67770
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
Sign In to View Organizational & Contract Pricing.
Select a Size
Change View
About This Item
Empirical Formula (Hill Notation):
C7H14O6
CAS Number:
Molecular Weight:
194.18
UNSPSC Code:
41106212
NACRES:
NA.85
PubChem Substance ID:
EC Number:
210-502-3
Beilstein/REAXYS Number:
81566
MDL number:
Quality Level
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
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
Still not finding the right product?
Explore all of our products under Methyl α-D-mannopyranoside
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
404.1 °F
flash_point_c
206.74 °C
ppe
Eyeshields, Gloves, type N95 (US)
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Prevention of nonspecific binding of avidin.
R C Duhamel et al.
Methods in enzymology, 184, 201-207 (1990-01-01)
Oliver Schwardt et al.
Bioorganic & medicinal chemistry, 19(21), 6454-6473 (2011-10-04)
Urinary tract infection (UTI) caused by uropathogenic Escherichia coli (UPEC) is one of the most prevalent infectious diseases. Particularly affected are women, who have a 40-50% risk to experience at least one symptomatic UTI episode at some time during their
Karen T Welch et al.
Bioorganic & medicinal chemistry letters, 18(24), 6573-6575 (2008-11-08)
A virtual screening approach was used to identify new glycomimetics. The National Cancer Institute Diversity Set was docked into the carbohydrate binding site of the lectin concanavalin A (ConA). The resulting poses were analyzed and 19 molecules were tested for