L-(-)-SORBOSE

L-(-)-SORBOSE Basic information

Product Name:	L-(-)-SORBOSE
Synonyms:	L-SOR;L-(-)-SORBOSE;L-SORBOSE;SORBIN;SORBOSE;SORBOSE(L-);Esorben;Hex-2-ulose
CAS:	87-79-6
MF:	C6H12O6
MW:	180.16
EINECS:	201-771-8
Product Categories:	FEED ADDITIVES;Dextrins、Sugar & Carbohydrates;Biochemicals and Reagents;Carbohydrate Synthesis;Carbohydrates;Inhibitors;Basic Sugars (Mono & Oligosaccharides);Biochemistry;Sorbose;Sugars;Monosaccharides;MonosaccharideSpecialty Synthesis
Mol File:	87-79-6.mol

L-(-)-SORBOSE Chemical Properties

Melting point	163-165 °C
alpha	-43 º (C=5% IN H2O)
Boiling point	232.96°C (rough estimate)
density	1.65 g/cm
refractive index	-43 ° (C=1, H2O)
storage temp.	Inert atmosphere,2-8°C
solubility	H₂O: 0.1 g/mL, clear, colorless to very faintly yellow
pka	pKa (17.5° ): 11.55
form	Crystalline Powder or Crystals and Chunks
color	White to off-white
Odor	Odorless
optical activity	[α]20/D 43±2°, c = 5% in H2O
Water Solubility	354.8g/L(17 ºC)
Merck	14,8726
BRN	1724554
LogP	-1.029 (est)
CAS DataBase Reference	87-79-6(CAS DataBase Reference)
NIST Chemistry Reference	L-Sorbose(87-79-6)
EPA Substance Registry System	L-Sorbose (87-79-6)

Safety Information

Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	24/25-36-26-22
WGK Germany	3
RTECS	WG3195025
HS Code	29400090
Hazardous Substances Data	87-79-6(Hazardous Substances Data)

MSDS Information

Provider	Language
SigmaAldrich	English
ACROS	English

L-(-)-SORBOSE Usage And Synthesis

Chemical Properties	White to off-white crystalline powder or crystals
Uses	In the manufacture of vitamin C (accounts for nearly 1000 tons of ascorbic acid produced every year). For conversion of L-sorbose to 2-keto-L-gulonic acid see Reichstein, Grüssner, Helv. Chim. Acta 17, 311 (1934).
Uses	L-Sorbose is a low molecular weight naturally occurring monosaccharide carbohydrate molecule. It has sweetness that is nearly equivalent to that of sucrose. This is a labeled analog.
Uses	L-Sorbose is used as a starting reagent for the commercial biosynthesis of ascorbic acid (vitamin C).
Definition	ChEBI: Keto-L-sorbose is a L-sorbose. It is an enantiomer of a keto-D-sorbose.
Biochem/physiol Actions	The L enatiomer of sorbose, a ketohexose monosaccharide.

L-(-)-SORBOSE Preparation Products And Raw materials

Raw materials	D-Sorbitol-->L-Tagatose-->L-(+)-THREOSE-->L-IDITOL-->L-GULOSE-->L-(-)-IDOSE-->-Hydroxypyruvic acid-->D-Serine-->L-Glyceraldehyde
Preparation Products	2,2-DIMETHYL-4-PHENYL-1,3-DIOXOLANE-->L-xylo-hex-2-ulosonic acid-->2-Hydroxypropanoic acid-->D(-)-Fructose

5-Keto-D-gluconic acid L-[4-13C]SORBOSE,L-[4-13C]SORBOSE L-sorbose-1-phosphate reductase,L-sorbose-1-phosphate reductase L-(-)-SORBOSE phosphoenolpyruvate-sorbose phosphotransferase,phosphoenolpyruvate-sorbose phosphotransferase sorbose dehydrogenase,sorbose dehydrogenase 3,4-Di-O-acetyl-1,2-O-isopropylidene-5-O-tosyl-α-L-sorbose,3,4-Di-O-acetyl-1,2-O-isopropylidene-5-O-tosyl-α-L-sorbose L-Sorbose, bis-O-(1-methylethylidene)-,L-Sorbose, bis-O-(1-methylethylidene)- Diacetone L-sorbose 2,3-O-ISOPROPYLIDENE-1,6-DITOSYL-L-SORBOSE,2,3-O-ISOPROPYLIDENE-1,6-DITOSYL-L-SORBOSE 2-KETO-L-GULONIC ACID 5-KETO-D-GLUCONIC ACID POTASSIUM SALT L-Sorbose, 6-deoxy-6-(formylamino)-,L-Sorbose, 6-deoxy-6-(formylamino)- L-SORBOSE-1-PHOSPHATE POTASSIUM SALT,L-SORBOSE-1-PHOSPHATE POTASSIUM SALT L-Sorbose, 6-azido-6-deoxy-,L-Sorbose, 6-azido-6-deoxy- DL-EPI-INOSOSE-2 5-KETO-D-GLUCONIC ACID CALCIUM SALT L-SORBOSE-1-PHOSPHATE DIPOTASSIUM SALT,L-SORBOSE-1-PHOSPHATE DIPOTASSIUM SALT

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