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Updated: Feb 24, 2026

Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine

Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine

Published on: February 16, 2018

リジルオキシダーゼLOXL2は第一級、α-分岐していないアミンを選択的に酸化し、カチオン性基質を優先する

Laura M Poller¹, Helma Wennemers¹

¹Laboratory of Organic Chemistry, ETH Zurich, D-CHAB, Vladimir-Prelog-Weg 3, Zurich 8093, Switzerland.

|February 23, 2026

Abstract:

Lysyl oxidases (LOXs) initiate the posttranslational cross-linking of collagen by oxidizing lysine to allysine residues, a process crucial for the mechanical properties of the extracellular matrix. However, dysregulated LOX levels─particularly those of the LOXL2 isoform─have been implicated in numerous fibrotic diseases and cancers. Accordingly, considerable effort has been devoted to understanding the biological role of LOXL2. Despite this interest, little is known about how the type, structure, and neighboring groups of the amine influence LOXL2 activity. Here, we determined Michaelis-Menten kinetics for a panel of lysine-based model substrates to assess the structural determinants of LOXL2-catalyzed oxidation. We show that LOXL2 oxidizes exclusively primary, α-unbranched amines. In addition, our studies revealed that an additional positively charged group enhances LOXL2 activity.

キーワード:

リジルオキシダーゼ LOXL2 酵素キネティクス基質特異性 ECM架橋第一級アミン正電荷

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Specificity Analysis of Protein Lysine Methyltransferases Using SPOT Peptide Arrays

Specificity Analysis of Protein Lysine Methyltransferases Using SPOT Peptide Arrays

Published on: November 29, 2014

Resin-Assisted Capture Coupled with Isobaric Tandem Mass Tag Labeling for Multiplexed Quantification of Protein Thiol Oxidation

Resin-Assisted Capture Coupled with Isobaric Tandem Mass Tag Labeling for Multiplexed Quantification of Protein Thiol Oxidation

Published on: June 21, 2021

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