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67770

Millipore

Methyl α-D-mannopyranoside

suitable for microbiology, ≥99.0%, enables differentiation between species of Listeria

Synonym(s):

Methyl alpha-D-mannoside, Methyl-alpha-D-mannopyranoside, α-Methyl D-mannoside

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About This Item

Empirical Formula (Hill Notation):
C7H14O6
CAS Number:
617-04-9
Molecular Weight:
194.18
Beilstein:
81566
EC Number:
210-502-3
MDL number:
MFCD00063262
UNSPSC Code:
41106212
PubChem Substance ID:
329760486
NACRES:
NA.85

Quality Level

200

Assay

≥99.0% (sum of enantiomers, HPLC)
≥99.0%

form

powder

optical activity

[α]20/D 77.0 to 82.0°, c = 10% in H2O

mol wt

194.18 g/mol

mp

187-195 °C
193-196 °C (lit.)

solubility

H2O: 0.1 g/mL, clear, colorless

application(s)

microbiology

SMILES string

CO[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O

InChI

1S/C7H14O6/c1-12-7-6(11)5(10)4(9)3(2-8)13-7/h3-11H,2H2,1H3/t3-,4-,5+,6+,7+/m1/s1

InChI key

HOVAGTYPODGVJG-VEIUFWFVSA-N

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General description

Methyl α-D-mannopyranoside is a compound that belongs to the class of organic compounds known as o-glycosyl compounds. It is used for the differentiation of Listeria species, Listeria monocytogenes, Listeria innocua, and Listeria welshimeri can ferment the sugar, producing acid which can be identified using an appropriate pH indicator. It has been used to synthesize a series of tri- and tetrahydroxylated seven-membered imino sugars in a study that worked towards a stable Noeuromycin (glycosyl cation mimic that strongly inhibits glycosidases) analog with a D-manno configuration. It has also been used in a study to investigate the primary mannose-binding site of Pradimicin A. (antifungal agent)

Application

Methyl α-D-mannopyranoside can be used to identify different species of Listeria based on their ability to ferment the sugar.

Other Notes

Unwanted binding of avidin to endogenous lectins

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

404.1 °F

Flash Point(C)

206.74 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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