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Key Documents

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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About This Item

Empirical Formula (Hill Notation):
C30H52O26
CAS Number:
112828-69-0
Molecular Weight:
828.72
MDL number:
MFCD01310886
UNSPSC Code:
12352200
PubChem Substance ID:
329817839
NACRES:
NA.32

Quality Level

200

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

Related Categories

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
  • to study the structure of Burkholderia oklahomensis EO147 agglutinin (BOA)
  • as a commercial isomeric oligosaccharide in matrix-assisted laser desorption/ionization (MALDI) LTQ orbitrap fragmentation studies

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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

Articles

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N-linked glycosylation, modification, and degradation

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