Preparation of hydrazino-modified proteins and their use for the synthesis of 99mTc-protein conjugates

Bioconjug Chem. 1991 Sep-Oct;2(5):333-6. doi: 10.1021/bc00011a007.

Abstract

The syntheses and protein linking properties of succinimidyl 4-hydrazinobenzoate hydrochloride (SHBH) and succinimidyl 6-hydrazinonicotinate hydrochloride (SHNH), two new heterobifunctional linkers which lead to hydrazino-modified proteins, are described. SHBH-modified proteins are unstable due to the presence of the phenylhydrazine moiety. This problem was overcome by synthesizing the hydrazinopyridine analogue SHNH, and the conjugates derived from this linker are stable. Tc(V) oxo precursors readily add to hydrazinopyridine-modified proteins to yield the desired 99mTc-radiolabeled protein. 99mTc-hydrazinopyridine-polyclonal IgG conjugates are useful agents for the imaging of focal sites of infection.

MeSH terms

  • Cross-Linking Reagents / chemical synthesis
  • Cross-Linking Reagents / chemistry*
  • Humans
  • Immunoglobulin G / chemistry
  • Isotope Labeling / methods
  • Niacinamide / analogs & derivatives*
  • Niacinamide / chemical synthesis
  • Niacinamide / chemistry
  • Organotechnetium Compounds / chemistry
  • Phenylhydrazines / chemical synthesis
  • Phenylhydrazines / chemistry*
  • Proteins / chemistry*
  • Succinimides / chemical synthesis
  • Succinimides / chemistry*
  • Sugar Acids / chemistry
  • Technetium / chemistry*

Substances

  • Cross-Linking Reagents
  • Immunoglobulin G
  • Organotechnetium Compounds
  • Phenylhydrazines
  • Proteins
  • Succinimides
  • Sugar Acids
  • succinimidyl 4-hydrazinobenzoate
  • succinimidyl 6-hydrazinonicotinate
  • Niacinamide
  • Technetium
  • technetium Tc 99m gluceptate