![3-[N-(7'-nitrobenz-2'-oxa-1',3'-diazol-4'-yl)amino]propanic acid](/upload/0201/637682789387878832487013651.png)
| Size | Price | Stock | Qty |
|---|---|---|---|
| 5mg |
|
||
| 10mg |
|
||
| 25mg |
|
||
| 50mg |
|
||
| 100mg |
|
||
| Other Sizes |
| Targets |
The molecular targets of 3-[N-(7'-nitrobenz-2'-oxa-1',3'-diazol-4'-yl)amino]propanoic acid are not biological targets per se, as the compound is a fluorescent probe rather than a therapeutic agent. The NBD fluorophore is used for labeling and detecting biological molecules. The compound can be conjugated to various biomolecules (proteins, peptides, nucleic acids) through its carboxyl group or amino group to create fluorescently labeled probes for biological imaging and analysis. The NBD fluorophore is sensitive to its environment, with fluorescence intensity and wavelength depending on the polarity of the surrounding medium, allowing it to be used for studying protein conformational changes, membrane dynamics, and other biological processes. The β-alanine moiety provides a linker between the fluorophore and the molecule of interest, and it is derived from the amino acid β-alanine. The compound's nitro group may also allow for the detection of reducing conditions or for the formation of conjugates with thiol-containing molecules.
|
|---|---|
| ln Vitro |
In vitro activity of 3-[N-(7'-nitrobenz-2'-oxa-1',3'-diazol-4'-yl)amino]propanoic acid is related to its fluorescent properties rather than biological activity. The compound exhibits strong fluorescence with excitation maxima at approximately 460-480 nm and emission maxima at approximately 520-550 nm, depending on the solvent polarity. In aqueous solutions, the fluorescence is typically green-yellow. The compound's fluorescence is pH-dependent, with changes in intensity and wavelength at different pH values due to protonation of the amino group. The compound can be used as a fluorescent labeling reagent for amino acids, peptides, and proteins in various analytical applications, including HPLC and capillary electrophoresis. In cell-based assays, the compound can be used to label cellular proteins or to study cellular uptake of β-alanine derivatives through amino acid transporters. The compound's fluorescence can be detected by fluorescence microscopy, flow cytometry, or fluorescence spectroscopy. Specific biological activities (e.g., IC50 against specific targets) are not relevant for this compound.
|
| ln Vivo |
In vivo activity of 3-[N-(7'-nitrobenz-2'-oxa-1',3'-diazol-4'-yl)amino]propanoic acid is limited, as the compound is primarily used as an in vitro analytical tool rather than an in vivo therapeutic or imaging agent. However, NBD-labeled compounds have been used in vivo for imaging and tracking of biomolecules in small animals. The compound's small size and moderate lipophilicity (LogP ~1) may allow for cellular penetration and distribution in tissues. The fluorescence of the NBD fluorophore allows for detection of the compound in vivo, though the short wavelength (green-yellow fluorescence) limits its depth penetration compared to near-infrared fluorophores. The compound's stability in biological fluids and its potential metabolism (e.g., reduction of the nitro group, cleavage of the amide bond) would affect its in vivo utility. For most applications, the compound is used in ex vivo or in vitro settings for analytical and diagnostic purposes rather than for in vivo studies.
|
| Enzyme Assay |
For fluorescence-based assays with 3-[N-(7'-nitrobenz-2'-oxa-1',3'-diazol-4'-yl)amino]propanoic acid, the following protocol is used: the compound is dissolved in an appropriate solvent (e.g., DMSO, methanol, or aqueous buffer) to prepare a stock solution of 1-10 mM. For fluorescence measurements, the compound is diluted in the desired buffer or solvent to a final concentration of 0.1-10 μM. The fluorescence spectrum is recorded using a fluorescence spectrophotometer with excitation at 460-480 nm and emission at 520-550 nm. The quantum yield and fluorescence intensity can be determined using a reference standard such as fluorescein (quantum yield 0.92 in 0.1 M NaOH). For pH dependence studies, the compound is diluted in buffers of various pH values (2-12), and the fluorescence intensity is measured. For solvatochromism studies, the compound is diluted in solvents of different polarity (water, methanol, ethanol, acetonitrile, DMSO, etc.), and the emission maximum and intensity are recorded. For labeling reactions, the compound's carboxyl group is activated with EDC/NHS for conjugation to amine-containing molecules (e.g., proteins, peptides). The labeled product is purified by size-exclusion chromatography or HPLC, and the labeling efficiency is assessed by UV-Vis and fluorescence spectroscopy.
|
| Cell Assay |
For cell-based assays with NBD-labeled probes, the following typical protocol is used: cells (e.g., HeLa, HEK293, or primary cells) are cultured on coverslips or in 96-well plates at 37°C in 5% CO₂. The NBD-labeled probe (conjugated to a protein or peptide of interest) is added to the culture medium at concentrations of 0.1-10 μM and incubated for 1-24 hours. Cells are washed with PBS to remove unbound probe. For fluorescence microscopy, cells are fixed with 4% paraformaldehyde and mounted on slides. Images are acquired using a fluorescence microscope with a FITC or GFP filter set (excitation 460-490 nm, emission 515-530 nm). For flow cytometry analysis, cells are trypsinized, resuspended in PBS, and analyzed on a flow cytometer with a 488 nm laser and a 530 nm emission filter. For quantification of cellular uptake, cells are lysed and the fluorescence is measured using a microplate reader. For live-cell imaging, cells are maintained at 37°C during imaging. For studies on protein conformational changes, the NBD-labeled protein is exposed to various conditions (e.g., different pH, temperature, or ligands), and the change in fluorescence intensity or wavelength is monitored.
|
| ADME/Pharmacokinetics |
3-[N-(7'-nitrobenz-2'-oxa-1',3'-diazol-4'-yl)amino]propanoic acid is a fluorescent probe containing the NBD fluorophore. It has a molecular formula of C9H8N4O5 and a molecular weight of 252.19 g/mol. It is used as a fluorescent probe for detecting amino acids and other biomolecules. Future research could focus on developing new NBD-based fluorescent probes with improved photostability and quantum yield, exploring the use of this compound in high-throughput screening assays, and investigating its potential for in vivo imaging applications.
|
| Molecular Formula |
C9H8N4O5
|
|---|---|
| Molecular Weight |
252.183621406555
|
| Exact Mass |
252.049
|
| CAS # |
149079-60-7
|
| PubChem CID |
43395455
|
| Appearance |
Typically exists as solid at room temperature
|
| Density |
1.662±0.06 g/cm3(Predicted)
|
| Boiling Point |
554.5±60.0 °C(Predicted)
|
| LogP |
1
|
| Hydrogen Bond Donor Count |
2
|
| Hydrogen Bond Acceptor Count |
8
|
| Rotatable Bond Count |
4
|
| Heavy Atom Count |
18
|
| Complexity |
333
|
| Defined Atom Stereocenter Count |
0
|
| SMILES |
N(C1=CC=C(N(=O)=O)C2=NON=C12)CCC(=O)O
|
| InChi Key |
MWTXZSDNHVFODA-UHFFFAOYSA-N
|
| InChi Code |
InChI=1S/C9H8N4O5/c14-7(15)3-4-10-5-1-2-6(13(16)17)9-8(5)11-18-12-9/h1-2,10H,3-4H2,(H,14,15)
|
| Chemical Name |
3-[(4-nitro-2,1,3-benzoxadiazol-7-yl)amino]propanoic acid
|
| 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)
|
| 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
Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *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). View More
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)] 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). View More
Oral Formulation 3: Dissolved in PEG400 (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 3.9654 mL | 19.8271 mL | 39.6542 mL | |
| 5 mM | 0.7931 mL | 3.9654 mL | 7.9308 mL | |
| 10 mM | 0.3965 mL | 1.9827 mL | 3.9654 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.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
Products are for research use only; We do not sell to patients
Copyright 2020 InvivoChem LLC | All Rights Reserved
