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M5500

Sigma-Aldrich

Melibiose

≥98% (HPLC)

Synonym(s):

α-D-Melibiose hydrate, 6-α-D-Galactopyranosyl-D-glucopyranose, 6-O-α-D-Galactopyranosyl-D-glucose

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About This Item

Empirical Formula (Hill Notation):
C12H22O11
CAS Number:
Molecular Weight:
342.30
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25

Quality Level

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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
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
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)
Yingbiao Zhou et al.
Applied biochemistry and biotechnology, 181(1), 407-423 (2016-09-01)
Melibiose is widely used as a functional carbohydrate. Whole-cell biocatalytic production of melibiose from raffinose could reduce its cost. However, characteristics of strains for whole-cell biocatalysis and mechanism of such process are unclear. We compared three different Saccharomyces cerevisiae strains
Kieran James et al.
Scientific reports, 9(1), 15427-15427 (2019-10-30)
A number of bifidobacterial species are found at a particularly high prevalence and abundance in faecal samples of healthy breastfed infants, a phenomenon that is believed to be, at least partially, due to the ability of bifidobacteria to metabolize Human

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