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Merck

M8574

D-(+)-Mannose

synthetic, ≥99% (GC)

Synonym(s):

D-Mannopyranose

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About This Item

Empirical Formula (Hill Notation):
C6H12O6
CAS Number:
Molecular Weight:
180.16
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
EC Number:
222-392-4
Beilstein/REAXYS Number:
1564373
MDL number:
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biological source

synthetic

Quality Level

assay

≥99% (GC)

form

powder

optical activity

[α]25/D 13.5 to 14.9 °, c = 4% (w/v) in water

technique(s)

gas chromatography (GC): suitable

color

white to off-white

mp

133-140 °C (lit.)

solubility

water: soluble 10 g/L at 20 °C

storage temp.

room temp

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

Application

D-(+)-Mannose, a C-2 epimer of D-glucose, is used in the formation of glycan structure and glycosylation.

Biochem/physiol Actions

Mannose, a six-carbon carbohydrate, is the C-2 epimer of glucose and a critical sugar for protein glycosylation. Mannose can also be utilized by the brain as an alternative energy source.

Other Notes

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.


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Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable



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Simone Torretta et al.
Nature communications, 11(1), 6343-6343 (2020-12-15)
D-mannose is a monosaccharide approximately a hundred times less abundant than glucose in human blood. Previous studies demonstrated that supraphysiological levels of D-mannose inhibit tumour growth and stimulate regulatory T cell differentiation. It is not known whether D-mannose metabolism affects
Brett Shannon et al.
Journal of immunology (Baltimore, Md. : 1950), 192(11), 5074-5082 (2014-04-25)
HSV-2 infection is common and generally asymptomatic, but it is associated with increased HIV susceptibility and disease progression. This may relate to herpes-mediated changes in genital and systemic immunology. Cervical cytobrushes and blood were collected from HIV-uninfected African/Caribbean women in
Charles D Murin et al.
Journal of virology, 88(17), 10177-10188 (2014-06-27)
The neutralizing anti-HIV-1 antibody 2G12 is of particular interest due to the sterilizing protection it provides from viral challenge in animal models. 2G12 is a unique, domain-exchanged antibody that binds exclusively to conserved N-linked glycans that form the high-mannose patch