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M9271

Sigma-Aldrich

α-D-Mannopyranosylphenyl isothiocyanate

>98% (TLC)

Synonym(s):

4-Isothiocyanatophenyl-α-D-mannopyranoside

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About This Item

Empirical Formula (Hill Notation):
C13H15NO6S
CAS Number:
96345-79-8
Molecular Weight:
313.33
MDL number:
MFCD00070374
UNSPSC Code:
12352201
PubChem Substance ID:
24897324
NACRES:
NA.25

Assay

>98% (TLC)

form

powder

technique(s)

thin layer chromatography (TLC): suitable

impurities

≤5% water (Karl Fischer)

color

white to off-white

solubility

50 mg/mL, clear to very slightly hazy, colorless to light yellow (ACETONE:DIMETHYL SULFOXIDE (7:3))

storage temp.

2-8°C

SMILES string

OCC1OC(Oc2ccc(cc2)N=C=S)C(O)C(O)C1O

InChI

1S/C13H15NO6S/c15-5-9-10(16)11(17)12(18)13(20-9)19-8-3-1-7(2-4-8)14-6-21/h1-4,9-13,15-18H,5H2

InChI key

RWANFUZQWINQBY-UHFFFAOYSA-N

Application

α-D-Mannopyranosylphenyl isothiocyanate has been used in a study to assess the effect of antigen delivery using a novel mannosylated dendrimer. It has also been used in a study to improve gene delivery mediated by mannosylated dendrimer/α-cyclodextrin conjugates.

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 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)

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Kuo-Ching Sheng et al.
European journal of immunology, 38(2), 424-436 (2008-01-18)
Antigen mannosylation has been shown to be an effective approach to potentiate antigen immunogenicity, due to the enhanced antigen uptake and presentation by APC. To overcome disadvantages associated with conventional methods used to mannosylate antigens, we have developed a novel
Improvement of gene delivery mediated by mannosylated dendrimer/α-cyclodextrin conjugates
Wada, K., et al.
J. Controlled Release, 104, 397-413 (2005)
M Monsigny et al.
Biology of the cell, 51(2), 187-196 (1984-01-01)
The presence and the sugar specificity of membrane lectins on the cell surface of mouse L1210 leukemia cells were demonstrated by using various neoglycoproteins (glycosylated serum albumin) substituted with fluorescein or methotrexate. Neoglycoproteins were prepared by reaction of glycosidophenylisothiocyanates with

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