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Merck

A1394

Sigma-Aldrich

4-Aminophenyl α-D-mannopyranoside

≥98% (TLC)

Sinónimos:

p-aminophenyl alpha-D-mannoside

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About This Item

Fórmula empírica (notación de Hill):
C12H17NO6
Número de CAS:
Peso molecular:
271.27
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25

Quality Level

assay

≥98% (TLC)

form

powder

optical activity

[α]/D 123.00 to 135.00°, c = 9.00-11.00 mg/mL in methanol

technique(s)

thin layer chromatography (TLC): suitable

color

white to yellow cast

solubility

H2O: soluble

storage temp.

2-8°C

SMILES string

Nc1ccc(OC2OC(CO)C(O)C(O)C2O)cc1

InChI

1S/C12H17NO6/c13-6-1-3-7(4-2-6)18-12-11(17)10(16)9(15)8(5-14)19-12/h1-4,8-12,14-17H,5,13H2

InChI key

MIAKOEWBCMPCQR-UHFFFAOYSA-N

Application

4-Aminophenyl α-D-mannopyranoside is used to modify the surface of liposomes to increase uptake kinetics.

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

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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Xue Ying et al.
Pharmacology, 87(1-2), 105-114 (2011-02-02)
To circumvent the problem of transporting anticancer drugs across the blood-brain barrier (BBB) to target brain tumors, we have previously developed dual-targeting daunorubicin liposomes modified with 4-aminophenyl-α-D-manno-pyranoside and transferrin molecules. The objective of the present study was to evaluate the
P K Das et al.
Experientia, 38(5), 629-630 (1982-05-15)
Antiserum was raised against an aminophenyl derivative of D-mannose grafted on to a liposomal surface. As characterized by immunodiffusion, quantitative precipitation and hapten inhibition, the antiserum was found to contain mannose specific antibodies in addition to antibodies against the aromatic
Sumio Chono et al.
Drug development and industrial pharmacy, 36(1), 102-107 (2009-08-07)
The effect of surface-mannose modification on aerosolized liposomal delivery to alveolar macrophages (AMs) was evaluated in vitro and in vivo. 4-Aminophenyl-α-D-mannopyranoside (Man) was used for surface-mannose modification, and mannosylated liposomes with various mannosylation rates (particle size: 1000 nm) were prepared.
Sofie Tanghe et al.
Molecular reproduction and development, 67(2), 224-232 (2003-12-25)
Several steps in the process of mammalian fertilization are mediated by carbohydrates. This study investigated the role of the p-aminophenyl derivative of d-mannose (APMP) during bovine fertilization. Inseminating cumulus-oocyte complexes (COCs) in the presence of increasing APMP concentrations resulted in
Xue Ying et al.
Journal of controlled release : official journal of the Controlled Release Society, 141(2), 183-192 (2009-10-06)
Chemotherapy for brain glioma has been of limited value due to the inability of transport of drug across the blood-brain barrier (BBB) and poor penetration of drug into the tumor. For overcoming these hurdles, the dual-targeting daunorubicin liposomes were developed

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