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p-Nitrophenyl α-L-arabinopyranoside (4-nitrophenyl α-L-arabinopyranoside) 1223-07-0

p-Nitrophenyl α-L-arabinopyranoside (4-nitrophenyl α-L-arabinopyranoside) 1223-07-0

CAS No.: 1223-07-0

p-Nitrophenyl α-L-arabinopyranoside is a biochemical compound. p-Nitrophenyl α-L-arabinopyranoside can be hydrolyzed b
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This product is for research use only, not for human use. We do not sell to patients.

p-Nitrophenyl α-L-arabinopyranoside is a biochemical compound. p-Nitrophenyl α-L-arabinopyranoside can be hydrolyzed by recombinant BgaA (rBgaA, extracted from E. coli BL21 (DE3) strain containing pEBGA29). p-Nitrophenyl α-L-arabinopyranoside may be utilized in enzyme activity assays.

Physicochemical Properties


Molecular Formula C11H13NO7
Molecular Weight 271.22
Exact Mass 271.069
CAS # 1223-07-0
PubChem CID 644162
Appearance Typically exists as solid at room temperature
Density 1.597g/cm3
Boiling Point 523.2ºC at 760mmHg
Melting Point 205ºC
Flash Point 270.2ºC
Vapour Pressure 8.94E-12mmHg at 25°C
Index of Refraction 1.654
LogP -0.3
Hydrogen Bond Donor Count 3
Hydrogen Bond Acceptor Count 7
Rotatable Bond Count 2
Heavy Atom Count 19
Complexity 313
Defined Atom Stereocenter Count 4
SMILES

C1=C(C=CC(=C1)O[C@H]2[C@@H]([C@H]([C@H](CO2)O)O)O)[N+](=O)[O-]

InChi Key MLJYKRYCCUGBBV-MMWGEVLESA-N
InChi Code

InChI=1S/C11H13NO7/c13-8-5-18-11(10(15)9(8)14)19-7-3-1-6(2-4-7)12(16)17/h1-4,8-11,13-15H,5H2/t8-,9-,10+,11-/m0/s1
Chemical Name

(2S,3R,4S,5S)-2-(4-nitrophenoxy)oxane-3,4,5-triol
HS Tariff Code 2934.99.9001
Storage

Powder-20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Shipping Condition Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity


ln Vitro p-Nitrophenyl α-L-arabinopyranoside and rBgaA have an affinity Km value of 6.06 mM[1]. The xylosidase–arabinosidase (xarB) gene is highly active against p-Nitrophenyl α-L-arabinopyranoside [2]. (1) 200 µL 2 mM p-Nitrophenyl α-L-arabinopyranoside, 100 µL enzyme, 300 µL 50 mM phosphate buffer (pH 7.0), incubated at 37°C for 0.5, 1 and 5 hours. Application of p-Nitrophenyl α-L-arabinopyranoside in enzyme activity detection[3]. (2) To halt the reaction, add 400 µL of 0.5 M sodium hydroxide. (3) Calculate the mixture's absorbance at 405 nm. Note: To stop the reaction when ginsenosides are present, use butanol extraction.
References

[1]. Characterization of two noncellulosomal subunits, ArfA and BgaA, from Clostridium cellulovorans that cooperate with the cellulosome in plant cell wall degradation. J Bacteriol. 2002 Dec;184(24):6859-65.

[2]. Cloning, sequencing, and characterization of the bifunctional xylosidase-arabinosidase from the anaerobic thermophile thermoanaerobacter ethanolicus. Gene. 2000 Apr 18;247(1-2):137-43.

[3]. Purification and Characterization ofα-l-Arabinopyranosidase andα-l-Arabinofuranosidase from Bifidobacterium breve K-110, a Human Intestinal Anaerobic Bacterium Metabolizing Ginsenoside Rb2 and Rc. Applied and environmental microbiology, 2003, 69(12): 7116-7123.

Additional Infomation 4-nitrophenyl alpha-L-arabinoside is an alpha-L-arabinopyranoside having a 4-nitrophenyl substituent at the anomeric position It has a role as a chromogenic compound. It is an alpha-L-arabinopyranoside and a C-nitro compound. It is functionally related to a 4-nitrophenol.

Solubility Data


Solubility (In Vitro) May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo) Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300 :Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300:Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)

Oral Formulations Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders

Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.6870 mL 18.4352 mL 36.8704 mL
5 mM 0.7374 mL 3.6870 mL 7.3741 mL
10 mM 0.3687 mL 1.8435 mL 3.6870 mL
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.