りん脂質の熱劣化  第6部 2‐アミノエチルりん酸二水素を用いての新しい擬似Maillard転位反応気孔の解明 Heat Deterioration of Phospholipids. VI. Clarification of Mechanism for the New Pseudo Maillard Rearrangement Reaction by Using 2-Aminoethyl Dihydrogenphosphate

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Author(s)

Abstract

2,3-Dihydro-1<i>H</i>-imidazo[1,2-<i>a</i>]pyridine-4-ylium derivatives with UV absorption at 350 nm were formed by reaction of one molar of any sugar except 2-deoxysugars with two molar of phosphatidylethanolamines involving a new pseudo Maillard rearrangement reaction. To elucidate the reaction mechanism, 2-aminoethyl dihydrogenphosphate, which had a partially similar structural moiety to PE, was reacted with D-galactose. Though the UV absorption at 365 nm was not observed and the four pyridinium derivatives were also not formed in the reactant solution, the UV absorption at 286 nm and browning of the reactant solution were observed. From this reactant solution, two compounds with λmax at 283 nm and 297 nm were isolated and former was determined as 5-(hydroxymethyl)furfural (HMF) and later did as phosphoric acid mono{2-[2-formyl-5-(hydroxymethyl)-1<i>H</i>-pyrrol-1-yl]ethyl}ester (PMPEE), which is a new compound, respectively. Because reaction of PMPEE with PE leads to form the pyridinium derivatives, we concluded that a compound like PMPEE was one of intermediates in this new reaction.<br>

Journal

  • Journal of Oleo Science

    Journal of Oleo Science 57(2), 93-97, 2008

    Japan Oil Chemists' Society

Codes

  • NII Article ID (NAID)
    130000055422
  • NII NACSIS-CAT ID (NCID)
    AA11503337
  • Text Lang
    ENG
  • ISSN
    1345-8957
  • NDL Article ID
    9335675
  • NDL Source Classification
    ZP25(科学技術--化学・化学工業--油脂類)
  • NDL Call No.
    Z54-J571
  • Data Source
    NDL  J-STAGE 
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