D(+)-Raffinose pentahydrate Chemical Properties

Melting point:

78-80 °C

alpha 

105 º (c=10,water,dry basis)

Boiling point:

78-82℃

Density 

1.465

storage temp. 

Inert atmosphere,Room Temperature

solubility 

H₂O: 50 mg/mL

form 

powder

color 

White

Odor

Odorless

optical activity

[α]20/D +105±2°, c = 10% in H2O

Water Solubility 

143 g/L

Sensitive 

Hygroscopic

Merck 

14,8096

BRN 

4285763

Stability:

Hygroscopic

InChIKey

BITMAWRCWSHCRW-PFQJHCPISA-N

CAS DataBase Reference

17629-30-0(CAS DataBase Reference)

EPA Substance Registry System

.alpha.-D-Glucopyranoside, .beta.-D-fructofuranosyl O-.alpha.-D-galactopyranosyl-(1.fwdarw.6)-, pentahydrate (17629-30-0)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/38

Safety Statements 

24/25-37/39-26

WGK Germany 

3

RTECS 

LZ5851200

F 

3

TSCA 

Yes

HS Code 

29400000

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

D(+)-Raffinose pentahydrate Usage And Synthesis

Description

D-(+)-Raffinose is a trisaccharide composed of galactose, glucose, and fructose that occurs naturally in a variety of vegetables and grains. It is hydrolyzed to galactose and sucrose by α-galactosidase.

Chemical Properties

Raffinose is a white crystalline powder. It is odorless and has a sweet taste approximately 10% that of sucrose.

Uses

moisturizes and smoothes skin, prevents skin ageing, promotes skin regeneration: non-digestible with lower efficiency than lactose or sucrose; prebiotic stimulates growth of lactobacilli and bifidobacteria; additive in low-cariogenic food or drinks

Uses

D-(+)-Raffinose is a trisaccharide built from 1 mol each of D-galactose, D-glucose, and D-fructose which are obtained from it by acid hydrolysis. Invertase splits it into melibiose and saccharose. D-(+)-Raffinose occurs in Australian manna; in cottonseed meal.

Production Methods

Raffinose occurs naturally in Australian manna, cottonseed meal, and seeds of various food legumes. It can be isolated from beet sugar molasses through sucrose separation, seed-crystallization, and filtration.

Pharmaceutical Applications

Raffinose is a trisaccharide carbohydrate that is used as a bulking agent, blood substitute, stabilizing agent, and water scavenger in freeze-drying where it acts as a stabilizer for freeze-dried formulations. It is also used as a crystallization inhibitor in sucrose solutions.

Biochem/physiol Actions

Raffinose is a trisaccharide composed of galactose, fructose, and glucose. Raffinose is hydrolysed to D-galactose and sucrose by D-galactosidase.

Safety

Raffinose is a naturally occurring trisaccharide investigated for use in freeze-dried pharmaceutical formulations. It occurs in a number of plants that are consumed widely.

storage

Raffinose is stable under ordinary conditions of use and storage. Excessive heat should be avoided to prevent degradation. Thermal decomposition products are carbon monoxide and carbon dioxide.

Purification Methods

fructo-furanose [17629-30-0 (5H2O), 512-69-6 (anhydrous)] M 594.5, m 8 0o, 80 -82o, +124o (c 10, H2O), [ ] D +105o (c 1 for pentahydrate, H2O), pK 1 12.40, pK 2 13.44, pK 3 13.52. D(+)-Raffinose crystallises from H2O, 90% aqueous EtOH or MeOH as the pentahydrate. The anhydrous sugar has m 132-135o. It has RF 0.8 on TLC (Silica Gel, and 1:3:3 CHCl3/butanone:/MeOH). The undecaacetate has been purified through an alumina column by elution with CHCl3, and recrystallised from EtOH/MeOH/H2O (3:2:5), with m 99-100o, [] D +92.8o (c 5.14, EtOH). [pK : Coccioli & Vicedomini Ann Chim (Rome) 66 269, 275 1976, 1H NMR: Suami et al. Carbohydr Research 26 234 1973, Beilstein 17 III/IV 3801, 17/8 V 403.]

Incompatibilities

Raffinose is incompatible with strong oxidizers.

Regulatory Status

Raffinose is a naturally occurring trisaccharide and is consumed as part of a normal diet.

D(+)-Raffinose pentahydrate(17629-30-0)Related Product Information

• ARABINOGALACTAN
• L-xylose
• MELIBIOSE
• IsoMaltooligosaccharides
• Maltodextrin
• DL-Arabinose
• Sodium tetraborate pentahydrate
• Raffinose
• Copper(II) sulfate pentahydrate
• STACHYOSE TETRAHYDRATE
• STACHYOSE
• RAFFINOSE, [GALACTOSE-6-3H]
• RAFFINOSE MYRISTATE
• D(+)-Raffinose pentahydrate
• RAFFINOSE OLEATE
• STACHYOSE TETRADECAACETATE
• O-2,3,4,6-tetra-O-acetyl-alpha-D-galactopyranosyl-(1->6)-1,3,4-tri-O-acetyl-beta-D-fructofuranosyl-alpha-D-glucopyranoside tetraacetate