Synthesis and characterization of tetramethylrhodaminethiocarbamoyl-(Glu(1))-epidermal mitosis-inhibiting pentapeptide

Regul Pept. 2001 Dec 15;102(2-3):111-7. doi: 10.1016/s0167-0115(01)00308-1.

Abstract

A fluorescent analog of epidermal mitosis-inhibiting pentapeptide (pGlu-Glu-Asp-Ser-Gly) was synthesized by reacting tetramethylrhodamine isothiocyanate with ring-opened epidermal mitosis-inhibiting pentapeptide. The ring-opening reaction of the pyrrolidone moiety was performed with mild acidic hydrolysis and the product purified by reversed-phase high-performance liquid chromatography. Tetramethylrhodaminethiocarbamoyl-(Glu(1))-epidermal mitosis-inhibiting pentapeptide was purified by chromatography on Sephadex G-25 and reversed-phase high-performance liquid chromatography. After characterization by amino acid analysis, the analog was incubated in presence of A431 cell line to visualize the cellular localization of the epidermal mitosis-inhibiting pentapeptide. The data gave negative results.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cell Adhesion / drug effects
  • Chromatography, Gel
  • Chromatography, High Pressure Liquid
  • Chromatography, Thin Layer
  • Fluorescent Dyes / metabolism
  • Glutamic Acid / analogs & derivatives
  • Glutamic Acid / chemical synthesis*
  • Glutamic Acid / isolation & purification
  • Glutamic Acid / pharmacology*
  • Humans
  • Microscopy, Confocal
  • Mitosis / drug effects*
  • Peptides / chemical synthesis*
  • Peptides / chemistry
  • Peptides / isolation & purification
  • Peptides / pharmacology*
  • Rhodamines / chemical synthesis*
  • Rhodamines / isolation & purification
  • Rhodamines / metabolism
  • Rhodamines / pharmacology*
  • Spectrophotometry, Ultraviolet
  • Tumor Cells, Cultured

Substances

  • Fluorescent Dyes
  • Peptides
  • Rhodamines
  • tetramethylrhodaminethiocarbamoyl-(Glu(1))
  • Glutamic Acid
  • tetramethylrhodamine isothiocyanate