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Merck

67770

Millipore

Methyl α-D-Mannopyranosid

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

Synonym(e):

Methyl-α-D-mannosid

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About This Item

Empirische Formel (Hill-System):
C7H14O6
CAS-Nummer:
Molekulargewicht:
194.18
Beilstein:
81566
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
41106212
PubChem Substanz-ID:
NACRES:
NA.85

Qualitätsniveau

Assay

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

Form

powder

Optische Aktivität

[α]20/D 77.0 to 82.0°, c = 10% in H2O

Mol-Gew.

194.18 g/mol

mp (Schmelzpunkt)

187-195 °C
193-196 °C (lit.)

Löslichkeit

H2O: 0.1 g/mL, clear, colorless

Anwendung(en)

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

InChIKey

HOVAGTYPODGVJG-VEIUFWFVSA-N

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Allgemeine Beschreibung

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)

Anwendung

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

Sonstige Hinweise

Unerwünschte Bindung von Avidin an endogene Lektine

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

404.1 °F

Flammpunkt (°C)

206.74 °C

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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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
Su Yu et al.
BMC gastroenterology, 9, 58-58 (2009-07-25)
GP2 is the major membrane protein present in the pancreatic zymogen granule, and is cleaved and released into the pancreatic duct along with exocrine secretions. The function of GP2 is unknown. GP2's amino acid sequence is most similar to that
Rafael Maldonado-Hernández et al.
Analytical biochemistry, 610, 113887-113887 (2020-08-09)
Over the past 10 years we have been developing a multi-attribute analytical platform that allows for the preparation of milligram amounts of functional, high-pure, and stable Torpedo (muscle-type) nAChR detergent complexes for crystallization purpose. In the present work, we have

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