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Home > Encyclopedia > D(+)-Raffinose pentahydrate

D(+)-Raffinose pentahydrate

D(+)-Raffinose pentahydrate structure

D(+)-Raffinose pentahydrate 

structure
  • CAS No:

    17629-30-0

  • Formula:

    C18H42O21

  • Chemical Name:

    D(+)-Raffinose pentahydrate

  • Synonyms:

    RAFFINOSE, 5-HYDRATE;RAFFINOSE PENTAHYDRATE;O-ALPHA-D-GALACTOPYRANOSYL-(1->6)-ALPHA-D-GLUCOPYRANOSYL BETA-D-FRUCTOFURANOSIDE PENTAHYDRATE;6-O-ALPHA-D-GALACTOPYRANOSYL-D-GLUCOPYRANOSYL-BETA-D-FRUCTOFURANOSIDE PENTAHYDRATE;1,6-ALPHA-D-RAFFINOSE PENTAHYDRATE;1,6-A-D-RAFFINOSE PENTAHYDRATE;BETA-D-FRUCTOFURANOSYL-O-ALPHA-D-GLUCOPYRANOSIDE, PENTAHYDRATE;D-(+)-RAFFINOSE

  • Categories:

    Biochemical Engineering  >  Saccharides

Description

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


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.


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.]

D(+)-Raffinose pentahydrate Basic Attributes

594.51

594.221858 g/mol

4285763

605-771-2

Yes

White

29400000

Characteristics

274 Ų

-7.89290

White crystalline powder

1.465

78-80 °C

78-82℃

143 g/L

Store at RT.

0mmHg at 25°C

Odorless

5.5-7.0 (25°C, 100g/L in H2O)

Inert atmosphere,Room Temperature

Safety Information

3

Xi

24/25-37/39-26

LZ5851200

Xi

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.

36/38

Raffinose is incompatible with strong oxidizers.

D(+)-Raffinose pentahydrate Use and Manufacturing

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. 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 fo

Production

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.

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