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Improved nylon polymerization using amide diads

delete2026-06-01
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PRE
AI
L
Liangyu Qian
I
Isaiah T. Dishner
D
Dana L. Carper
J
Jerry M. Parks
V
Vilmos Kertész
Z
Zolnierczuk, Nicholas T.
N
Nduka D. Ogbonna
N
Nikki A. Thiele
J
John F. Cahill
J
Jeffrey C. Foster *
J
Joshua K. Michener *
DOI:10.1039/d6gc00885bdelete
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Abstract

Abstract

En 中文
Nylons, a major class of synthetic polyamides, are widely used due to their excellent mechanical strength, thermal stability, and chemical resistance. Conventional nylon production relies on the polymerization of lactams or stoichiometric nylon salts. However, applying these approaches to unconventional precursors such as bio-derived glutaric acid produces polymers with low molecular weight and limited applications. To address these challenges, we demonstrated that chemically-synthesized nylon diads enable the production of higher-molecular-weight polyamides compared with traditional salts. We then identified a biosynthetic approach using amide synthetases to convert unprotected bifunctional substrates into nylon-relevant diads. Using a cofactor regeneration system, enzymatic diad synthesis was scaled to produce sufficient material for laboratory-scale characterization and solid-state polymerization. Amide synthetases demonstrated broad substrate scope, catalyzing the regioselective assembly of diverse nylon-relevant diacids, diamines, and omega-amino acids. This strategy offers a novel route to synthesize challenging nylon monomers and advances production of bioderived nylons.
Keywords:
AMINO-ACID PYRROLYSINE
ESCHERICHIA-COLI
GLUTARIC ACID
PEPTIDE
BIOSYNTHESIS
CADAVERINE

Journal

Green Chemistry cover
Green Chemistry
IF:
9.2
Papers:
1.3W
Citations:
7.6W

Organization

United States Department of Energy cover
United States Department of Energy
Scholars:
706
Papers: 230
Citations: 1.9K
O
oak ridge national laboratory
Scholars:
456
Papers: 165
Citations: 0
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