
Netropsin | CAS 1438-30-8
| Catalog Number | A19-0049 |
| Category | DNA Stains |
| Molecular Formula | C18H26N10O3 |
| Molecular Weight | 430.47 |
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Product Introduction
Netropsin is isolated from Streptomyces netropsis as a basic polypeptide. It can specific bind to A-T areas of DNA that is very useful to genetic research. Netropsin can disrupt the cell cycle, prolonging G and arresting in G. Netropsin has antibiotic and antiviral activity. It has been shown that Netropsin is active against Gram-positive and Gram-negative bacteria.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Related CAS | 63770-20-7 (hydrochloride) |
| Synonyms | Antibiotic 1142; Antibiotic T-1384; Antibiotic T 1384; Sinanomycin; Congocidin; Congocidine; F6; F-9; IA-887; IA 887; K-117; K 117; N-(3-amino-3-iminopropyl)-4-(4-(2-guanidinoacetamido)-1-methyl-1H-pyrrole-2-carboxamido)-1-methyl-1H-pyrrole-2-carboxamide |
| Purity | ≥98% |
| Shelf Life | 2 years |
| IUPAC Name | N-[5-[(3-amino-3-iminopropyl)carbamoyl]-1-methylpyrrol-3-yl]-4-[[2-(diaminomethylideneamino)acetyl]amino]-1-methylpyrrole-2-carboxamide |
| SMILES | CN1C=C(C=C1C(=O)NC2=CN(C(=C2)C(=O)NCCC(=N)N)C)NC(=O)CN=C(N)N |
| InChI | InChI=1S/C18H26N10O3/c1-27-9-11(6-12(27)16(30)23-4-3-14(19)20)26-17(31)13-5-10(8-28(13)2)25-15(29)7-24-18(21)22/h5-6,8-9H,3-4,7H2,1-2H3,(H3,19,20)(H,23,30)(H,25,29)(H,26,31)(H4,21,22,24) |
| InChIKey | IDBIFFKSXLYUOT-UHFFFAOYSA-N |
| Density | 1.3374 g/cm3 |
| Appearance | Solid Powder |
| Boiling Point | 760.5°C at 760 mmHg |
| Melting Point | 171-173°C |
Product Specification
| Storage | Store at -20°C |
| Signal | Danger |
| GHSHazardStatements | H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral] |
| Precautionary Statement Codes | P264, P270, P301+P316, P321, P330, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.) |
Application
Netropsin is a naturally occurring minor-groove DNA-binding ligand that is frequently used as a molecular imaging and nucleic-acid labeling reagent in chemical biology and analytical workflows. Its strong affinity for AT-rich DNA segments enables controlled staining and localization studies where DNA-binding behavior is the primary readout, including fluorescence-based visualization when paired with appropriate reporters or detection formats. In research settings, Netropsin is also used as a DNA-interaction probe to support assay development for nucleic-acid binding, competition, and structure-dependent recognition experiments.
1. DNA Binding Studies
Netropsin is used in studies that quantify and compare DNA-binding behavior toward AT-rich sequences, including competition experiments with other DNA-binding ligands. Researchers commonly incorporate Netropsin into fluorescence-based binding assays or imaging workflows to monitor how changes in DNA composition, chromatin-like templates, or small-molecule competitors influence DNA occupancy. This makes it a practical reagent for characterizing nucleic-acid interaction profiles in chemical biology and medicinal chemistry discovery research.
2. Fluorescence DNA Staining
Netropsin is employed as a DNA-selective staining component in microscopy-oriented workflows where DNA localization is the principal visualization target. In practice, it is integrated into staining protocols either as a free ligand in DNA-containing samples or as part of a labeling strategy that couples DNA-binding readout to fluorescence detection. This approach is frequently used in academic laboratories and imaging groups to visualize DNA distribution patterns in fixed nucleic-acid preparations and DNA-containing biomolecular assemblies.
3. Nucleic Acid Probe Competition
Netropsin is widely used as a reference binding ligand in nucleic-acid probe development and assay optimization, particularly when researchers need a consistent DNA-binding benchmark. By running competition or displacement experiments against candidate binders, teams can evaluate relative binding behavior under defined buffer and nucleic-acid conditions. Such workflows are common in screening-adjacent studies, where Netropsin helps establish assay context for DNA-binding assays and supports the interpretation of fluorescence or other binding readouts.
4. DNA-Directed Material Functionalization
Netropsin is also used in materials and biomaterials research to create DNA-interaction interfaces and to probe DNA adsorption behavior on functional surfaces. Researchers leverage its DNA-binding propensity to study how DNA associates with engineered materials, coatings, or scaffold systems, often coupling the interaction readout to downstream fluorescence imaging or analytical quantification. This application is particularly relevant for developing DNA-templated assemblies and for evaluating how surface chemistry influences nucleic-acid binding and organization.
Computed Properties
| XLogP3 | -3.1 |
| Hydrogen Bond Donor Count | 7 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 9 |
| Exact Mass | 430.21893473 g/mol |
| Monoisotopic Mass | 430.21893473 g/mol |
| Topological Polar Surface Area | 211Ų |
| Heavy Atom Count | 31 |
| Formal Charge | 0 |
| Complexity | 723 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| AU-2021106734-A4 | Control of nematodes | 2021-08-24 |
| WO-2023275715-A1 | Metabolites of selective androgen receptor modulators | 2021-06-30 |
| WO-2023277113-A1 | Humanized antibody capable of binding to heg1 protein | 2021-06-30 |
| WO-2023278377-A1 | Methods of treating cancer with a combination of a nonfucosylated anti-cd70 antibody and a cd47 antagonist | 2021-06-29 |
| WO-2022261296-A1 | Compounds that bind non-canonical g-quadruplex structures and methods of making and using the same | 2021-06-09 |
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