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87-79-6

Basic Information
CAS No.: 87-79-6
Name: L-(-)-Sorbose
Article Data: 115
Molecular Structure:
Molecular Structure of 87-79-6 (L-(-)-Sorbose)
Formula: C6H12O6
Molecular Weight: 180.158
Synonyms: Sorbose, L-(8CI);Esorben;L-(-)-Sorbose;L-1,3,4,5,6-Pentahydroxyhexan-2-one;L-xylo-2-Hexulose;NSC 97195;Sorbose;
EINECS: 201-771-8
Density: 1.589 g/cm3
Melting Point: 163-165 °C
Boiling Point: 551.7 °C at 760 mmHg
Flash Point: 301.5 °C
Solubility: water: 0.1 g/mL, clear, colorless to very faintly yellow
Appearance: White to off-white crystalline powder or crystals
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 24/25-36-26-22
PSA: 118.22000
LogP: -3.37720
Synthetic route
18604-19-8

11,2:4,6-di-O-isopropylidene-α-L-sorbofuranose

A

52129-03-0

2,2-dimethyl-4-phenyl-1,3-dioxolane

B

87-79-6

L-sorbose

Conditions
ConditionsYield
With phenylethane 1,2-diol; toluene-4-sulfonic acid In dichloromethane for 23h;A n/a
B 96%
312-84-5

D-Serine

95-44-3

L-threose

87-79-6

L-sorbose

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;62%

magnesium glycerol phosphate

497-09-6

(S)-glyceraldehyde

87-79-6

L-sorbose

Conditions
ConditionsYield
With FAD; Staphylococcus carnosus D-fructose 1,6-bisphosphate aldolase; Streptococcus pneumonia glycerol phosphate oxidase In water-d2 at 30℃; for 22h; pH=7; Enzymatic reaction;54%
Stage #1: magnesium glycerol phosphate; (S)-glyceraldehyde With glycerol phosphate oxidase; recombinant D-fructose 1,6-bisphosphate aldolase from Staphylococcus carnosus; catalase In water at 20℃; for 22h; pH=7; Enzymatic reaction;
Stage #2: With hydrogenchloride; acid phosphatase from sweet potato In water at 37℃; for 24h; pH=Ca. 5; Enzymatic reaction; stereoselective reaction;
28%
50-70-4

D-sorbitol

87-79-6

L-sorbose

Conditions
ConditionsYield
durch verschiedene Acetobacter-Arten;
durch Acetobacter xylinum;
durch Acetobacter suboxydans;
5934-56-5

glucose

87-79-6

L-sorbose

Conditions
ConditionsYield
beim Aufbewahren;
50-70-4

D-sorbitol

550-82-3

resazurin

87-79-6

L-sorbose

Conditions
ConditionsYield
Verschiedene holzzerstoerende Pilze (Merulius-Arten,Fomes annosus);
1113-60-6

3-hydroxy-2-oxopropionic acid

95-44-3

L-threose

87-79-6

L-sorbose

Conditions
ConditionsYield
at 37℃; transketolase, thiamine pyrophosphate, MgCl2, glycylglycine buffer pH 7.6;
57-04-5

dihydroxyacetone phosphate

56-82-6

Glyceraldehyde

A

57-48-7

D-Fructose

B

87-79-6

L-sorbose

Conditions
ConditionsYield
aldolase In water Yield given. Yields of byproduct given. Title compound not separated from byproducts;
488-45-9

L-iditol

87-79-6

L-sorbose

Conditions
ConditionsYield
With NADox In water at 25℃; Equilibrium constant; Thermodynamic data; pH 7.57-7.58; biochemical reaction catalyzed by L-iditol 2-dehydrogenase; ΔH; ΔG; ΔS;
With recombinant histidine tagged sorbitol dehydrogenase from Aspergillus niger; nicotinamide adenine dinucleotide at 30℃; pH=8.5; Kinetics; aq. buffer; Enzymatic reaction;
With recombinant NADH flavoprotein oxidase from Streptococcus thermophilus; recombinant robust polyol dehydrogenase; oxygen; nicotinamide adenine dinucleotide In aq. buffer at 30℃; pH=8; Green chemistry; Enzymatic reaction; stereoselective reaction;
calcium salt of/the/ D-xylo-<5>hexulosonic acid

calcium salt of/the/ D-xylo-<5>hexulosonic acid

87-79-6

L-sorbose

Conditions
ConditionsYield
With hydrogenchloride; methanol Behandeln des Reaktionsprodukts mit Natriumboranat in Wasser und Erwaermen des danach isolierten Reaktionsprodukts mit wss.Schwefelsaeure;
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  • 87-79-6  L-(-)-SORBOSE

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Chemistry

Molecular Formula: C6H12O6
Molar mass: 180.1559 g/mol
Density: 1.589 g/cm3
Flash Point: 301.5 °C
Index of Refraction: 1.574
Melting point: 163-165 °C
Boiling Point: 551.7 °C at 760 mmHg
Vapour Pressure: 1.79E-14 mmHg at 25°C
Water solubility: 0.1 g/mL, clear, colorless to very faintly yellow
Appearance: White to off-white crystalline powder or crystals
Structure of L-(-)-SORBOSE(87-79-6):
                   
Synonyms of L-(-)-SORBOSE(87-79-6): L-xylo-Hexulose;Laevuflex;L-1,3,4,5,6-Pentahydroxyhexan-2-one;2-hexulose;1,3,4,5,6-Pentahydroxy-2-hexanon ;Hex-2-ulose;1,3,4,5,6-Pentahydroxy-2-hexanone;sorbose
Product Categories: Sorbose;Sugars;Biochemicals and Reagents;Basic Sugars (Mono & Oligosaccharides);Monosaccharides;Carbohydrate Synthesis

Uses

L-(-)-SORBOSE(87-79-6) can be used as intermediates of Vitamin C.

Production

L-(-)-SORBOSE(87-79-6) can be derived through bacterials' oxidation with d-sorbitol as raw material.

Toxicity Data With Reference

Carcinogenicity of L-(-)-SORBOSE(87-79-6) hasn't been listed as a carcinogen by  NTP, IARC,ACGIH, or CA Prop 65.You can see actual entry in RTECS for complete information.

guinea pigLD50oral5143mg/kg (5143mg/kg)BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 30(11), Pg. 18, 1965.
mouseLD50intraperitoneal908mg/kg (908mg/kg) Comptes Rendus Hebdomadaires des Seances, Academie des Sciences. Vol. 256, Pg. 1043, 1963.
mouseLD50intravenous148mg/kg (148mg/kg) Toxicology and Applied Pharmacology. Vol. 22, Pg. 150, 1972.
mouseLD50oral1874mg/kg (1874mg/kg)BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 30(11), Pg. 18, 1965.
rabbitLD50oral2735mg/kg (2735mg/kg)BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 30(11), Pg. 18, 1965.
rabbitLDLointravenous1067mg/kg (1067mg/kg) "Patty's Industrial Hygiene and Toxicology," 3rd rev. ed., Clayton, G.D., and F.E. Clayton, eds., New York, John Wiley & Sons, Inc., 1978-82. Vol. 3 originally pub. in 1979; pub. as 2n rev. ed. in 1985.Vol. 2A, Pg. 1898, 1981.
ratLD50intraperitoneal405mg/kg (405mg/kg) Environmental Quality and Safety, Supplement. Vol. 1, Pg. 1, 1975.
ratLD50intravenous222mg/kg (222mg/kg) Environmental Quality and Safety, Supplement. Vol. 1, Pg. 1, 1975.
ratLD50oral2250mg/kg (2250mg/kg) Food Research. Vol. 7, Pg. 313, 1942.

Safety Profile

When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes: Xi
Risk Statements:
36:  Irritating to the eyes
37:  Irritating to the respiratory system
38:  Irritating to the skin
Safety Statements:
22:  Do not breathe dust
24:  Avoid contact with skin
25:  Avoid contact with eyes
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36:  Wear suitable protective clothing

Specification

L-(-)-SORBOSE(87-79-6) is hazardous,so the first aid measures and others should be known .Such as:
Skin: Get medical aid. Should flush skin with plenty of water immediatelyfor at least 15 minutes while removing contaminated clothing and shoes.
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids.
Inhalation: Remove from exposure and move to fresh air immediately.And as soon as to get medical aid if cough or other symptoms appear.
Ingestion: Wash mouth out with water,and get medical aid immediately.
Stability and Reactivity of L-(-)-SORBOSE(87-79-6):
Chemical Stability: Stable under normal pressures and temperatures.   
Incompatibilities with Other Materials: Strong reducing agents, strong oxidizing agents.
Conditions to Avoid: Incompatible materials.
Hazardous Decomposition Products: Carbon dioxide, carbon monoxide.