D-(+)-Mannose

Name: <SC>D</SC>-(+)-Mannose
Brand: SIAL

≥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

Key Documents

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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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Show Differences

1 of 4

This Item	63579	M6020	M2069
Millipore 63582 D-(+)-Mannose	Sigma-Aldrich 63579 D-(+)-Mannose	Sigma-Aldrich M6020 D-(+)-Mannose	Sigma-Aldrich M2069 D-(+)-Mannose
assay ≥99.0% (sum of enantiomers, HPLC)	assay ≥99.5% (sum of enantiomers, HPLC)	assay ≥99%	assay ≥99% (GC)
solubility H₂O: 0.1 g/mL, clear, colorless	solubility H₂O: 1 M, clear, colorless	solubility H₂O: 50 mg/mL	solubility water: 50 mg/mL, clear, colorless to faintly yellow
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 200
form powder	form solid	form powder	form powder
mp 133-140 °C (lit.)	mp 133-140 °C (lit.)	mp 133-140 °C (lit.)	mp 133-140 °C (lit.)
optical activity [α]20/D +13.8±0.5°, 24 hr, c = 10% in H₂O	optical activity [α]20/D +13.8±0.5°, 24 hr, c = 10% in H₂O	optical activity -	optical activity -

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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Structural basis of tropism of Escherichia coli to the bladder during urinary tract infection.

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

Severely reduced presence of tissue macrophages in the basal plate of pre-eclamptic placentae.

M R Bürk et al.

Placenta, 22(4), 309-316 (2001-04-05)

Pre-eclampsia is a disorder of unknown aetiology peculiar to human pregnancy. A well-described pathological feature being shallow trophoblast invasion into the spiral arteries during placenta development. Epidemiological studies have revealed an increased risk in pregnancies of primipaternity, and an association

Intravenous administration of phosphorylated acid alpha-glucosidase leads to uptake of enzyme in heart and skeletal muscle of mice.

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

A mannose-specific adherence mechanism in Lactobacillus plantarum conferring binding to the human colonic cell line HT-29.

I Adlerberth et al.

Applied and environmental microbiology, 62(7), 2244-2251 (1996-07-01)

Two Lactobacillus plantarum strains of human intestinal origin, strains 299 (= DSM 6595) and 299v (= DSM 9843), have proved to be efficient colonizers of the human intestine under experimental conditions. These strains and 17 other L. plantarum strains were

Lysine-based cluster mannosides that inhibit ligand binding to the human mannose receptor at nanomolar concentration.

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

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