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PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
2
pubmed:dateCreated
2005-4-4
pubmed:abstractText
A choline-containing phospholipid (PL-4) in Methanopyrus kandleri cells was identified as archaetidylcholine, which has been described by Sprott et al. (1997). The PL-4 consisted of a variety of molecular species differing in hydrocarbon composition. Most of the PL-4 was acid-labile because of its allyl ether bond. The identity of PL-4 was confirmed by thin-layer chromatography followed by positive staining with Dragendorff reagent and fast-atom bombardment-mass spectrometry. A new method of LiAlH4 hydrogenolysis was developed to cleave allyl ether bonds and recover the corresponding hydrocarbons. We confirmed the validity of the LiAlH4 method in a study of the model compound synthetic unsaturated archaetidic acid (2,3-di-O-geranylgeranyl-sn-glycerol-1-phosphate). Saturated ether bonds were not cleaved by the LiAlH4 method. The hydrocarbons formed following LiAlH4 hydrogenolysis of PL-4 were identified by gas-liquid chromatography and mass spectrometry. Four kinds of hydrocarbons with one to four double bonds were detected: 47% of the hydrocarbons had four double bonds; 11% had three double bonds; 14% had two double bonds; 7% had one double bond; and 6% were saturated species. The molecular species composition of PL-4 was also estimated based on acid lability: 77% of the molecular species had two acid-labile hydrocarbons; 11% had one acid-labile and one acid-stable hydrocarbon; and 11% had two acid-stable hydrocarbons. To our knowledge, this is the first report of a specific chemical degradation method for the structural analysis of allyl ether phospholipid in archaea.
pubmed:commentsCorrections
http://linkedlifedata.com/resource/pubmed/commentcorrection/15803650-10960477, http://linkedlifedata.com/resource/pubmed/commentcorrection/15803650-11540073, http://linkedlifedata.com/resource/pubmed/commentcorrection/15803650-13641241, http://linkedlifedata.com/resource/pubmed/commentcorrection/15803650-13671378, http://linkedlifedata.com/resource/pubmed/commentcorrection/15803650-13782493, http://linkedlifedata.com/resource/pubmed/commentcorrection/15803650-14173318, http://linkedlifedata.com/resource/pubmed/commentcorrection/15803650-17805900, http://linkedlifedata.com/resource/pubmed/commentcorrection/15803650-2380184, http://linkedlifedata.com/resource/pubmed/commentcorrection/15803650-3611039, http://linkedlifedata.com/resource/pubmed/commentcorrection/15803650-3734631, http://linkedlifedata.com/resource/pubmed/commentcorrection/15803650-5848277, http://linkedlifedata.com/resource/pubmed/commentcorrection/15803650-9348086
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
Sep
pubmed:issn
1472-3646
pubmed:author
pubmed:issnType
Print
pubmed:volume
1
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
123-31
pubmed:dateRevised
2009-11-18
pubmed:meshHeading
pubmed:year
2002
pubmed:articleTitle
Structural analysis by reductive cleavage with LiAlH4 of an allyl ether choline-phospholipid, archaetidylcholine, from the hyperthermophilic methanoarchaeon Methanopyrus kandleri.
pubmed:affiliation
Department of Chemistry, University of Occupational and Environmental Health, Kitakyushu 807-8555, Japan.
pubmed:publicationType
Journal Article