• Isomeric SMILES: CC(=O)[C@H]([C@@H](COP(=O)(O)O)O)O
• Uses: 1-Deoxy-D-xylulose 5-Phosphate is a precursor metabolite of the 2C-Methyl-D-erythritol-4-phosphate (MEP) pathway, from the simple and renewable starting materials D-arabinose and hydroxyacetone.

Technology Process of 1-deoxy-D-xylulose 5-phosphate

There total 3 articles about 1-deoxy-D-xylulose 5-phosphate 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: 83.2%

D-glyceraldehyde-3-phosphate (591-57-1) + sodium pyruvate (113-24-6) → Phosphoric acid mono-((2R,3S)-2,3-dihydroxy-4-oxo-pentyl) ester (190079-18-6)

Guidance literature:

With tris hydrochloride; thiamine diphosphate; sodium hydroxide; magnesium chloride; D,L-dithiothreitol; 1-deoxy-D-xylulose 5-phosphate synthase; at 37 ℃; pH=7.5; stereoselective reaction; Enzymatic reaction;

DOI:10.1002/hlca.200900441

Reference yield:

D-glyceraldehyde-3-phosphate (591-57-1) + piruvate (57-60-3) → Phosphoric acid mono-((2R,3S)-2,3-dihydroxy-4-oxo-pentyl) ester (190079-18-6)

Guidance literature:

With tris(2-carboxyethyl)phosphine; thiamine diphosphate; sodium chloride; magnesium chloride; bovine serum albumin; 1-deoxy-D-xylulose 5-phosphate synthase; at 37 ℃; pH=8; Kinetics; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1021/ol901961q

Reference yield:

D-glyceraldehyde-3-phosphate (591-57-1) + 2-oxo-propionic acid (127-17-3) → Phosphoric acid mono-((2R,3S)-2,3-dihydroxy-4-oxo-pentyl) ester (190079-18-6)

Guidance literature:

With DPX synthase; thiamine diphosphate; Enzymatic reaction;

DOI:10.1016/S0040-4039(99)02143-7

upstream raw materials:

D-glyceraldehyde-3-phosphate

2-oxo-propionic acid

piruvate

sodium pyruvate

Downstream raw materials:

2-C-methyl-D-erythritol 4-phosphate

5-hydroxy-4-(hydroxymethyl)-6-methyl-3-pyridylmethyl dihydrogen phosphate

2-[3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethyl dihydrogen phosphate

Refernces

• 1、 Liang, Yan-Fei,Liu, Hui,Li, Heng,Gao, Wen-Yun. "Determination of the Activity of 1-Deoxy-d-Xylulose 5-Phosphate Synthase by Pre-column Derivatization-HPLC Using 1,2-Diamino-4,5-Methylenedioxybenzene as a Derivatizing Reagent". . p. 160 - 166. Retrieved 2019.
• 2、 Smith, Jessica M.,Warrington, Nicole V.,Vierling, Ryan J.,Kuhn, Misty L.,Anderson, Wayne F.,Koppisch, Andrew T.,Freel Meyers, Caren L.. "Targeting DXP synthase in human pathogens: Enzyme inhibition and antimicrobial activity of butylacetylphosphonate". . p. 77 - 83. Retrieved 2014.
• 3、 Cane, David E,Chow, Cathy,Lillo, Antonietta,Kang, Ilgu. "Molecular cloning, expression and characterization of the first three genes in the mevalonate-independent isoprenoid pathway in Streptomyces coelicolor". . p. 1467 - 1477. Retrieved 2001.