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Merck

63582

D-(+)-Mannose

≥99.0% (sum of enantiomers, HPLC), suitable for microbiology

Synonym(s):

D-Mannopyranose

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About This Item

Empirical Formula (Hill Notation):
C6H12O6
CAS Number:
3458-28-4
Molecular Weight:
180.16
UNSPSC Code:
41106212
NACRES:
NA.85
PubChem Substance ID:
329759876
EC Number:
222-392-4
Beilstein/REAXYS Number:
1564373
MDL number:
MFCD00064122

Product Name

D-(+)-Mannose, ≥99.0% (sum of enantiomers, HPLC), suitable for microbiology

InChI key

WQZGKKKJIJFFOK-QTVWNMPRSA-N

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

SMILES string

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

assay

≥99.0% (sum of enantiomers, HPLC)

form

powder

optical activity

[α]20/D +13.8±0.5°, 24 hr, c = 10% in H2O

ign. residue

≤0.1% (as SO4)

loss

≤0.2% loss on drying, 20 °C (HV)

mp

133-140 °C (lit.)

solubility

H2O: 0.1 g/mL, clear, colorless

application(s)

microbiology

Quality Level

200

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Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP1157
BCCF5742
BCCF5741
BCCF4072
BCCF1084

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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
A T Van der Ploeg et al.
The Journal of clinical investigation, 87(2), 513-518 (1991-02-01)
The lysosomal storage disorder glycogenosis type II is caused by acid alpha-glucosidase deficiency. In this study we have investigated the possible applicability of mannose 6-phosphate receptor-mediated enzyme replacement therapy to correct the enzyme deficiency in the most affected tissues. Bovine
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
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
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
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