Phleomycin | 2724

Phleomycin is an antibiotic produced by Streptomyces verticullus and is structurally related to Bleomycin. Used as a selective agent in transformation experiments with mammalian cells, plant cells and yeast. Its cytotoxic action results from its ability to cause fragmentation of DNA. In Vitro studies indicate that Phleomycin causes accumulation of cells in the G2 phase of the cell cycle.

Phleomycin is an antibiotic produced by Streptomyces verticullus and is structurally related to Bleomycin. Used as a selective agent in transformation experiments with mammalian cells, plant cells and yeast

2724 | Phleomycin DataSheet

Alternate Name/Synonyms: (2R,​3S,​4S,​5R,​6R)-​2-​(((2R,​3S,​4S,​5S,​6S)-​2-​(2-​(6-​amino-​2-​(3-​amino-​1-​((2,​3-​diamino-​3-​oxopropyl)amino)-​3-​oxopropyl)-​5-​methylpyrimidine-​4-​carboxamido)-​3-​((5-​((1-​((2-​(4-​((4-​guanidinobutyl)carbamoyl)-​4',​5'-​dihydro-​[2,​4'-​bithiazol]-​2'-​yl)ethyl)amino)-​3-​hydroxy-​1-​oxobutan-​2-​yl)amino)-​3-​hydroxy-​4-​methyl-​5-​oxopentan-​2-​yl)amino)-​1-​(1H-​imidazol-​4-​yl)-​3-​oxopropoxy)-​4,​5-​dihydroxy-​6-​(hydroxymethyl)tetrahydro-​2H-​pyran-​3-​yl)oxy)-​3,​5-​dihydroxy-​6-​(hydroxymethyl)tetrahydro-​2H-​pyran-​4-​yl carbamate,​ copper(II) salt,​ monohydrochloride

Appearance: Light blue solid

Formulation: N/A

CAS Number: 11006-33-0

Structure Available?: Y

Peptide sequence: N/A

Salt Form: No

Molecular Formula: C₅₅H₈₅N₂₀O₂₁S₂Cu • HCl

Molecular Weight: 1526.5

Cell-Permeable?: Yes

Purity: ³95%

Solubilities: H₂O (~ 20 mg/ml)

Handling: Protect from air and moisture

Country of Origin: USA

Tag Line: An antibiotic and selective agent

MDL Number: MFCD00131846

PubChem CID: N/A

SMILES: NC(O[C@H]1[C@H](O)[C@@H](O[C@@H]2[C@H](OC(C3=CNC=N3)C(NC(C4=NC(C(NCC(N)C(N)=O)CC(N)=O)=NC(N)=C4C)=O)C(NC(C(O)C(C)C(NC(C(O)C)C(NCCC5=NC(C6=NC(C(NCCCCNC(N)=N)=O)=CS6)CS5)=O)=O)C)=O)O[C@@H](CO)[C@@H](O)[C@@H]2O)O[C@H](CO)[C@H]1[O-])=O.[H]Cl.[Cu+2]

InChi: InChI=1S/C55H85N20O21S2.ClH.Cu/c1-19-32(72-45(75-43(19)58)24(11-30(57)79)67-12-23(56)44(59)85)49(89)74-34(40(25-13-63-18-68-25)94-53-42(38(83)36(81)28(14-76)93-53)95-52-39(84)41(96-55(62)91)37(82)29(15-77)92-52)50(90)69-21(3)35(80)20(2)46(86)73-33(22(4)78)48(88)65-10-7-31-70-27(17-97-31)51-71-26(16-98-51)47(87)64-8-5-6-9-66-54(60)61;;/h13,16,18,20-24,27-29,33-42,52-53,67,76-78,80-81,83-84H,5-12,14-15,17,56H2,1-4H3,(H2,57,79)(H2,59,85)(H2,62,91)(H,63,68)(H,64,87)(H,65,88)(H,69,90)(H,73,86)(H,74,89)(H2,58,72,75)(H4,60,61,66);1H;/q-1;;+2/t20?,21?,22?,23?,24?,27?,28-,29+,33?,34?,35?,36+,37+,38-,39-,40?,41+,42-,52+,53-;;/m0../s1

InChi Key: XDWMLXOKMKKZFQ-LTUREVHFSA-N