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Key Documents

M4625

Sigma-Aldrich

D-(+)-Mannose

Synonym(s):

D-Mannopyranose

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About This Item

Empirical Formula (Hill Notation):
C6H12O6
CAS Number:
Molecular Weight:
180.16
Beilstein/REAXYS Number:
1564373
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

assay

99% (GC)

mp

133-140 °C (lit.)

SMILES string

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

InChI

1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5+,6?/m1/s1

InChI key

WQZGKKKJIJFFOK-QTVWNMPRSA-N

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Description
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Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Chia-Suei Hung et al.
Molecular microbiology, 44(4), 903-915 (2002-05-16)
The first step in the colonization of the human urinary tract by pathogenic Escherichia coli is the mannose-sensitive binding of FimH, the adhesin present at the tip of type 1 pili, to the bladder epithelium. We elucidated crystallographically the interactions
Adinda Wellens et al.
PloS one, 3(4), e2040-e2040 (2008-05-01)
Escherichia coli strains adhere to the normally sterile human uroepithelium using type 1 pili, that are long, hairy surface organelles exposing a mannose-binding FimH adhesin at the tip. A small percentage of adhered bacteria can successfully invade bladder cells, presumably
M Otter et al.
Hepatology (Baltimore, Md.), 16(1), 54-59 (1992-07-01)
Various studies have shown that mannose receptors rapidly eliminate glycoproteins and microorganisms bearing high mannose-type carbohydrate chains from the blood circulation. The purpose of this study was to characterize the mannose receptor in the liver, which in vivo is involved
E A Biessen et al.
The Journal of biological chemistry, 271(45), 28024-28030 (1996-11-08)
In search of synthetic high affinity ligands for the mannose receptor, we synthesized a series of lysine-based oligomannosides containing two (M2L) to six (M6L5) terminal alpha-D-mannose groups that are connected with the backbone by flexible elongated spacers (16 A). The
Ronan Euzen et al.
Bioorganic & medicinal chemistry, 19(9), 2879-2887 (2011-04-13)
We described herein the synthesis of second generation glycopeptide dendrimers G2a-g presenting variable amino acids placed internally into the multivalent scaffold. The effect of such structural modulation on recognition processes by Concanavalin A (Con A), was then estimated by enhanced-sensitivity

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