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585-99-9

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Identification

Name
MELIBIOSE
CAS
585-99-9
Synonyms
6-O-ALPHA-D-GALACTOPYRANOSYL-D-GLUCOSE
D-(+)-MELIBIOSE
MELIBIOSE
6-O-.alpha.-galactopyranosyl-D-Glucose
6-o-alpha-d-galactopyranosyl-d-glucos
6-O-α-D-Galactopyranosyl-D-glucose
melibiose, pure
monohydrate
alpha-D-(+)-Melobiose hydrate
ALPHA-D(+)-MELIBIOSE HYDRATE 99+%
Melibiose-H2O
D-Glucose, 6-O-.alpha.-D-galactopyranosyl-
α-d-melibiose hydrate
D-Melibioseanhydrous
2,3,4,5-tetrahydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-hexanal
6-O-A-D-GALACTOPYRANOSYL-D-GLUCOPYRANOSE MONOHYDRATE
á-D-Melibiose
D(+)MELIBOSE extrapure
α-D-Melibiose hydrate, 6-α-D-Galactopyranosyl-D-glucopyranose, 6-O-α-D-Galactopyranosyl-D-glucose
EINECS(EC#)
209-568-6
Molecular Formula
C12H22O11
MDL Number
MFCD00168065
Molecular Weight
342.3
MOL File
585-99-9.mol

Chemical Properties

Definition
A disaccharide con- sisting of two glucose units in an alpha (1- 6)glycosidic linkage. It is an effector molecule that permits activation of the lac operon by binding to the repressor molecule.
Appearance
White powder
Melting point 
182 °C (dec.) (lit.)
mp 
182 °C (dec.)(lit.)

alpha 
+138 - +143° (D/20)(c=1, dil. NH4OH,18hr)(calculated on the dried basis)
Boiling point 
774.5±60.0 °C(Predicted)
density 
1.68±0.1 g/cm3(Predicted)
storage temp. 
Store at RT.
solubility 
H2O: soluble0.1g/mL, clear, colorless
form 
Crystalline Powder
pka
12.45±0.20(Predicted)
color 
White
optical activity
[α]20/D +137±3°, 10 hr, c = 5% in H2O
Water Solubility 
Soluble in water at 100mg/ml
Merck 
5820
BRN 
93360
CAS DataBase Reference
585-99-9(CAS DataBase Reference)
EPA Substance Registry System
Melibiose (585-99-9)

Safety Data

WGK Germany 
3

TSCA 
Yes
HS Code 
29400090

Hazard Information

Chemical Properties
White powder
Uses
Melibiose has been used in a study to improve the preparation of benzoylated ethyl 1-thioglycosides. It has also been used in a study to investigate the effect of water plasticization on the molecular mobility and crystallization tendency of amorphous disaccharides.

General Description
Melibiose is a carbon substrate.

Purification Methods
Melibiose crystallises as a hydrate from water or aqueous EtOH. The anomer is obtained by recrystallising 1g from a mixture of 0.35mL of H2O and 0.2mL of EtOH. It crystallises easily with m 179o and mutarotates from [] D 20 +166o to +142.3o (220minutes, c 4, H2O). Crystallisation from MeOH gives the anhydrous form which hydrates to the monohydrate in air. The anomer dihydrate m 85-86o mutarotates from [] D 20 +123.5o to +143.1o (c 4, H2O for anhydrous). [Fletcher & Diehl J Am Chem Soc 74 5774 1952, Beilstein 1 7 III/IV 3075, 17/7 V 206.]

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