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A1394

Sigma-Aldrich

4-Aminophenyl α-D-mannopyranoside

≥98% (TLC)

Synonym(s):

p-aminophenyl alpha-D-mannoside

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About This Item

Empirical Formula (Hill Notation):
C12H17NO6
CAS Number:
Molecular Weight:
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 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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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
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.
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
M Triggiani et al.
Journal of immunology (Baltimore, Md. : 1950), 164(9), 4908-4915 (2000-04-26)
Secretory phospholipases A2 (sPLA2s) are a group of extracellular enzymes that release fatty acids at the sn-2 position of phospholipids. Group IIA sPLA2 has been detected in inflammatory fluids, and its plasma level is increased in inflammatory diseases. To investigate
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

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