Radiolabeled 9- or 10-monoiodostearic acid and 9- or 10-monoiodostearyl carnitine-I. Synthesis and purification

Kenneth W. Reed, Clarence T. Ueda, Wallace J. Murray, Samuel C. Augustine

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

The purpose of this investigation was to synthesize and purify radiolabeled 9- or 10-monoiodostearyl carnitine for potential use as a perfusion and metabolic imaging agent for the heart. Oleic acid was iodinated via a free radical addition reaction of HI across the double bond to give 9- or 10-monoiodostearic acid which in turn was esterified with carnitine. The identify of 9- or 10-monoiodostearic acid and 9- or 10-monoiodostearyl carnitine was determined using nuclear magnetic resonance (NMR), infrared (i.r.), ultraviolet (u.v.), and mass spectroscopy. The purity of the fatty acid and carnitine ester was established by thin layer chromatography. 9- or 10-Monoiodo[125I]stearic acid and 9- or 10-monoiodo[125I]stearyl carnitine were synthesized via the isotopic exchange of 125I for cold iodine bonded to 9- or 10-monoiodostearic acid and 9- or 10-monoiodostearyl carnitine.

Original languageEnglish
Pages (from-to)27-31
Number of pages5
JournalInternational Journal of Radiation Applications and Instrumentation. Part
Volume40
Issue number1
DOIs
StatePublished - 1989
Externally publishedYes

Fingerprint

carnitine
purification
acids
synthesis
thin layer chromatography
oleic acid
ultraviolet spectroscopy
magnetic resonance spectroscopy
fatty acids
free radicals
iodine
esters
purity
mass spectroscopy
infrared spectroscopy
nuclear magnetic resonance

All Science Journal Classification (ASJC) codes

  • Radiation

Cite this

Radiolabeled 9- or 10-monoiodostearic acid and 9- or 10-monoiodostearyl carnitine-I. Synthesis and purification. / Reed, Kenneth W.; Ueda, Clarence T.; Murray, Wallace J.; Augustine, Samuel C.

In: International Journal of Radiation Applications and Instrumentation. Part, Vol. 40, No. 1, 1989, p. 27-31.

Research output: Contribution to journalArticle

@article{3cfb41b0bf62467da772dba2d920de00,
title = "Radiolabeled 9- or 10-monoiodostearic acid and 9- or 10-monoiodostearyl carnitine-I. Synthesis and purification",
abstract = "The purpose of this investigation was to synthesize and purify radiolabeled 9- or 10-monoiodostearyl carnitine for potential use as a perfusion and metabolic imaging agent for the heart. Oleic acid was iodinated via a free radical addition reaction of HI across the double bond to give 9- or 10-monoiodostearic acid which in turn was esterified with carnitine. The identify of 9- or 10-monoiodostearic acid and 9- or 10-monoiodostearyl carnitine was determined using nuclear magnetic resonance (NMR), infrared (i.r.), ultraviolet (u.v.), and mass spectroscopy. The purity of the fatty acid and carnitine ester was established by thin layer chromatography. 9- or 10-Monoiodo[125I]stearic acid and 9- or 10-monoiodo[125I]stearyl carnitine were synthesized via the isotopic exchange of 125I for cold iodine bonded to 9- or 10-monoiodostearic acid and 9- or 10-monoiodostearyl carnitine.",
author = "Reed, {Kenneth W.} and Ueda, {Clarence T.} and Murray, {Wallace J.} and Augustine, {Samuel C.}",
year = "1989",
doi = "10.1016/0883-2889(89)90168-8",
language = "English",
volume = "40",
pages = "27--31",
journal = "Applied Radiation and Isotopes",
issn = "0969-8043",
publisher = "Elsevier Limited",
number = "1",

}

TY - JOUR

T1 - Radiolabeled 9- or 10-monoiodostearic acid and 9- or 10-monoiodostearyl carnitine-I. Synthesis and purification

AU - Reed, Kenneth W.

AU - Ueda, Clarence T.

AU - Murray, Wallace J.

AU - Augustine, Samuel C.

PY - 1989

Y1 - 1989

N2 - The purpose of this investigation was to synthesize and purify radiolabeled 9- or 10-monoiodostearyl carnitine for potential use as a perfusion and metabolic imaging agent for the heart. Oleic acid was iodinated via a free radical addition reaction of HI across the double bond to give 9- or 10-monoiodostearic acid which in turn was esterified with carnitine. The identify of 9- or 10-monoiodostearic acid and 9- or 10-monoiodostearyl carnitine was determined using nuclear magnetic resonance (NMR), infrared (i.r.), ultraviolet (u.v.), and mass spectroscopy. The purity of the fatty acid and carnitine ester was established by thin layer chromatography. 9- or 10-Monoiodo[125I]stearic acid and 9- or 10-monoiodo[125I]stearyl carnitine were synthesized via the isotopic exchange of 125I for cold iodine bonded to 9- or 10-monoiodostearic acid and 9- or 10-monoiodostearyl carnitine.

AB - The purpose of this investigation was to synthesize and purify radiolabeled 9- or 10-monoiodostearyl carnitine for potential use as a perfusion and metabolic imaging agent for the heart. Oleic acid was iodinated via a free radical addition reaction of HI across the double bond to give 9- or 10-monoiodostearic acid which in turn was esterified with carnitine. The identify of 9- or 10-monoiodostearic acid and 9- or 10-monoiodostearyl carnitine was determined using nuclear magnetic resonance (NMR), infrared (i.r.), ultraviolet (u.v.), and mass spectroscopy. The purity of the fatty acid and carnitine ester was established by thin layer chromatography. 9- or 10-Monoiodo[125I]stearic acid and 9- or 10-monoiodo[125I]stearyl carnitine were synthesized via the isotopic exchange of 125I for cold iodine bonded to 9- or 10-monoiodostearic acid and 9- or 10-monoiodostearyl carnitine.

UR - http://www.scopus.com/inward/record.url?scp=0024495007&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0024495007&partnerID=8YFLogxK

U2 - 10.1016/0883-2889(89)90168-8

DO - 10.1016/0883-2889(89)90168-8

M3 - Article

C2 - 2540120

AN - SCOPUS:0024495007

VL - 40

SP - 27

EP - 31

JO - Applied Radiation and Isotopes

JF - Applied Radiation and Isotopes

SN - 0969-8043

IS - 1

ER -