Synthesis and spectroscopic characterization of acyl carnitine derivatives, for the diagnosis of fatty acid β-oxidation disorder

Chemical Sciences Journal

ISSN: 2150-3494

Open Access

Synthesis and spectroscopic characterization of acyl carnitine derivatives, for the diagnosis of fatty acid β-oxidation disorder

2nd World Chemistry Conference

August 08-10, 2016 Toronto, Canada

Hany F Sobhi

Coppin State University, USA

Scientific Tracks Abstracts: Chem Sci J

Abstract :

?²-oxidation of acyl-CoAs in mitochondria produces various acylcarnitines that appear in blood and are excreted into urine. Acylcarnitine profiles have been used as biomarkers for the diagnoses of specific inherited metabolic diseases, such as medium-chain acyl-CoA dehydrogenase deficiency (MCAD), MADD, VLCAD, and long-chain hydroxyacyl-CoA dehydrogenase deficiency (LCHAD) by using tandem mass spectrometry. Carnitine acyltransferase enzymes reversibly interconvert acyl-CoA and, acylcarnitine derivatives, thereby it catalyze the translocation of the fatty acyl moiety across the mitochondrial membrane. The identification of the carnitine ester has not been recognized by tandem mass spectrometry. We have established a method based on O-Acylation of carnitine chloride, and/or replacement of the acid chloride by equimolecular amount of thionyl chloride followed by the addition of carnitine chloride. We have synthesized a series of Acylcarnitine derivatives such as cis-5- and trans-5 tetradecenoyl carnitine, and trans-2-tetradecenoyl carnitine. The synthesized carnitine derivatives were fully characterized by NMR, GC/EI-MS and LC/MS. The isolation of the C14:1 acylcarnitine from human urine will be transesterified to form ester derivative, and characterized, these results will be compared to those standard carnitines. The standards will then spiked in urine, and detected by HPLC/MS. Based on the data that we expect from the analyses, we can develop an assay for the detection of the acyl carnitine. Following the same methodology, we will synthesis several Acyl carnitine derivatives and develop a general chromatography based assay for detection of small, medium and long chains Acyl carnitine in urine.

Biography :

Hany F Sobhi obtained his PhD in Clinical Bioanalytical Chemistry from Cleveland State University in 2008, following his MS in Synthetic Organic Chemistry in 2005. In 2008, he was appointed as NIH Post-doctoral fellow, at Case Western Reserve University, School of Medicine. He is working as an Associate Professor, and Director of Coppin center for organic synthesis at Coppin State University. He is an active researcher in translational research that focused on the development strategies to synthesis small bioorganic molecules for clinical diagnosis. He received several awards from AACR, NASA and most recently the 2015 Wilson L Elkins Professor of Chemistry.

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