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Merck

M2069

D-(+)-Mannose

≥99% (GC), wood

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:
24896601
EC Number:
222-392-4
Beilstein/REAXYS Number:
1564373
MDL number:
MFCD00064122

Key Documents

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SMILES string

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

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

biological source

wood

assay

≥99% (GC)

form

powder

technique(s)

gas chromatography (GC): suitable

color

white to off-white

mp

133-140 °C (lit.)

solubility

water: 50 mg/mL, clear, colorless to faintly yellow

storage temp.

room temp

Quality Level

200

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General description

Mannose is a monosaccharide.

Application

D-(+)-Mannose, a C-2 epimer of D-glucose, is used in the formation of glycan structure and glycosylation.
D-Mannose has been used in a study to assess the synthesis of a family of amphiphilic glycopolymers. It has also been used in a study to investigate the early detection of bronchiolitis obliterans after lung transplantation.

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.

Analysis Note

Predominantly α-isomer

Other Notes

From spruce, birch, or beech wood
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

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000528914
0000528914
0000528913
0000528913
WXBF2907V

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Fabian Suriano et al.
Biomaterials, 31(9), 2637-2645 (2010-01-16)
Polymers bearing pendant carbohydrates have a variety of biomedical applications especially in the area of targeted drug delivery. Here we report the synthesis of a family of amphiphilic block glycopolymers containing d glucose, d galactose and d mannose via metal-free
Bithi Chatterjee et al.
Blood, 120(10), 2011-2020 (2012-07-14)
Dendritic cells (DCs) can capture extracellular antigens and load resultant peptides on to MHC class I molecules, a process termed cross presentation. The mechanisms of cross presentation remain incompletely understood, particularly in primary human DCs. One unknown is the extent
Steven J Budd et al.
Respiratory research, 13, 56-56 (2012-07-06)
Long-term lung allograft survival is limited by bronchiolitis obliterans syndrome (BOS). Mannose binding lectin (MBL) belongs to the innate immune system, participates in complement activation, and may predispose to graft rejection. We investigated mannose binding (MBL) during cold ischemia and
Conghui Liu et al.
Frontiers in immunology, 11, 1379-1379 (2020-08-15)
Cluster of differentiation 63 (CD63), a four-transmembrane glycoprotein in the subfamily of tetraspanin, has been widely recognized as a gateway from the infection of foreign invaders to the immune defense of hosts. Its role in Pacific oyster Crassostrea gigas is
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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