D-Psicose supplier | CasNO.551-68-8

Name
D-Psicose
EINECS 208-999-7
CAS No. 551-68-8
Article Data102
CAS DataBase
Density 1.589 g/cm³
Solubility Soluble in water, methanol, ethanol. Practically insol in acetone.
Melting Point 109 °C
Formula C₆H₁₂O₆
Boiling Point 551.7 °C at 760 mmHg
Molecular Weight 180.158
Flash Point 301.5 °C
Transport Information
Appearance Sweet syrupy liquid
Safety 3
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Psicose, D-(8CI);D-Allulose;D-ribo-2-Hexulose;D-Erythrohexulose;D-ribo-2-Ketohexose;D-Ribohexulose;Pseudofructose;Allulose;
PSA 118.22000
LogP -3.37720

Synthetic route

: 915947-48-7
(S)-4-((R)-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)(hydroxy)methyl)-2,2-dimethyl-1,3-dioxan-5-one

: 551-68-8
D-psicose

Conditions

Conditions	Yield
With Dowex 50W-X2-200 In water	100%

: 57-48-7
D-Fructose

: 551-68-8
D-psicose

Conditions

Conditions	Yield
With immobilized D-psicose epimerase from Corynebacterium glutamicum KCCM 11046 In water at 30 - 50℃; Enzymatic reaction;	75%
With triethylamine In ethanol for 15h; Heating; Yield given;
With D-tagatose 3-epimerase at 25℃; Enzymatic reaction;

: 2280-44-6
D-Glucose

: 453-17-8
D-Glyceraldehyde

A: 551-68-8
D-psicose

B: 3615-56-3
D-Sorbose

Conditions

Conditions	Yield
With recombinant Escherichia coli strain RhuA-Y; isopropyl β-D-thiogalactopyranoside for 20h; Enzymatic reaction; Overall yield = 35.6 %; Overall yield = 960 mg; diastereoselective reaction;	A 10.4% B 10.6%
With recombinant Escherichia coli strain FucA-Y; isopropyl β-D-thiogalactopyranoside for 20h; Enzymatic reaction; Overall yield = 35.6 %; Overall yield = 960 mg; diastereoselective reaction;	A n/a B n/a

...Expand

: 50-99-7
D-glucose

: 551-68-8
D-psicose

Conditions

Conditions	Yield
With ammonium hydroxide

: 2595-97-3
D-Allose

: 551-68-8
D-psicose

Conditions

Conditions	Yield
With pyridine

: 98574-01-7
Penta-O-acetyl-keto-D-psicose

: 551-68-8
D-psicose

Conditions

Conditions	Yield
With barium dihydroxide; water

: O1,O2-isopropylidene-O3-methanesulfonyl-β-D-fructopyranose

: 551-68-8
D-psicose

Conditions

Conditions	Yield
With sulfuric acid Behandeln des (mit Hilfe von Bariumcarbonat) von Sulfat-Ionen befreiten Reaktionsgemisches mit wss.Natronlauge;

: 3458-28-4
D-Mannose

A: 79-14-1
glycolic Acid

B: 849585-22-4
LACTIC ACID

C: 57-48-7
D-Fructose

D: 551-68-8
D-psicose

E: 50-99-7
D-glucose

F: 64-19-7
acetic acid

Conditions

Conditions	Yield
With potassium hydroxide In water at 78℃; for 0.333333h; Rate constant; Product distribution; Mechanism; isomerization equilibrium; degradation to acids; varying time, OH(1-) concentration 0.001 M to O.1 M; also in presence of Ca(2+) up to 0.06 M;

...Expand

: 50-99-7
D-glucose

A: 79-14-1
glycolic Acid

B: 849585-22-4
LACTIC ACID

C: 57-48-7
D-Fructose

D: 3458-28-4
D-Mannose

E: 551-68-8
D-psicose

F: 64-19-7
acetic acid

Conditions

Conditions	Yield
With potassium hydroxide In water at 78℃; for 0.333333h; Rate constant; Product distribution; Mechanism; isomerization equilibrium; degradation to acids; varying time, OH(1-) concentration 0.001 M to O.1 M; also in presence of Ca(2+) up to 0.06 M;

...Expand

: 1990-29-0
D-altrose

A: 551-68-8
D-psicose

B: 2595-97-3
D-Allose

Conditions

Conditions	Yield
With potassium hydroxide In water at 25℃; for 336h; Product distribution; Kinetics;

: 2595-97-3
D-Allose

A: 551-68-8
D-psicose

B: 1990-29-0
D-altrose

Conditions

Conditions	Yield
With potassium hydroxide In water at 25℃; for 336h; Product distribution; Kinetics;

: 97833-77-7, 121351-05-1
3.4.5.6-Tetra-O-acetyl-D-psicose

: 551-68-8
D-psicose

Conditions

Conditions	Yield
With barium dihydroxide Yield given;

: (4R,5S,6R)-6-Hydroxymethyl-dihydro-pyran-2,3,3,4,5-pentaol

A: 7283-09-2
β-D-allopyranose

B: 551-68-8
D-psicose

C: 54-17-1, 492-61-5, 492-62-6, 492-66-0, 530-25-6, 530-26-7, 530-27-8, 530-28-9, 552-76-1, 579-36-2, 643-69-6, 655-45-8, 2280-44-6, 3646-73-9, 7282-78-2, 7282-79-3, 7282-80-6, 7282-81-7, 7282-82-8, 7283-02-5, 7283-08-1, 7283-09-2, 7283-10-5, 7283-11-6, 7296-15-3, 7296-64-2, 7322-31-8, 10257-28-0, 12772-65-5, 12773-29-4, 12773-31-8, 12773-32-9, 12773-33-0, 12773-34-1, 19982-85-5, 28538-24-1, 32445-46-8, 32445-47-9, 32445-51-5, 32445-52-6, 34685-56-8, 34685-57-9, 35810-56-1, 39281-65-7, 39281-66-8, 39281-67-9, 39281-68-0, 39281-69-1, 39392-61-5, 39392-62-6, 39392-63-7, 39392-65-9, 39392-66-0, 39392-69-3, 40825-84-1, 40825-86-3, 40825-87-4, 40825-89-6, 42752-07-8, 42789-83-3, 46032-76-2, 54808-89-8, 66069-07-6, 120442-57-1, 120442-58-2, 120442-59-3, 120442-67-3, 131064-91-0, 131064-92-1, 131065-00-4, 131065-01-5, 131348-38-4
D-altropyranose

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In water for 40h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

...Expand

: 7664-93-9
sulfuric acid

: O1,O2-isopropylidene-O3-methanesulfonyl-β-D-fructopyranose

: 551-68-8
D-psicose

Conditions

Conditions	Yield
Behandeln des von Sulfat befreiten Reaktionsgemisches mit wss. Natronlauge;

: 57-48-7
D-Fructose

: 7732-18-5
water

: 551-68-8
D-psicose

: 57-48-7
D-Fructose

aqueous lead (II)-hydroxide: aqueous lead (II)-hydroxide

: 551-68-8
D-psicose

: 57-48-7
D-Fructose

: 7732-18-5
water

A: 3458-28-4
D-Mannose

B: 551-68-8
D-psicose

C: 50-99-7
D-glucose

Conditions

Conditions	Yield
Behandeln mit einem basischen Anionenaustauscher;
Behandeln mit einem basischen Anionenaustauscher, zeitlicher Verlauf dieser Reaktion;

...Expand

: 57-48-7
D-Fructose

aqueous calcium hydroxide: aqueous calcium hydroxide

A: 849585-22-4
LACTIC ACID

B: 551-68-8
D-psicose

C: 50-99-7
D-glucose

D 2-methyl-D-ribonic acid: 2-methyl-D-ribonic acid

Conditions

Conditions	Yield
at 25℃; zeitlicher Verlauf unter Ausschluss von Sauerstoff;

...Expand

: 50-99-7
D-glucose

: 7732-18-5
water

A: 57-48-7
D-Fructose

B: 551-68-8
D-psicose

Conditions

Conditions	Yield
Beim Erwaermen einer gepufferten Loesung vom pH 7.5;

...Expand

: 50-99-7
D-glucose

: ammonium hydroxide

A: 57-48-7
D-Fructose

B: 3458-28-4
D-Mannose

C: 551-68-8
D-psicose

...Expand

: 50-99-7
D-glucose

aqueous calcium hydroxide (0.04n): aqueous calcium hydroxide (0.04n)

A: 57-48-7
D-Fructose

B: 3458-28-4
D-Mannose

C: 551-68-8
D-psicose

D 2-methyl-D-ribonic acid: 2-methyl-D-ribonic acid

Conditions

Conditions	Yield
at 25℃; Zeitlicher Verlauf; unter Ausschluss von Sauerstoff; Produkt 5: DL-Milchsaeure;

...Expand

: 57-48-7
D-Fructose

A: 3458-28-4
D-Mannose

B: 551-68-8
D-psicose

C: 50-99-7
D-glucose

Conditions

Conditions	Yield
With sodium hydroxide In water at 80℃; for 2h; pH=8.3; Kinetics; Lobry de Brujn-Alberda van Ekenstein reaction;	A n/a B 6.46 % Chromat. C n/a
Stage #1: D-Fructose With aluminum oxide In pyridine for 9h; Heating; Stage #2: With sulfuric acid In acetone for 2h; Further stages.;	A 13 % Chromat. B 10 % Chromat. C 22 % Chromat.

...Expand

: 50-99-7
D-glucose

A: 57-48-7
D-Fructose

B: 3458-28-4
D-Mannose

C: 551-68-8
D-psicose

Conditions

Conditions	Yield
With sodium hydroxide In water at 80℃; for 2h; pH=8.3; Kinetics; Lobry de Brujn-Alberda van Ekenstein reaction;	A n/a B n/a C 3.28 % Chromat.

...Expand

: 3458-28-4
D-Mannose

A: 57-48-7
D-Fructose

B: 551-68-8
D-psicose

C: 50-99-7
D-glucose

D: 53989-88-1
D-arabino-[3]hexulose

Conditions

Conditions	Yield
With sodium aluminate In water at 35℃; for 20h; Product distribution; Further Variations:; reaction times;

...Expand

: 2595-97-3
D-Allose

A: 57-48-7
D-Fructose

B: 551-68-8
D-psicose

C: 1990-29-0
D-altrose

Conditions

Conditions	Yield
Stage #1: D-Allose With aluminum oxide In pyridine for 2h; Heating; Stage #2: With sulfuric acid In acetone for 2h; Further stages.;	A 2 % Chromat. B 50 % Chromat. C 2 % Chromat.

...Expand

: 30571-54-1
2,3,4,5-tetra-O-acetyl-aldehydo-D-ribose

: 551-68-8
D-psicose

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: triethylamine / 3-ethylbenzothiazolium bromide / ethanol / 72 h / 70 °C 2: barium hydroxide View Scheme

: 61212-28-0
tetra-O-acetyl-D-ribonic acid

: 551-68-8
D-psicose

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: diethyl ether; PCl5 2: diethyl ether 3: copper (II)-acetate 4: barium hydroxide; water View Scheme

: 18968-65-5
tetra-O-acetyl-D-ribonic acid chloride

: 551-68-8
D-psicose

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: diethyl ether 2: copper (II)-acetate 3: barium hydroxide; water View Scheme

: 6632-53-7
tetra-O-acetyl-1-diazo-keto-D-1-deoxy-psicose

: 551-68-8
D-psicose

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: copper (II)-acetate 2: barium hydroxide; water View Scheme

: 551-68-8
D-psicose

: 67-64-1
acetone

: 34626-95-4
1,2:3,4-di-O-isopropylidene-β-D-psicofuranose

Conditions

Conditions	Yield
With hydrogenchloride; copper(II) sulfate In water at 20℃;	73%
With sulfuric acid for 2h; Ambient temperature;

: 551-68-8
D-psicose

: 143-33-9
sodium cyanide

: 18162-48-6
tert-butyldimethylsilyl chloride

: 67-64-1
acetone

A: 2,2':5,6-di-O-isopropylidene-2-C-hydroxymethyl-D-altrono-1,4-lactone

B: 6-O-tert-butyldimethylsilyl-2-C-tert-butyldimethylsilyloxymethyl-2,3-O-isopropylidene-L-allono-1,4-lactone

Conditions

Conditions	Yield
Multistep reaction;	A 19% B 71%

...Expand

: 551-68-8
D-psicose

: 98-88-4
benzoyl chloride

A: 1232836-56-4
C34H28O10

B: 1232836-55-3
C34H28O10

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20℃; for 3h;	A 12% B 54%

...Expand

: 551-68-8
D-psicose

: 143-33-9
sodium cyanide

: 67-64-1
acetone

A: 2,2':5,6-di-O-isopropylidene-2-C-hydroxymethyl-D-altrono-1,4-lactone

B: 864846-18-4
2,3:5,6-di-O-isopropylidene-2-C-hydroxymethyl-D-allono-1,4-lactone

Conditions

Conditions	Yield
Stage #1: D-psicose; sodium cyanide With water Kiliani reaction; Heating; Stage #2: With Amberlite IR-120 H(1+); water at 20℃; Stage #3: acetone With copper(I) sulfate; sulfuric acid; copper(II) sulfate	A n/a B 38%

...Expand

: 504-29-0
2-aminopyridine

: 551-68-8
D-psicose

A: 1990-29-0
D-altrose

B: 2595-97-3
D-Allose

Conditions

Conditions	Yield
Stage #1: D-psicose With 2-aminopyridine; acetic acid at 90℃; Lobry de Bruyn-van Ekenstein transformation; Sealed tube; Stage #2: 2-aminopyridine With acetic acid at 90℃; Sealed tube; Stage #3: With trifluoroacetic acid at 65℃; for 1h;	A 11% B 32%

...Expand

: 551-68-8
D-psicose

: 29474-80-4
1,2:3,4-di-O-isopropylidene-D-psicofuranose

Conditions

Conditions	Yield
With sulfuric acid; copper(II) sulfate; acetone

: 551-68-8
D-psicose

: 100-63-0
phenylhydrazine

: 6164-71-2
D-allose osazone

Conditions

Conditions	Yield
With sodium hydrogensulfite; acetic acid

: 551-68-8
D-psicose

: 77-78-1
dimethyl sulfate

: 23259-20-3, 94942-15-1
methyl-[tetra-O-methyl-psicofuranoside

Conditions

Conditions	Yield
With sodium hydroxide (+)-methyl-O-methyl-ξ-D-psicofuranoside>;

: 551-68-8
D-psicose

: 685-27-8
2,2,2-trifluoro-N-methyl-N-(2,2,2-trifluoroacetyl)acetamide

: 622-33-3
N-benzyloxyamine

: trifluoroacetylated psicose-O-benzyloxime

Conditions

Conditions	Yield
1.) NMP, 75 deg C, 30 min, 2.) NMP, RT, 3 h; Multistep reaction;

...Expand

: 551-68-8
D-psicose

A: 1990-29-0
D-altrose

B: 2595-97-3
D-Allose

Conditions

Conditions	Yield
With potassium hydroxide In water at 25℃; for 336h; Product distribution; Kinetics;

: 551-68-8
D-psicose

A: 79-14-1
glycolic Acid

B: 849585-22-4
LACTIC ACID

C: 57-48-7
D-Fructose

D: 3458-28-4
D-Mannose

E: 50-99-7
D-glucose

F: 64-19-7
acetic acid

Conditions

Conditions	Yield
With potassium hydroxide In water at 78℃; for 0.333333h; Rate constant; Product distribution; Mechanism; isomerization equilibrium; degradation to acids; varying time, OH(1-) concentration 0.001 M to O.1 M; also in presence of Ca(2+) up to 0.06 M;

...Expand

: 67-62-9
O-Methylhydroxylamin

: 551-68-8
D-psicose

: 18156-74-6
1-(Trimethylsilyl)imidazole

: 56196-14-6, 128705-57-7, 128705-81-7, 129445-30-3, 129445-32-5
trimethylsilyl ether of psicose O-methyloxime

Conditions

Conditions	Yield
1.) NMP, 75 deg C, 30 min, 2.) NMP, RT, 5-10 min; Multistep reaction;

...Expand

: 551-68-8
D-psicose

: 622-33-3
N-benzyloxyamine

: 18156-74-6
1-(Trimethylsilyl)imidazole

: trimethylsilyl ether of psicose-O-benzyloxime

Conditions

Conditions	Yield
1.) NMP, 75 deg C, 30 min, 2.) NMP, RT, 5-10 min; Multistep reaction;

...Expand

D-Psicose Specification

The D-Psicose, with the CAS registry number 551-68-8 and EINECS registry number 208-999-7, is also called D-Erythrohexulose. It belongs to the following product categories: Basic Sugars (Mono & Oligosaccharides); Biochemistry; Psicose; Sugars; Carbohydrate LibraryCarbohydrates; Carbohydrates; Carbohydrates A to; Carbohydrates P-ZBiochemicals and Reagents; Metabolic Libraries; Metabolomics; Monosaccharide. And the molecular formula of the chemical is C₆H₁₂O₆. What's more, it can be prepared by glucose, and it mainly used in chemical and biological chemical research.

The characteristics of D-Psicose are as followings: (1)ACD/LogP: -1.63; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -1.63; (4)ACD/LogD (pH 7.4): -1.63; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 3.1; (8)ACD/KOC (pH 7.4): 3.09; (9)#H bond acceptors: 6; (10)#H bond donors: 5; (11)#Freely Rotating Bonds: 10; (12)Polar Surface Area: 63.22 Å²; (13)Index of Refraction: 1.574; (14)Molar Refractivity: 37.42 cm³; (15)Molar Volume: 113.3 cm³; (16)Polarizability: 14.83×10^-24cm³; (17)Surface Tension: 92.6 dyne/cm; (18)Density: 1.589 g/cm³; (19)Flash Point: 301.5 °C; (20)Enthalpy of Vaporization: 95.65 kJ/mol; (21)Boiling Point: 551.7 °C at 760 mmHg; (22)Vapour Pressure: 1.79E-14 mmHg at 25°C.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=C([C@H](O)[C@H](O)[C@H](O)CO)CO
(2)InChI: InChI=1/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3,5-9,11-12H,1-2H2/t3-,5-,6+/m1/s1
(3)InChIKey: BJHIKXHVCXFQLS-PUFIMZNGBH

Product Name

D-Psicose

Synthetic route

D-Psicose Specification

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