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L-Erythrulose

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Name

L-Erythrulose

EINECS N/A
CAS No. 533-50-6 Density 1.42g/cm3
PSA 77.76000 LogP -2.09900
Solubility N/A Melting Point N/A
Formula C4H8O4 Boiling Point 349.6 °C at 760 mmHg
Molecular Weight 120.105 Flash Point 179.4 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 533-50-6 (L-(+)-Erythrulose) Hazard Symbols N/A
Synonyms

2-Butanone,1,3,4-trihydroxy-, (S)-;L-glycero-Tetrulose (7CI,8CI);L-Erythrulose;

Article Data 51

L-Erythrulose Synthetic route

2319-57-5

threitol

533-50-6

L-erythrulose

Conditions
ConditionsYield
With [(neocuproine)Pd(OAc)]2(OTf)2; oxygen In water; acetonitrile at 25℃; for 20h; chemoselective reaction;86%
50-00-0

formaldehyd

96-26-4

dihydroxyacetone

533-50-6

L-erythrulose

Conditions
ConditionsYield
With D-fructose-6-phosphate aldolase of Escherichia coli Ala129Ser mutant In water at 25℃; for 21h; pH=7.5;68%
With D-fructose-6-phosphate aldolase of Escherichia coli Ala129Ser mutant at 25℃; pH=7.5; Kinetics; trisethanolamine buffer;
312-84-5

D-Serine

141-46-8

Glycolaldehyde

533-50-6

L-erythrulose

Conditions
ConditionsYield
With magnesium(II) chloride hexahydrate; flavin adenine dinucleotide (FAD)-containing flavoenzyme from the yeast Rhodotorula gracilis; thiamine pyrophosphate; oxygen In water at 25℃; for 8h; pH=7; Enzymatic reaction;67%
With transketolase from geobacillus stearothermophilus; D-amino acid oxidase from Rhodotorula gracilis; thiamine diphosphate; magnesium chloride In water at 25℃; for 8h; pH=7; Enzymatic reaction;44%
1113-60-6

3-hydroxy-2-oxopropionic acid

141-46-8

Glycolaldehyde

533-50-6

L-erythrulose

Conditions
ConditionsYield
With thiamine pyrophosphate; magnesium chloride; transketolase from spinach 0.1 M glycylglycine buffer, pH 7.5;60%
With sodium hydroxide; thiamine diphosphate; Lithium hydroxypyruvate; magnesium chloride In water 3-5 d, transketolase (EC 2.2.1.1) from yeast;60%
at 37℃; transketolase, thiamine pyrophosphate, MgCl2, glycylglycine buffer pH 7.6; other aldehydes;
With thiamine pyrophosphate; magnesium chloride; transketolase from spinach In water glycyl-glycine buffer 0,05 M (pH 7.5);
at 37℃; transketolase, thiamine pyrophosphate, MgCl2, glycylglycine buffer pH 7.6;
141-46-8

Glycolaldehyde

3369-79-7

Lithium hydroxypyruvate

533-50-6

L-erythrulose

Conditions
ConditionsYield
With sodium hydroxide; magnesium(II) chloride hexahydrate; thiamine diphosphate In water at 25℃; for 24h; pH=7; Enzymatic reaction; optical yield given as %ee; stereoselective reaction;60%
With thiamine diphosphate; sodium hydroxide; magnesium chloride In glycylglycine buffer at 25℃; for 0.5h; pH=7.5; Enzymatic reaction;56%
With magnesium(II) chloride hexahydrate; trans ketolase from Geobacillus stearothermophilus; thiamine diphosphate; sodium hydroxide In water at 50℃; for 0.333333h; pH=7.5; Enzymatic reaction; stereospecific reaction;44%
210230-62-9

L-erythrofuranose

533-50-6

L-erythrulose

Conditions
ConditionsYield
With glucose isomerase (EC 5.3.1.5); magnesium sulfate In water at 60℃; for 8h;39%
909878-64-4

meso-erythritol

533-50-6

L-erythrulose

Conditions
ConditionsYield
durch Bact.gluconicum, Bact.xylinoides, Bact.orleanese, Bact.aceti (Hansen);
durch Acetobacter suboxydans;
durch Acetobacter xylinum (Sorbosebakterien);
Conditions
ConditionsYield
(microbiological transformation);
24940-63-4

D-threo-[2,5]hexodiulosonic acid; calcium salt (2:1)

533-50-6

L-erythrulose

Conditions
ConditionsYield
With calcium hydroxide
141-46-8

Glycolaldehyde

3369-79-7

Lithium hydroxypyruvate

B

533-50-6

L-erythrulose

Conditions
ConditionsYield
With hydrogenchloride; thiamine pyrophosphate; Tris buffer; magnesium chloride at 25℃; spinach transketolase; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With thiamine diphosphate; magnesium chloride pH=7; aq. buffer; Supercritical conditions; Enzymatic reaction; optical yield given as %ee;

L-Erythrulose Specification

The L-Erythrulose, with CAS registry number 533-50-6, has the systematic name of (3S)-1,3,4-trihydroxybutan-2-one. Besides this, it is also called L-(+)-erythrulose hydrate. And the chemical formula of this chemical is C4H8O4 and molecular weight is 120.10392.Its density is 1.420 g/m3.The butyl ketone sugar is erythrose ketone sugar form.

Physical properties of L-Erythrulose: (1)ACD/LogP: -0.98; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 4; (4)#H bond donors: 3; (5)#Freely Rotating Bonds: 6; (6)Polar Surface Area: 44.76 Å2; (7)Index of Refraction: 1.507; (8)Molar Refractivity: 25.17 cm3; (9)Molar Volume: 84.5 cm3; (10)Polarizability: 9.97×10-24cm3; (11)Surface Tension: 69.1 dyne/cm; (12)Density: 1.42 g/cm3; (13)Flash Point: 179.4 °C; (14)Enthalpy of Vaporization: 68.8 kJ/mol; (15)Boiling Point: 349.6 °C at 760 mmHg; (16)Vapour Pressure: 2.8E-06 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(CO)[C@@H](O)CO
(2)InChI: InChI=1/C4H8O4/c5-1-3(7)4(8)2-6/h3,5-7H,1-2H2/t3-/m0/s1
(3)InChIKey: UQPHVQVXLPRNCX-VKHMYHEABZ
(4)Std. InChI: InChI=1S/C4H8O4/c5-1-3(7)4(8)2-6/h3,5-7H,1-2H2/t3-/m0/s1
(5)Std. InChIKey: UQPHVQVXLPRNCX-VKHMYHEASA-N

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