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Merck

63630

D-(+)-Melibiose

suitable for microbiology, ≥99.0%

Sinónimos:

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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Fórmula empírica (notación de Hill):
C12H22O11
Número CAS:
585-99-9
Peso molecular:
342.30
UNSPSC Code:
41106212
NACRES:
NA.74
PubChem Substance ID:
329759880
EC Number:
209-568-6
Beilstein/REAXYS Number:
93360
MDL number:
MFCD00168065

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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.

Clase de almacenamiento

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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Certificados de análisis (COA)

Lot/Batch Number
BCCC9240
BCCB7658
BCBX0069
BCBV3868
BCBV3407

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Saswati Chakladar et al.
Biochemistry, 50(20), 4298-4308 (2011-04-19)
The MelA gene from Citrobacter freundii, which encodes a glycosyl hydrolase family 4 (GH4) α-galactosidase, has been cloned and expressed in Escherichia coli. The recombinant enzyme catalyzes the hydrolysis of phenyl α-galactosides via a redox elimination-addition mechanism involving oxidation of
Jennifer L Chaytor et al.
Glycobiology, 22(1), 123-133 (2011-08-20)
The ice recrystallization inhibition activity of various mono- and disaccharides has been correlated with their ability to cryopreserve human cell lines at various concentrations. Cell viabilities after cryopreservation were compared with control experiments where cells were cryopreserved with dimethylsulfoxide (DMSO).
Lan Guan et al.
Biochemistry, 51(13), 2950-2957 (2012-03-15)
The melibiose permease of Salmonella typhimurium (MelB(St)) catalyzes symport of melibiose with Na(+), Li(+), or H(+), and bioinformatics analysis indicates that a conserved Gly117 (helix IV) is part of the Na(+)-binding site. We mutated Gly117 to Ala, Pro, Trp, or
S Vivek Jakkula et al.
Journal of bacteriology, 194(20), 5538-5544 (2012-08-07)
The melibiose permease of Salmonella enterica serovar Typhimurium (MelB(St)) catalyzes symport of melibiose with Na(+), Li(+), or H(+). Bioinformatics and mutational analyses indicate that a conserved Gly117 (helix IV) is a component of the Na(+)-binding site. In this study, Gly117
Peng Lin et al.
Acta biochimica et biophysica Sinica, 40(12), 1029-1038 (2008-12-18)
A dimeric 50 kDa melibiose-binding lectin was isolated from the seeds of the cultivar of soybean (Glycine max), called the small glossy black soybean. The isolation procedure comprised ion exchange chromatography on Q Sepharose, SP Sepharose and Mono Q followed
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