J. Lipid Res. Neurobiology of Lipids (ISSN1683-5506)
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Originally published In Press as doi:10.1194/jlr.C700008-JLR200 on April 19, 2007

Papers In Press, published online ahead of print July 1, 2007
J. Lipid Res., doi:10.1194/jlr.C700008-JLR200
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Journal of Lipid Research, Vol. 48, 1457-1462, July 2007
Copyright © 2007 by American Society for Biochemistry and Molecular Biology

Short Communication

Identification and quantification of dolichol and dolichoic acid in neuromelanin from substantia nigra of the human brainboxs

Weslyn C. Ward1,*, Ziqiang Guan1,{dagger}, Fabio A. Zucca§, Ruggero G. Fariello§, Reza Kordestani{dagger}, Luigi Zecca2,§, Christian R. H. Raetz2,{dagger} and John D. Simon2,*,{dagger}

* Department of Chemistry, Duke University, Durham, NC
{dagger} Department of Biochemistry, Duke University Medical Center, Durham, NC
§ Institute of Biomedical Technologies, Consiglio Nazionale delle Ricerche, Segrate, Italy

boxs The online version of this article (available at http://www.jlr.org) contains supplemental data in the form of three figures and two schemes.

Published, JLR Papers in Press, April 19, 2007.

1 W. C. Ward and Z. Guan contributed equally to this work.

2 To whom correspondence should be addressed. e-mail: luigi.zecca{at}itb.cnr.it (L.Z.); raetz{at}biochem.duke.edu (C.R.H.R.); jsimon{at}duke.edu (J.D.S.)


ABSTRACT

Neuromelanin (NM) isolated from the substantia nigra of the human brain is found to contain a series of dolichoic acids (dol-CA) containing 14–20 isoprene units. This is the first observation of dol-CA in a natural system. Using internally spiked nor-dolichol and nor-dolichoic acid standards, the concentrations of dolichol (dol) and dol-CA present in NM were determined. Remarkably, dol was only four times as abundant as dol-CA in NM. The distribution of dol-CA chains lengths in NM also differed from that of dol, suggesting that the enzyme(s) responsible for the conversion of dol to dol-CA prefer a dolichol substrate containing 19 isoprene units.

Supplementary key words dolichyl • isoprenoid • Parkinson's disease • melanin

Abbreviations: dol, dolichol; dol-CA, dolichoic acid; LC/MS, liquid chromatography-mass spectrometry; NM, neuromelanin; SN, substantia nigra


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