TY - JOUR
T1 - Biocatalytic Synthesis of Two Furan-Based Amino Compounds 2-Acetyl-4-aminofuran and 3-Acetylamino-5-(α-aminoethyl)-furan from Chitin Resources
AU - Wu, Chaoqiang
AU - Zhang, Xin
AU - Liu, Wei
AU - Wang, Chengyong
AU - Jiang, Qianqian
AU - Chen, Feifei
AU - Liu, Quanzhen
AU - Cao, Fei
AU - Zheng, Gaowei
AU - Zhang, Alei
AU - Chen, Kequan
N1 - Publisher Copyright:
© 2024 American Chemical Society
PY - 2024/7/29
Y1 - 2024/7/29
N2 - Chitin, as the second most abundant biomass in nature, possesses 7 wt % biologically fixed nitrogen, and its direct valorization into valuable nitrogen (N)-containing chemicals is optimal. Herein, we report the biosynthesis of two specific furan-based amine compounds, 2-acetyl-4-aminofuran (2A4AF) and 3-acetylamino-5-(α-aminoethyl)-furan (3A5AEF), from chitin-derived 3-acetamido-5-acetylfuran (3A5AF) via biocatalytic deacetylation and reduction amination, respectively. An amidase (MmH) from Starkeya sp. and an R-selective aminotransferase (ATA117) from Arthrobacter sp. were obtained, which can, respectively, convert 3A5AF to 2A4AF with a yield of 79.3% (47.58 mM) and (R)-3A5AEF (enantiomeric excess (ee) value of >99%) with a yield of 84.0% (126 mM), respectively, under the optimal conditions. The biosynthesis efficiency of the two amines was high in comparison with chemical approaches. This work paves the way for green and efficient production of furan-based amino chemicals from inexpensive renewable chitin resources.
AB - Chitin, as the second most abundant biomass in nature, possesses 7 wt % biologically fixed nitrogen, and its direct valorization into valuable nitrogen (N)-containing chemicals is optimal. Herein, we report the biosynthesis of two specific furan-based amine compounds, 2-acetyl-4-aminofuran (2A4AF) and 3-acetylamino-5-(α-aminoethyl)-furan (3A5AEF), from chitin-derived 3-acetamido-5-acetylfuran (3A5AF) via biocatalytic deacetylation and reduction amination, respectively. An amidase (MmH) from Starkeya sp. and an R-selective aminotransferase (ATA117) from Arthrobacter sp. were obtained, which can, respectively, convert 3A5AF to 2A4AF with a yield of 79.3% (47.58 mM) and (R)-3A5AEF (enantiomeric excess (ee) value of >99%) with a yield of 84.0% (126 mM), respectively, under the optimal conditions. The biosynthesis efficiency of the two amines was high in comparison with chemical approaches. This work paves the way for green and efficient production of furan-based amino chemicals from inexpensive renewable chitin resources.
KW - 3-acetamido-5-acetylfuran
KW - biosynthesis
KW - chitin
KW - furan-based amino compounds
UR - http://www.scopus.com/inward/record.url?scp=85198603840&partnerID=8YFLogxK
U2 - 10.1021/acssuschemeng.4c01435
DO - 10.1021/acssuschemeng.4c01435
M3 - 文章
AN - SCOPUS:85198603840
SN - 2168-0485
VL - 12
SP - 11145
EP - 11154
JO - ACS Sustainable Chemistry and Engineering
JF - ACS Sustainable Chemistry and Engineering
IS - 30
ER -
