Glyceraldehyde-3-phosphate

Base Information

• Chemical Name: Glyceraldehyde-3-phosphate
• CAS No.: 591-57-1
• Molecular Formula: C3H7O6P
• Molecular Weight: 170.059
• UNII: TD9ZNF8JPW
• DSSTox Substance ID: DTXSID70331398
• Nikkaji Number: J40.062I
• Wikidata: Q26992303
• Metabolomics Workbench ID: 51939
• ChEMBL ID: CHEMBL1232918
• Mol file: 591-57-1.mol

Synonyms:d-glyceraldehyde 3-phosphate;591-57-1;glyceraldehyde-3-phosphate;Triose phosphate;D-glyceraldehyde-3-phosphate;propanal, 2-hydroxy-3-(phosphonooxy)-, (2R)-;glyceraldehyde-P;TD9ZNF8JPW;[(2R)-2-hydroxy-3-oxopropyl] dihydrogen phosphate;3-Phosphoglyceraldehyde, D-;(2R)-2-Hydroxy-3-(phosphonooxy)-propanal;3-Phosphoglyceraldehyde, (+)-;CHEMBL1232918;CHEBI:29052;glyceraldehyde-3-P;2-Hydroxy-3-(phosphonooxy)propanal, (2R)-;(R)-2-Hydroxy-3-oxopropyl dihydrogen phosphate;D-glyceraldehyde-3-P;(2R)-2-hydroxy-3-oxopropyl dihydrogen phosphate;glyceraldehyde-phosphate;G3H;starbld0026332;UNII-TD9ZNF8JPW;SCHEMBL328992;DTXSID70331398;D-Glyceraldehyde 3-phosphoric acid;2-hydroxy-3-(phosphonooxy)-Propanal;BDBM50420199;DB02263;(2R)-2-Hydroxy-3-phosphonooxypropanal;HY-151223;CS-0609900;C00118;Propanal, 2-hydroxy-3-(phosphonooxy)-, (R)-;Glyceraldehyde, 3-(dihydrogen phosphate), D- (8CI);Q26992303;7086010C-A8E3-4CE8-92B2-FEB71ABE0B99

Chemical Property of Glyceraldehyde-3-phosphate

Chemical Property:

• Vapor Pressure: 4.94E-08mmHg at 25°C
• Boiling Point: 399.2°Cat760mmHg
• Flash Point: 195.2°C
• Density: 1.721g/cm³
• XLogP3: -2.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 169.99802494
• Heavy Atom Count: 10
• Complexity: 149

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(C=O)O)OP(=O)(O)O
• Isomeric SMILES: C([C@H](C=O)O)OP(=O)(O)O

Technology Process of Glyceraldehyde-3-phosphate

There total 34 articles about Glyceraldehyde-3-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: 85.0%

D-fructose-6-phosphate (56-83-7) → D-glyceraldehyde-3-phosphate (591-57-1)

Guidance literature:

With lead(IV) acetate; sulfuric acid; In acetic acid; for 2h;

DOI:10.1021/jo00167a012

Reference yield: 69.0%

D-glyceraldehyde 3-phosphate calcium salt → D-glyceraldehyde-3-phosphate (591-57-1)

Guidance literature:

With Dowex 50WX₈ resin; In water; for 0.166667h;

DOI:10.1016/j.carres.2013.12.023

Reference yield:

→ DL-glyceraldehyde 3-phosphate (142-10-9,591-57-1,20283-52-7,591-59-3)

Guidance literature:

With hydrogenchloride; at 100 ℃;

upstream raw materials:

D-fructose-6-phosphate

(R)-glycidaldehyde diethyl acetal

lysophosphatidic acid

dihydroxyacetone phosphate

Downstream raw materials:

D-(-)-3-phosphoglyceric acid

fructose-1,6-bisphosphate

Phosphoric acid mono-((3R,4S,5R)-3,4,5-trihydroxy-2-oxo-6-phosphonooxy-hexyl) ester

D-xylulose 5-phosphate

Refernces

DXP synthase-catalyzed c-n bond formation: Nitroso substrate specificity studies guide selective inhibitor design

10.1002/cbic.201300187

The research study on DXP Synthase-Catalyzed C-N Bond Formation, which is crucial for the selective inhibitor design targeting the enzyme DXP synthase. The purpose of the study was to understand the substrate specificity of DXP synthase, particularly its affinity for aromatic nitroso substrates, and to explore its potential as a drug target for anti-infective agents. The researchers discovered that DXP synthase has a high affinity for aromatic nitroso substrates, which are more reactive than their aldehyde counterparts, and that it can catalyze the formation of C-N bonds to generate aromatic hydroxamic acids or amides. They also found that DXP synthase has a larger active site compared to related enzymes like pyruvate dehydrogenase (PDH), which allows it to accommodate sterically demanding substrates. The study concluded that incorporating aryl acceptor substrate mimics into unnatural bisubstrate analogues could lead to selective inhibitors of DXP synthase. Key chemicals used in the process include 1-deoxy-d-xylulose 5-phosphate (DXP), pyruvate, d-glyceraldehyde 3-phosphate (d-GAP), thiamin diphosphate (ThDP), and various aromatic nitroso substrates such as nitrosobenzene and nitrosonaphthols. The researchers also synthesized benzylacetylphosphonate (BnAP) as a potential selective inhibitor of DXP synthase, demonstrating its effectiveness in inhibiting the enzyme with higher selectivity compared to PDH.