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M0925

Sigma-Aldrich

3α,6α-Mannopentaose

≥85%

Synonym(s):

α-Man-(1→3)(α-Man-[1→6])-α-Man-(1→6)(α-Man-[1→3])-Man

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5 MG
$339.00

About This Item

Empirical Formula (Hill Notation):
C30H52O26
CAS Number:
Molecular Weight:
828.72
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.32

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Quality Level

assay

≥85%

storage temp.

2-8°C

SMILES string

OC[C@H]1O[C@H](OC[C@H]2O[C@H](OC[C@@H](O)[C@@H](O)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)[C@H](O)C=O)[C@@H](O)[C@@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O

InChI

1S/C30H52O26/c31-1-7(35)25(55-29-22(46)19(43)15(39)10(3-33)52-29)13(37)8(36)5-49-28-24(48)26(56-30-23(47)20(44)16(40)11(4-34)53-30)17(41)12(54-28)6-50-27-21(45)18(42)14(38)9(2-32)51-27/h1,7-30,32-48H,2-6H2/t7-,8-,9-,10-,11-,12-,13-,14-,15-,16-,17-,18+,19+,20+,21+,22+,23+,24+,25-,26+,27+,28+,29-,30-/m1/s1

InChI key

YPQGRSSAXDUGEC-LHCUGFEVSA-N

General description

Core structure of some triantennary N-linked oligosaccharides

Application

3α,6α-Mannopentaose has been used:
  • in the modification of six valent osmium complexes with N,N,N′,N′-tetramethylethylenediamine (Os(VI)tem) for voltammetric analysis[1]
  • to study the structure of Burkholderia oklahomensis EO147 agglutinin (BOA)[2]
  • as a commercial isomeric oligosaccharide in matrix-assisted laser desorption/ionization (MALDI) LTQ orbitrap fragmentation studies[3]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Mojmír Trefulka et al.
Bioelectrochemistry (Amsterdam, Netherlands), 133, 107494-107494 (2020-03-03)
Compounds containing vicinal diol (glycol) groups, including saccharides, could be modified with sixvalent osmium complexes with nitrogenous ligands, particularly with N,N,N',N'-tetramethylethylenediamine (Os(VI)tem). The modification products are electrochemically active. Here we show that aminosaccharides can also be modified by Os(VI)tem. We
Matthew J Whitley et al.
The FEBS journal, 280(9), 2056-2067 (2013-03-14)
Burkholderia oklahomensis EO147 agglutinin (BOA) is a 29 kDa member of the Oscillatoria agardhii agglutinin (OAA) family of lectins. Members of the OAA family recognize high-mannose glycans, and, by binding to the HIV envelope glycoprotein 120 (gp120), block the virus
Fragmentation of neutral oligosaccharides using the MALDI LTQ Orbitrap
Rohmer M, et al.
International Journal of Mass Spectrometry, 305(2-3), 199-208 (2011)

Articles

N-linked glycosylation, modification, and degradation

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