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Methyl syringate mono-glucoside is a crucial intermediate in leptosperin biosynthesis in Leptospermum scoparium (manuka)

##article.authors##

  • Yoji Kato University of Hyogo, School of Human Science and Environment https://researchmap.jp/read0056569
  • Yuka Furutani University of Hyogo, School of Human Science and Environment
  • Hayato Nakai University of Hyogo, School of Human Science and Environment
  • Emi Takaoka University of Hyogo, School of Human Science and Environment
  • Emiri Kamizato University of Hyogo, School of Human Science and Environment
  • Toshio Niwa Shubun University, Faculty of Health and Nutrition

DOI:

https://doi.org/10.51094/jxiv.856

Keywords:

Mānuka honey, Leptosperin, Leptospermum scoparium, Methyl syringate glucosides, Biosynthesis, Certification

Abstract

Leptosperin (methyl syringate-4-O-β-D-gentiobioside) serves as a unique marker for mānuka honey, derived from the manuka plant (Leptospermum scoparium). Despite its importance, the biosynthesis pathway of leptosperin remains unreported. This study investigates the molecular mechanism of leptosperin formation from its aglycone, methyl syringate (MSYR), in manuka plants. Methyl syringate-4-O-β-D-glucopyranoside (MSYR-glucose) was identified in manuka flower nectar but not in mānuka honey. MSYR was distributed in the flowers, leaves, branches, and roots of manuka plants, while MSYR-glucose and leptosperin were only observed in the flowers. By immersing a cut flowering branch in a deuterium-labeled aqueous medium, the formation of deuterated leptosperin (leptosperin-d6) and MSYR-glucose (MSYR-d6-glucose) was analyzed. When MSYR-d6 was added, both MSYR-d6-glucose and leptosperin-d6 were detected. Supplementation with synthetic MSYR-d6-glucose also generated leptosperin-d6, indicating that gentiobioside moiety in leptosperin forms through the conjugation of MSYR with D-glucose, followed by the addition of another D-glucose.

Conflicts of Interest Disclosure

The authors report no conflicts of interest related to this study.

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Published: 2024-08-23 06:20:01 UTC — Updated on 2024-08-29 08:58:46 UTC

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Copyright (c) 2024 Yoji Kato
Yuka Furutani
Hayato Nakai
Emi Takaoka
Emiri Kamizato
Toshio Niwa

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