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N-(3-(p-azido-m-(/sup 125/I)iodophenyl)propionyl)-succinimide--a heterobifunctional reagent for the synthesis of radioactive photoaffinity ligands: synthesis of a carrier-free /sup 125/I-labeled cardiac glycoside photoaffinity label

Journal Article · · Anal. Biochem.; (United States)
; ;

A new heterobifunctional reagent, N-(3-(p-azido-m-iodophenyl)propionyl)-succinimide (AIPPS), was synthesized and chemically characterized. The radiochemical form of the reagent, (/sup 125/I)AIPPS, should be of general use as a photoactive reagent for the derivatization of free amino groups on a large variety of biologically active compounds, including many hormones. Amino-containing ligands can be derivatized with (/sup 125/I)AIPPS in a method which is similar to that used for the /sup 125/I-labeled Bolton-Hunter reagent (N-(3-(p-hydroxyphenyl)propionyl)-succinimide). The added advantage with (/sup 125/I)AIPPS, however, is that the ligand derivative is made both photoactive and radioactive in a single step. As an example of how this reagent can be used, we have prepared carrier-free (/sup 125/I)AIPPS and reacted it with the amino-containing cardiac glycoside, 4-amino-4,6-dideoxyglucosyl digitoxigenin (GluD). The radioiodinated cardiac glycoside, (/sup 125/I)AIPP-GluD, was purified by thin-layer chromatography and was carrier-free with a specific radioactivity of 2175 Ci/mmol. (/sup 125/I)AIPP-GluD was an effective photoaffinity label for Na,K-ATPase as shown by specific photoaffinity labeling of purified canine kidney enzyme and human erythrocyte enzyme.

Research Organization:
Univ. of Wisconsin, Madison (USA)
OSTI ID:
7154753
Journal Information:
Anal. Biochem.; (United States), Journal Name: Anal. Biochem.; (United States) Vol. 168:1; ISSN ANBCA
Country of Publication:
United States
Language:
English

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Related Subjects

550201* -- Biochemistry-- Tracer Techniques
59 BASIC BIOLOGICAL SCIENCES
ANIMALS
AZIDES
BETA DECAY RADIOISOTOPES
BIOLOGICAL MATERIALS
BLOOD
BLOOD CELLS
BODY FLUIDS
CARBOHYDRATES
CARDIAC GLYCOSIDES
CARDIOTONICS
CARDIOVASCULAR AGENTS
CHEMICAL COMPOSITION
CHEMICAL PREPARATION
CHEMISTRY
CHROMATOGRAPHY
DAYS LIVING RADIOISOTOPES
DOGS
DRUGS
ELECTRON CAPTURE RADIOISOTOPES
ERYTHROCYTES
GLYCOSIDES
INTERMEDIATE MASS NUCLEI
IODINE 125
IODINE ISOTOPES
ISOTOPE APPLICATIONS
ISOTOPES
LIGANDS
MAMMALS
MATERIALS
NITROGEN COMPOUNDS
NUCLEI
ODD-EVEN NUCLEI
ORGANIC COMPOUNDS
PHOTOCHEMISTRY
RADIOISOTOPES
REAGENTS
SEPARATION PROCESSES
SYNTHESIS
THIN-LAYER CHROMATOGRAPHY
TRACER TECHNIQUES
VERTEBRATES