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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:
3458-28-4
Molecular Weight:
180.16
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
329818064
EC Number:
222-392-4
Beilstein/REAXYS Number:
1564373
MDL number:
MFCD00064122

Key Documents

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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

biological source

synthetic

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

Quality Level

200

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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.

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF6848V
WXBF2552V
WXBF4594V
0000286368
0000224081

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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
Ana Sofia Carvalho et al.
Molecular & cellular proteomics : MCP, 13(12), 3294-3307 (2014-08-17)
We investigated the molecular effects of glucosamine supplements, a popular and safe alternative to nonsteroidal anti-inflammatory drugs, for decreasing pain, inflammation, and maintaining healthy joints. Numerous studies have reported an array of molecular effects after glucosamine treatment. We questioned whether
Varnica Khetrapal et al.
Nucleic acids research, 43(13), e83-e83 (2015-03-25)
Creation of defined genetic mutations is a powerful method for dissecting mechanisms of bacterial disease; however, many genetic tools are only developed for laboratory strains. We have designed a modular and general negative selection strategy based on inducible toxins that
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