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63579

Sigma-Aldrich

D-(+)-Mannose

BioUltra, ≥99.5% (sum of enantiomers, HPLC)

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
Beilstein:
1564373
EC Number:
222-392-4
MDL number:
MFCD00064122
UNSPSC Code:
12352201
PubChem Substance ID:
57651949
NACRES:
NA.25

product line

BioUltra

Assay

≥99.5% (sum of enantiomers, HPLC)

form

solid

optical activity

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

impurities

insoluble matter, passes filter test

ign. residue

≤0.1% (as SO4)

loss

≤0.1% loss on drying, 20 °C (HV)

color

white

mp

133-140 °C (lit.)

solubility

H2O: 1 M, clear, colorless

anion traces

chloride (Cl-): ≤50 mg/kg
sulfate (SO42-): ≤200 mg/kg

cation traces

Al: ≤5 mg/kg
As: ≤0.5 mg/kg
Ba: ≤5 mg/kg
Bi: ≤5 mg/kg
Ca: ≤200 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤50 mg/kg
Li: ≤5 mg/kg
Mg: ≤20 mg/kg
Mn: ≤5 mg/kg
Mo: ≤5 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Sr: ≤5 mg/kg
Zn: ≤5 mg/kg

λ

1 M in H2O

UV absorption

λ: 260 nm Amax: 0.1
λ: 280 nm Amax: 0.1

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

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Related Categories

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 Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
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
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
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