Synthesis of lysinonorleucine and mass spectrometric analysis of lysinonorleucine and merodesmosine in bovine ligament and eggshell membrane

Kaho Oishi; Natsuki Mori; Riki Anzawa; Toyonobu Usuki

doi:10.1016/j.abb.2023.109585

Synthesis of lysinonorleucine and mass spectrometric analysis of lysinonorleucine and merodesmosine in bovine ligament and eggshell membrane

Arch Biochem Biophys. 2023 May 15:740:109585. doi: 10.1016/j.abb.2023.109585. Epub 2023 Mar 29.

Authors

Kaho Oishi¹, Natsuki Mori¹, Riki Anzawa¹, Toyonobu Usuki²

Affiliations

¹ Department of Materials and Life Sciences, Faculty of Science and Technology, Sophia University, 7-1 Kioicho, Chiyoda-ku, Tokyo, 102-8554, Japan.
² Department of Materials and Life Sciences, Faculty of Science and Technology, Sophia University, 7-1 Kioicho, Chiyoda-ku, Tokyo, 102-8554, Japan. Electronic address: t-usuki@sophia.ac.jp.

PMID: 37001748
DOI: 10.1016/j.abb.2023.109585

Abstract

Elastin is an important extracellular matrix protein that contributes to the elasticity of cells, tissues, and organs. Although crosslinking amino acids such as desmosine and isodesmosine have been identified in elastin, details regarding the structure remain unclear. In this study, an elastin crosslinker, lysinonorleucine, was chemically synthesized and detected in hydrolyzed bovine ligament and eggshell membrane samples utilizing tandem mass spectrometry. Merodesmosine, another crosslinker of elastin, was also measured in the same samples using the same analytical method. The resulting data should aid in the elucidating the crosslinking structure of elastin and eggshell membranes.

Keywords: Bovine ligament; Eggshell membrane; Lysinonorleucine; Merodesmosine; Tandem mass spectrometry; Total synthesis.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Cattle
Desmosine / metabolism
Egg Shell* / chemistry
Egg Shell* / metabolism
Elastin* / chemistry
Ligaments / chemistry
Ligaments / metabolism

Substances

Elastin
lysinenorleucine
Desmosine