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M5500

Sigma-Aldrich

Melibiose

≥98% (HPLC)

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Synonym(s):
α-D-Melibiose hydrate, 6-α-D-Galactopyranosyl-D-glucopyranose, 6-O-α-D-Galactopyranosyl-D-glucose
Empirical Formula (Hill Notation):
C12H22O11
CAS Number:
585-99-9
Molecular Weight:
342.30
EC Number:
209-568-6
MDL number:
MFCD00198188
UNSPSC Code:
12352201
PubChem Substance ID:
24897002
NACRES:
NA.25

Quality Level

200

Assay

≥98% (HPLC)

form

powder

technique(s)

HPLC: suitable

color

white to off-white

mp

182 °C (dec.) (lit.)

solubility

water: 50 mg/mL, clear to very slightly hazy, colorless

SMILES string

O.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

InChI

1S/C12H22O11.H2O/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;1H2/t4-,5+,6+,7+,8+,9-,10-,11+,12-;/m0./s1

InChI key

CHIDEFLSUMQFBY-CQIZOMOZSA-N

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General description

Melibiose is a carbon substrate.

Application

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.

Other Notes

To gain a comprehensive understanding of our extensive range of Disaccharides for your research, we encourage you to visit our Carbohydrates Category page.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

涉药品监管产品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Activity of MUC1 cancer antigen-binding plasma anti-α-galactoside antibody correlates inversely with size of autologous lipoprotein(a).
Jessy John et al.
Experimental biology and medicine (Maywood, N.J.), 244(11), 893-900 (2019-08-10)
Parameswaran Hariharan et al.
BMC biology, 16(1), 85-85 (2018-08-05)
Membrane lipids play critical roles in the structure and function of membrane-embedded transporters. Salmonella typhimurium MelB (MelBSt) is a symporter coupling melibiose translocation with a cation (Na+, Li+, or H+). We present an extensive study on the effects of specific
Ville Aumala et al.
ChemSusChem, 12(4), 848-857 (2018-12-28)
Plant-derived carbohydrates are an abundant renewable resource. Transformation of carbohydrates into new products, including amine-functionalized building blocks for biomaterials applications, can lower reliance on fossil resources. Herein, biocatalytic production routes to amino carbohydrates, including oligosaccharides, are demonstrated. In each case
Meritxell Granell et al.
Proceedings of the National Academy of Sciences of the United States of America, 107(51), 22078-22083 (2010-12-08)
The melibiose carrier from Escherichia coli (MelB) couples the accumulation of the disaccharide melibiose to the downhill entry of H(+), Na(+), or Li(+). In this work, substrate-induced FTIR difference spectroscopy was used in combination with fluorescence spectroscopy to quantitatively compare
Xin Fang et al.
Frontiers in microbiology, 9, 2559-2559 (2018-11-15)
Dysbiosis of the gut microbiome, including elevated abundance of putative leading bacterial triggers such as E. coli in inflammatory bowel disease (IBD) patients, is of great interest. To date, most E. coli studies in IBD patients are focused on clinical
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