Solid-phase synthesis of bleomycin group antibiotics. Elaboration of deglycobleomycin A5

Christopher J. Leitheiser, Michael J. Rishel, Xihan Wu, Sidney Hecht

Research output: Contribution to journalArticle

23 Citations (Scopus)

Abstract

(matrix presented) The solid-phase syntheses of two deglycobleomycin A5 analogues were achieved using a commercially available polystyrene resin containing triphenylmethyl-linked spermidine. The final products were deblocked and released from the resin, analyzed, and purified by C18 reversed phase HPLC and characterized by high-field 1H NMR spectroscopy and mass spectrometry. The purified products relaxed supercoiled plasmid DNA in a concentration-dependent fashion and to the same extent as authentic material derived from natural BLM A5.

Original languageEnglish (US)
Pages (from-to)3397-3399
Number of pages3
JournalOrganic Letters
Volume2
Issue number21
StatePublished - Oct 19 2000
Externally publishedYes

Fingerprint

Superhelical DNA
Solid-Phase Synthesis Techniques
Spermidine
antibiotics
Polystyrenes
Bleomycin
resins
solid phases
Mass Spectrometry
Plasmids
Magnetic Resonance Spectroscopy
Resins
High Pressure Liquid Chromatography
Anti-Bacterial Agents
plasmids
synthesis
products
spectroscopy
Nuclear magnetic resonance spectroscopy
Mass spectrometry

ASJC Scopus subject areas

  • Molecular Medicine

Cite this

Solid-phase synthesis of bleomycin group antibiotics. Elaboration of deglycobleomycin A5 . / Leitheiser, Christopher J.; Rishel, Michael J.; Wu, Xihan; Hecht, Sidney.

In: Organic Letters, Vol. 2, No. 21, 19.10.2000, p. 3397-3399.

Research output: Contribution to journalArticle

Leitheiser, Christopher J. ; Rishel, Michael J. ; Wu, Xihan ; Hecht, Sidney. / Solid-phase synthesis of bleomycin group antibiotics. Elaboration of deglycobleomycin A5 In: Organic Letters. 2000 ; Vol. 2, No. 21. pp. 3397-3399.
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