C10‐Oe‐N‐(4‐azido‐5‐125iodo salicyloyl)‐β‐alanyl‐β alanyl ryanodine (Az‐βAR), a novel photo‐affinity ligand for the ryanodine binding site

Keshore R. Bidasee, Henry R. Besch, Sangyeol Kwon, Jeffrey T. Emmick, Kurt T. Besch, Koert Gerzon, Rod A. Humerickhouse

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

A high affinity, photoactivatable, radio‐iodinated ligand for the ryanodine binding site(s) of the sarcoplasmic reticulum calcium‐release‐channel, C10‐Oeq‐N‐(4‐azido‐5‐125iodo salicyloyl)‐β‐alanyl‐β‐alanyl ryanodine (Az‐βAR), was synthesized at a specific activity of 1400mCi/mmol. Prepared by condensing the versatile synthon, N‐(4‐azido‐5125iodo salicyloyl)‐β‐alanine with C10‐Oeq‐β‐alanyl ryanodine, Az‐βAR, like [3H] ryanodine, does not demonstrate saturation binding kinetics. 127Az‐βAR exhibits an IC50 of 27.2 ± 2 × 10−9 M (mean ± SD) compared to ryanodine's 6.2 ± 0.4 × 10−9 M for the ryanodine receptor/calcium release channel of sarcoplasmic reticulum vesicles isolated from rabbit skeletal muscle.

Original languageEnglish (US)
Pages (from-to)33-47
Number of pages15
JournalJournal of Labelled Compounds and Radiopharmaceuticals
Volume34
Issue number1
DOIs
StatePublished - Jan 1994

Fingerprint

Ryanodine
Binding Sites
Ligands
Sarcoplasmic Reticulum
Ryanodine Receptor Calcium Release Channel
Alanine
Inhibitory Concentration 50
Muscle
Skeletal Muscle
Rabbits
Kinetics

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Radiology Nuclear Medicine and imaging
  • Drug Discovery
  • Spectroscopy
  • Organic Chemistry

Cite this

C10‐Oe‐N‐(4‐azido‐5‐125iodo salicyloyl)‐β‐alanyl‐β alanyl ryanodine (Az‐βAR), a novel photo‐affinity ligand for the ryanodine binding site. / Bidasee, Keshore R.; Besch, Henry R.; Kwon, Sangyeol; Emmick, Jeffrey T.; Besch, Kurt T.; Gerzon, Koert; Humerickhouse, Rod A.

In: Journal of Labelled Compounds and Radiopharmaceuticals, Vol. 34, No. 1, 01.1994, p. 33-47.

Research output: Contribution to journalArticle

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abstract = "A high affinity, photoactivatable, radio‐iodinated ligand for the ryanodine binding site(s) of the sarcoplasmic reticulum calcium‐release‐channel, C10‐Oeq‐N‐(4‐azido‐5‐125iodo salicyloyl)‐β‐alanyl‐β‐alanyl ryanodine (Az‐βAR), was synthesized at a specific activity of 1400mCi/mmol. Prepared by condensing the versatile synthon, N‐(4‐azido‐5125iodo salicyloyl)‐β‐alanine with C10‐Oeq‐β‐alanyl ryanodine, Az‐βAR, like [3H] ryanodine, does not demonstrate saturation binding kinetics. 127Az‐βAR exhibits an IC50 of 27.2 ± 2 × 10−9 M (mean ± SD) compared to ryanodine's 6.2 ± 0.4 × 10−9 M for the ryanodine receptor/calcium release channel of sarcoplasmic reticulum vesicles isolated from rabbit skeletal muscle.",
author = "Bidasee, {Keshore R.} and Besch, {Henry R.} and Sangyeol Kwon and Emmick, {Jeffrey T.} and Besch, {Kurt T.} and Koert Gerzon and Humerickhouse, {Rod A.}",
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AU - Bidasee, Keshore R.

AU - Besch, Henry R.

AU - Kwon, Sangyeol

AU - Emmick, Jeffrey T.

AU - Besch, Kurt T.

AU - Gerzon, Koert

AU - Humerickhouse, Rod A.

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N2 - A high affinity, photoactivatable, radio‐iodinated ligand for the ryanodine binding site(s) of the sarcoplasmic reticulum calcium‐release‐channel, C10‐Oeq‐N‐(4‐azido‐5‐125iodo salicyloyl)‐β‐alanyl‐β‐alanyl ryanodine (Az‐βAR), was synthesized at a specific activity of 1400mCi/mmol. Prepared by condensing the versatile synthon, N‐(4‐azido‐5125iodo salicyloyl)‐β‐alanine with C10‐Oeq‐β‐alanyl ryanodine, Az‐βAR, like [3H] ryanodine, does not demonstrate saturation binding kinetics. 127Az‐βAR exhibits an IC50 of 27.2 ± 2 × 10−9 M (mean ± SD) compared to ryanodine's 6.2 ± 0.4 × 10−9 M for the ryanodine receptor/calcium release channel of sarcoplasmic reticulum vesicles isolated from rabbit skeletal muscle.

AB - A high affinity, photoactivatable, radio‐iodinated ligand for the ryanodine binding site(s) of the sarcoplasmic reticulum calcium‐release‐channel, C10‐Oeq‐N‐(4‐azido‐5‐125iodo salicyloyl)‐β‐alanyl‐β‐alanyl ryanodine (Az‐βAR), was synthesized at a specific activity of 1400mCi/mmol. Prepared by condensing the versatile synthon, N‐(4‐azido‐5125iodo salicyloyl)‐β‐alanine with C10‐Oeq‐β‐alanyl ryanodine, Az‐βAR, like [3H] ryanodine, does not demonstrate saturation binding kinetics. 127Az‐βAR exhibits an IC50 of 27.2 ± 2 × 10−9 M (mean ± SD) compared to ryanodine's 6.2 ± 0.4 × 10−9 M for the ryanodine receptor/calcium release channel of sarcoplasmic reticulum vesicles isolated from rabbit skeletal muscle.

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