N9653

Netropsin dihydrochloride

from Streptomyces netropsis, ≥98% (HPLC and TLC), powder

• Synonym(s): Congocidin, Sinanomycin
• Empirical Formula (Hill Notation): C₁₈H₂₆N₁₀O₃ · 2HCl
• CAS Number: 18133-22-7
• Molecular Weight: 503.39
• UNSPSC Code: 12352200
• PubChem Substance ID: 24897909
• NACRES: NA.77

Properties

• biological source: Streptomyces netropsis
• Quality Level: 200
• Assay: ≥98% (HPLC and TLC)
• form: powder
• color: faintly yellow
• solubility: H₂O: 1 mg/mL
• antibiotic activity spectrum: Gram-negative bacteria; Gram-positive bacteria; viruses
• Mode of action: DNA synthesis | interferes
• storage temp.: −20°C
• SMILES string: [H]Cl.[H]Cl.NC(CCNC(C1=CC(NC(C2=CC(NC(CNC(N)=N)=O)=CN2C)=O)=CN1C)=O)=N
• InChI: 1S/C18H26N10O3.2ClH/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);2*1H
• InChI key: SDRHUASONSRLFR-UHFFFAOYSA-N

Description

Biochem/physiol Actions

Netropsin is an unusual n-methylpyrrole-containing oligopeptide that binds to AT-rich sequences of dsDNA, especially in the minor groove. Thus, it protects such regions from DNase I and other endonucleases, and also inhibits topoisomerases. Netropsin disrupts the cell cycle, prolonging G and arresting in G.

Caution

Protect from light.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves