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Merck

63630

D-(+)-Melibiose

suitable for microbiology, ≥99.0%

Synonym(s):

Raffinose, Melizitose, α-D-Galactosyl-(1→6)-α-D-glucopyranoside, Galactosyl D-glucose, Galactosylglucose, D-Galactopyranosyl-(1→6)-D-glucose, Melibiose, Galactinol, D-(+)-Galactosyl-(1→6)-D-(+)-glucose, α-D-Gal(1→6)β-D-Glc, 6-O-α-D-Galactopyranosyl-D-glucose

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About This Item

Empirical Formula (Hill Notation):
C12H22O11
CAS Number:
585-99-9
Molecular Weight:
342.30
MDL number:
MFCD00168065
UNSPSC Code:
41106212
NACRES:
NA.74
PubChem Substance ID:
329759880
EC Number:
209-568-6
Beilstein/REAXYS Number:
93360

Key Documents

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Product Name

D-(+)-Melibiose, suitable for microbiology, ≥99.0%

InChI key

AYRXSINWFIIFAE-GFRRCQKTSA-N

InChI

1S/C12H22O11/c13-1-4(15)7(17)8(18)5(16)3-22-12-11(21)10(20)9(19)6(2-14)23-12/h1,4-12,14-21H,2-3H2/t4-,5+,6+,7+,8+,9-,10-,11+,12-/m0/s1

SMILES string

OC[C@H]1O[C@H](OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O)[C@H](O)[C@@H](O)[C@H]1O

assay

≥99.0% (HPLC)
≥99.0%

form

powder

optical activity

[α]20/D +137±3°, 10 hr, c = 5% in H2O

packaging

pkg of 10 g
pkg of 50 g

ign. residue

≤0.1% (as SO4)

color

colorless to white

solubility

H2O: 0.1 g/mL, clear, colorless

anion traces

chloride (Cl-): ≤50 mg/kg
sulfate (SO42-): ≤200 mg/kg

cation traces

As: ≤0.1 mg/kg
Ca: ≤500 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤10 mg/kg
K: ≤50 mg/kg
Mg: ≤10 mg/kg
Mn: ≤5 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Zn: ≤5 mg/kg

application(s)

microbiology

Quality Level

200

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Application

D-(+)-Melibiose has applications in the fields of microbiology, research and development, and in food and pharmaceutical industries. Melibiose fermentation test is used to differentiate bacteria like Enterobacteriaceae (like Salmonella, E.coli, shigella, Citrobacter, Klebsiella, Enterobacter) and yeasts. It is also used for the differentiation between the plant pathogenic bacteria Klebsiella pneumoniae and K. variicola.

General description

D-(+)-Melibiose is a reducing disaccharide composed of a unit of galactose linked to a unit of glucose by a glycosidic bond α (1 → 6). It is commonly found in plants and the roots of certain legumes. D-(+)-Melibiose is not metabolized by humans but serves as a substrate for certain bacteria and fungi. It is used as a differential medium component in microbiological media to detect the fermentation of melibiose by microorganisms. It helps identify specific bacterial species based on their ability to ferment melibiose.

Preparation Note

Keep the container tightly closed in a dry and well-ventilated place.Hygroscopic, Store under inert gas.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN1470
BCCH7866
BCCC9240
BCCB7658
BCBX0069

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G A Eroshenko et al.
Genetika, 47(10), 1328-1334 (2012-01-12)
Comparative analysis of nucleotide sequences of genes participating in melibiose fermentation and isocitrate lyase production was conducted in 90 natural Yersinia pestis strains of main and non main subspecies. It was ascertained that the lack of the ability to utilize
Yibin Lin et al.
Biochimica et biophysica acta, 1828(8), 1690-1699 (2013-03-19)
The melibiose transporter from Escherichia coli (MelB) can use the electrochemical energy of either H(+), Na(+) or Li(+) to transport the disaccharide melibiose to the cell interior. By using spectroscopic and biochemical methods, we have analyzed the role of Arg149
Víctor A Lórenz-Fonfría et al.
Methods in molecular biology (Clifton, N.J.), 914, 107-126 (2012-09-15)
The determination of protein conformational changes induced by the interaction of substrates with secondary transporters is an important step toward the elucidation of their transport mechanism. Since conformational changes in a protein alter its vibrational patterns, they can be detected
Mohamed S Elrobh et al.
FEMS microbiology letters, 338(1), 62-67 (2012-10-17)
The Escherichia coli melR gene encodes the MelR transcription factor that controls melibiose utilization. Expression of melR is autoregulated by MelR, which represses the melR promoter by binding to a target that overlaps the transcript start. Here, we show that
Are melibiose-fermenting intestinal and alpechin strains of Saccharomyces cerevisiae a novel type of yeast probiotics?
G I Naumov
Doklady biological sciences : proceedings of the Academy of Sciences of the USSR, Biological sciences sections, 439, 262-263 (2011-09-29)
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Articles

Base Ingredients of Microbiology Media

Culture media provides a habitat with suitable nutrients, energy sources, and certain environmental conditions for the growth of microorganisms. The components of the culture media range from simple sugars to peptones, salts, antibiotics, and complex indicators.

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