A1269
4-Aminophenyl β-D-glucopyranoside
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About This Item
Empirical Formula (Hill Notation):
C12H17NO6
CAS Number:
Molecular Weight:
271.27
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352201
MDL number:
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
SMILES string
Nc1ccc(OC2OC(CO)C(O)C(O)C2O)cc1
InChI key
MIAKOEWBCMPCQR-UHFFFAOYSA-N
assay
≥98% (TLC)
form
powder
optical activity
[α]/D -65.00 to -59.00°, c = 9.00-11.00 mg/mL in water
technique(s)
thin layer chromatography (TLC): suitable
solubility
water: 49.00-51.00 mg/mL, clear to slightly hazy, colorless to light yellow
storage temp.
−20°C
Quality Level
Application
P-Aminophenyl β-D-glucopyranoside is used to create derivitized agarose beads useful for the analysis of the surfaces of cancer cells. 4-Aminophenyl β-D-glucopyranoside is used to derivatize biocompatible single-crystalline gold tabular nanoparticles, nanoprisms (NPRs) to improve their stability and cellular uptake.
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
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
涉药品监管产品
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Reductive syntheses of p-aminophenyl-beta-D-glucoside and its conversion to beta-glucosyl Yariv reagent.
I Ganjian et al.
Analytical biochemistry, 246(1), 152-155 (1997-03-01)
Maria R Khurrum et al.
Acta histochemica, 104(3), 217-223 (2002-10-23)
Standard histochemical analysis of cells and tissues generally involves procedures that utilize a relatively small number of probes such as dyes, and generally requires hours or days to process. Our laboratory has developed a novel method for histochemical surveys of
Beatriz Pelaz et al.
Langmuir : the ACS journal of surfaces and colloids, 28(24), 8965-8970 (2012-01-21)
The paper describes a novel and straightforward wet-chemical synthetic route to produce biocompatible single-crystalline gold tabular nanoparticles, herein called nanoprisms (NPRs) due to their characteristic shape. Besides the novelty of the method to produce NPRs with an unprecedented high yield
Zhirui Guo et al.
Journal of colloid and interface science, 348(1), 29-36 (2010-05-21)
Gold nanoprisms with average edge size of approximately 140 nm and thickness of approximately 8 nm were achieved in high-purity ( approximately 97%) by exploiting the electrostatic aggregation and shape effects through a modified seed-mediated approach. The proposed strategy lies
Olivier Laczka et al.
Analytica chimica acta, 677(2), 156-161 (2010-09-15)
Two simple methodologies are compared for the detection of faecal contamination in water using amperometry at gold interdigitated microelectrodes. They rely on the detection of β-galactosidase (β-gal) by redox cycling amperometry of the p-aminophenol (PAP) produced by the enzyme from
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