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Merck
CN

A1269

4-Aminophenyl β-D-glucopyranoside

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经验公式(希尔记法):
C12H17NO6
化学文摘社编号:
分子量:
271.27
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352201
MDL number:
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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.

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

法规信息

涉药品监管产品
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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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
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)
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
M Naoi et al.
Journal of neurochemistry, 50(4), 1297-1301 (1988-04-01)
Rat clonal pheochromocytoma PC12h cells were found to bind beta-galactosidase modified with specific glycosides. The enzyme modified with p-aminophenyl beta-D-glucoside was most effectively bound to the cells, followed by alpha-D-mannoside and alpha-D-glucoside. The binding was dependent on the number of

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