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Glucose pentaacetate

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Glucose pentaacetate Basic information

Product Name:
Glucose pentaacetate
Synonyms:
  • Pentaacetate Pentaacetyl-alpha-D-glucose
  • ALPHA-D-GLUCOPYRANOSE-PENTAACETATE
  • ALPHA-GLUCOSE PENTAACETATE
  • A-D-GLUCOSE PENTAACETATE
  • D-A-GLUCOSE PENTAACETATE
  • 1,2,3,4,6-PENTA-O-ACETYL-A-D-GLUCOPYRANOSE
  • 1,2,3,4,6-PENTA-O-ACETYL-A-GLUCOPYRANOSE
  • 1,2,3,4,6-PENTA-O-ACETYL-ALPHA-D-GLUCOPYRANOSE
CAS:
604-68-2
MF:
C16H22O11
MW:
390.34
EINECS:
210-073-2
Product Categories:
  • chiral
  • Biochemistry
  • Glucose
  • O-Substituted Sugars
  • Sugars
  • Dextrins、Sugar & Carbohydrates
  • Carbohydrates & Derivatives
Mol File:
604-68-2.mol
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Glucose pentaacetate Chemical Properties

Melting point:
111-113 °C
alpha 
97 º (c=1, CHCl3)
Boiling point:
435.58°C (rough estimate)
Density 
1.3984 (rough estimate)
vapor pressure 
0-0Pa at 20-50℃
FEMA 
2524 | GLUCOSE PENTAACETATE
refractive index 
105.5 ° (C=1.5, MeOH)
storage temp. 
Sealed in dry,Room Temperature
solubility 
chloroform: 0.1 g/mL, clear, colorless
form 
Powder
color 
White to off-white
Odor
at 100.00 %. odorless
Odor Type
odorless
optical activity
[α]20/D ≥+98°, c = 1 in ethanol
Water Solubility 
< 5 G/L (25 ºC)
BRN 
98852
LogP
1.87 at 25℃ and pH5.7
CAS DataBase Reference
604-68-2(CAS DataBase Reference)
NIST Chemistry Reference
«alpha»-D-Glucopyranose, pentaacetate(604-68-2)
EPA Substance Registry System
.alpha.-D-Glucopyranose, pentaacetate (604-68-2)
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Safety Information

Hazard Codes 
Xn,Xi
Risk Statements 
21-36/38-46-62-63
Safety Statements 
24/25-53-36/37-26-25
WGK Germany 
3
TSCA 
Yes
HS Code 
29400000

MSDS

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Glucose pentaacetate Usage And Synthesis

Chemical Properties

white to light yellow crystal powde

Uses

D-Glucose pentaacetate was reported to stimulate insulin release in rat pancreatic islets. Only α-D-glucose pentaacetate caused an immediate increase in insulin output. The β-anomer of D-glucose pentaacetate first transiently inhibited insulin release, this initial effect being followed by a secondary rise in secretory rate.

Application

Glucose-penta-acetate is a bitter principle in food products, mainly spice blends, condiments, alcoholic beverages, etc. The concentration is equivalent to about 100 to 1500 ppm in the finished consumer product.

Purification Methods

Crystallise it from MeOH, EtOH or three recrystallisations from 95% EtOH. [Wolfrom & Thompson Methods in Carbohydrate Chemistry II 212 1963, Academic Press, Beilstein 17/7 V 318.]

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