D-ALTROSE Chemical Properties

Melting point:

106-108 °C

alpha 

D20 +32.6° (c = 7.6)

Boiling point:

232.96°C (rough estimate)

Density 

1.581

refractive index 

1.5860 (estimate)

storage temp. 

2-8°C

solubility 

DMSO (Slightly), Methanol (Slightly, Heated), Water (Slightly)

pka

12.45±0.20(Predicted)

form 

Powder

color 

White to off-white

optical activity

[α]/D 33.0±2.0°, c = 0.2 in H2O

Merck 

13,319

BRN 

1724621

LogP

-3.290 (est)

CAS DataBase Reference

1990-29-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

24/25-36-26

WGK Germany 

3

HS Code 

29400090

MSDS

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D-ALTROSE Usage And Synthesis

Chemical Properties

white to off-white powder

Uses

D-Altrose is the epimer of D-glucose at C3 and have recently been discovered to possess antioxidant properties by the suppression of reactive oxygen species production in mitochondria due to competiti on with D-glucose at the cellular level.

Definition

An aldohexose that is isomeric with glucose, tallose, allose, and others.

Purification Methods

Crystallise D-altrose from aqueous EtOH. If it is obtained by the hydrolysis of the acetate, then it may contain sodium and acetate ions. Ions are best removed by dissolving in H2O, passing through suitable columns of ion-exchange resins, e.g. Amberlite IR-120 and Duolite A, and concentrating in a vacuum to a syrup. This is dissolved in MeOH, filtered and evaporated in a vacuum desiccator over granular CaCl2. The thick syrup is inoculated with seed crystals, stirred, and before it sets to a magma of crystals, transfer the crystals with MeOH to a Büchner funnel. Recrystallise them in the same way. -D-Altrofuranoside has initial [] D ~-69o (c 4, H2O) which mutarotates to +33o. [Richtmeyer Methods in Carbohydrate Chemistry I 107 Academic Press 1962, Beilstein 1 IV 4301, see Angyal Adv Carbohydrate Chem Biochem 42 15 1984 for ratio of anomers in solution.]

D-ALTROSE(1990-29-0)Related Product Information

• Bleomycin
• D-ALTROSE
• 2,6-dideoxy-D-altrose,2,6-dideoxy-D-altrose
• paulomycin A2
• SQUALESTATIN
• paulomycin A
• paulomycin B
• D-[2-13C]ALTROSE,D-[2-13C]ALTROSE
• L-ALTROSE,L(-)-ALTROSE,L-ALTROSE,L(-)-ALTROSE
• 6-CHLORO-6-DEOXY-D-ALTROSE,6-CHLORO-6-DEOXY-D-ALTROSE
• D-Altrose-1-13C,D-Altrose-1-13C
• paulomycin F
• D-Altrose, diethyl dithioacetal,D-Altrose, diethyl dithioacetal
• D-ALTROSE CRYSTALLINE,D-ALTROSE CRYSTALLINE
• 4-O-Methyl-6-deoxy-D-altrose,4-O-Methyl-6-deoxy-D-altrose
• 2-O,3-O,4-O,5-O,6-O-Pentakis(trimethylsilyl)-L-altrose,2-O,3-O,4-O,5-O,6-O-Pentakis(trimethylsilyl)-L-altrose
• L-Altrose benzylphenyl hydrazone,L-Altrose benzylphenyl hydrazone
• 4-O-β-D-Galactopyranosyl-D-altrose,4-O-β-D-Galactopyranosyl-D-altrose