D-glyceraldehyde

Base Information

• Chemical Name: D-glyceraldehyde
• CAS No.: 453-17-8
• Molecular Formula: C3H6 O3
• Molecular Weight: 90.0788
• Hs Code.: 2912491000
• European Community (EC) Number: 207-217-1
• NSC Number: 91534
• UNII: 41A680M0WB
• DSSTox Substance ID: DTXSID70196464
• Nikkaji Number: J9.119G
• Wikidata: Q27093516
• Metabolomics Workbench ID: 50888
• Mol file: 453-17-8.mol

Synonyms:D-glyceraldehyde;D-(+)-Glyceraldehyde;453-17-8;Triose;(2R)-2,3-DIHYDROXYPROPANAL;(R)-2,3-Dihydroxypropanal;Glyceraldehyde, D-;D-aldotriose;D-glycerose;D-2,3-dihydroxypropanal;(R)-glyceraldehyde;Propanal, 2,3-dihydroxy-, (2R)-;D-2,3-dihydroxypropionaldehyde;Propanal, 2,3-dihydroxy-, (r)-;NSC 91534;UNII-41A680M0WB;41A680M0WB;EINECS 207-217-1;NSC-91534;3GR;D(+)-Glyceraldehyde;(R)-2,3-Dihydroxy-propanal;(r)-(+)-glyceraldehyde;bmse000298;Propanal,3-dihydroxy-, (R)-;BDBM16443;CHEBI:17378;D-Glyceraldehyde (>80per cent);DTXSID70196464;GLYCERALDEHYDE D-FORM [MI];NSC91534;MFCD00064378;AKOS016844136;CS-W008507;DB02536;s10019;Propanal, 2,3-dihydroxy-, (R)- (9CI);C00577;A849913;D-(+)-Glyceraldehyde, >=98.0% (HPLC), viscous;GLYCERALDEHYDE;J-502403;Q27093516;F35AFD19-93F6-4768-8617-B15467593F88

Chemical Property of D-glyceraldehyde

Chemical Property:

• Appearance/Colour: Orange, viscous liquid.
• Melting Point: 127-129 C
• Refractive Index: n20/D 1.494
• Boiling Point: 228°Cat760mmHg
• PKA: 12.60±0.20(Predicted)
• Flash Point: 106°C
• PSA: 57.53000
• Density: 1.272g/cm³
• LogP: -1.46150
• Storage Temp.: 2-8°C
• Solubility.: DMSO, Methanol (Slightly), Water (Slightly)
• XLogP3: -1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 90.031694049
• Heavy Atom Count: 6
• Complexity: 43.3

Purity/Quality:

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

D-Glyceraldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-27-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aldehydes
• Canonical SMILES: C(C(C=O)O)O
• Isomeric SMILES: C([C@H](C=O)O)O
• Description: D-(+)-Glyceraldehyde is an intermediate in carbohydrate metabolism. It is phosphorylated by triose kinase to produce D-glyceraldehyde 3-phosphate, an intermediate in glycolysis, gluconeogenesis, photosynthesis, and other metabolic pathways.
• Uses: D-Glyceraldehyde is the simplest of all aldoses and have been shown to be the one of the carbonyl metabolite of dietary fructose. D-(+)-Glyceraldehyde can be utilized as a reactant in the synthesis of: (S)-homophenylalanine by ruthenium oxidation of a 3-amino-1,2-diol generated via coupling of an amine, and α-hydroxyaldehyde.β- and γ-allenols via metal-catalyzed cyclization. Allenols are used as a key precursor for the preparation of enantiopure dihydropyrans and tetrahydrooxepines.Isopropylidene D-glyceraldehyde intermediate, which controls the chirality in the total synthesis of prostaglandins (PGE1).

Technology Process of D-glyceraldehyde

There total 36 articles about D-glyceraldehyde 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: 92.0%

dihydroxyacetone (96-26-4,26776-70-5) + Glyceraldehyde (56-82-6,367-47-5,26793-98-6) → D-Glyceraldehyde (453-17-8,367-47-5,26793-98-6) + L-fructose (57-48-7,87-79-6,87-81-0,551-68-8,3615-39-2,3615-56-3,6035-50-3,7776-48-9,16354-64-6,17598-81-1,17598-82-2,23140-52-5,30237-26-4,65732-90-3,73952-10-0,73952-11-1,139686-85-4,18875-34-8)

Guidance literature:

With E_. coli BL₂₁ (DE₃) cells harboring pETDRhaD aldolase; sodium borate buffer; In water; toluene; at 37 ℃; for 16h; pH=7.6;

DOI:10.1002/adsc.200600356

Reference yield: 85.0%

D-glyceraldehyde-3-phosphate (591-57-1) → D-Glyceraldehyde (453-17-8,367-47-5,26793-98-6)

Guidance literature:

With Potato acid phosphatase (Pase); In water;

DOI:10.1021/jo00167a012

Reference yield:

glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → D-Glyceraldehyde (453-17-8,367-47-5,26793-98-6) + (S)-glyceraldehyde (497-09-6,367-47-5,26793-98-6)

Guidance literature:

With galactose oxidase M₁; copper(II) sulfate; catalase; pH=7; Electrochemical reaction;

DOI:10.1021/acscatal.1c01037

upstream raw materials:

D-Fructose

(R)-3,3-dimethoxy-propane-1,2-diol

Glyceraldehyde

D-Xylose

Downstream raw materials:

D-tartaric acid

D-Fructose

D-Sorbose

D-glyceric acid

Refernces

• 1、 Fryszkowska, Anna,Klapars, Artis,Marshall, Nicholas,Ruccolo, Serge,Strotman, Neil A.,Zhang, Shaoguang. "Electrochemical Activation of Galactose Oxidase: Mechanistic Studies and Synthetic Applications". . p. 7270 - 7280. Retrieved 2021/06/30.
• 2、 Steer, Andrew M.,Bia, Nicolas,Smith, David K.,Clarke, Paul A.. "Prebiotic synthesis of 2-deoxy-d-ribose from interstellar building blocks promoted by amino esters or amino nitriles". supporting information. p. 10362 - 10365. Retrieved 2017/09/25.