Phleomycin
Phleomycin is a glycopeptide antibiotic that binds DNA but does not intercalate. Phleomycin is mutagenic and requires metal ions to induce double-stranded DNA breaks. This compound displays some antibacterial and antifungal activities.
References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18953674
Cas No. |
11006-33-0 |
---|---|
Purity |
≥97% |
Formula |
C51H75N17O21S2 |
Formula Wt. |
1326.38 |
IUPAC Name |
2-[2-[2-[[2-[[4-[[2-[[6-amino-2-[3-amino-1-[(2,3-diamino-3-oxopropyl)amino]-3-oxopropyl]-5-methylpyrimidine-4-carbonyl]amino]-3-[(2R,3S,4S,5S,6S)-3-[(2S,3R,4R,5S)-4-carbamoyl-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)-3-methyloxan-2-yl]oxy-3-(1H-imidazol-5-yl)propanoyl]amino]-3-hydroxy-2-methylpentanoyl]amino]-3-oxobutanoyl]amino]ethyl]-4,5-dihydro-1,3-thiazol-4-yl]-1,3-thiazole-4-carboxamide |
Synonym |
NSC 61586; NSC 616586. |
Solubility |
Soluble in water (10mg/mL); slightly sol in methanol. |
Appearance |
Blue powder |
van Peer AF, de Bekker C, Vinck A, et al. Phleomycin increases transformation efficiency and promotes single integrations in Schizophyllum commune. Appl Environ Microbiol. 2009 Mar;75(5):1243-7. PMID: 19114524.
Povirk LF, Hogan M, Dattagupta N, et al. Copper(II).bleomycin, iron(III).bleomycin, and copper(II).phleomycin: comparative study of deoxyribonucleic acid binding. Biochemistry. 1981 Feb 3;20(3):665-71. PMID: 6163448.
Sleigh MJ. The mechanism of DNA breakage by phleomycin in vitro. Nucleic Acids Res. 1976 Apr;3(4):891-901. PMID: 818624.