Highly efficient conversion of fatty acids into fatty alcohols with a Zn over Ni catalyst in water

RSC Advances ◽  
2016 ◽  
Vol 6 (33) ◽  
pp. 27623-27626 ◽  
Author(s):  
Xia Gao ◽  
Daming Tong ◽  
Heng Zhong ◽  
Binbin Jin ◽  
Fangming Jin ◽  
...  

A new route to convert fatty acids into fatty alcohols under hydrothermal conditions with a Zn reductant over an Ni catalyst is presented.

2021 ◽  
Author(s):  
Zhuang Ma ◽  
Binbin Jin ◽  
Yalin Guo ◽  
Xuejun Li ◽  
Guodong Yao ◽  
...  

<p>Gamma (γ)-valerolactone (GVL) is a promising liquid for energy and carbon-based chemicals. Although many researches regarding the GVL synthesis from carbohydrate biomass, most of them involve the use of noble metals accompanying with the high-purity and high-pressure gaseous hydrogen, existing high cost in large-scale application and safety risk during the transportation and operation process. In this paper, the cheap metal Fe was employed as a reductant for splitting water to produce hydrogen under mild hydrothermal conditions, and commercial Raney Ni was used as a catalyst for in situ hydrogenation of biomass-derived levulinic acid (LA). More than 95% yield of GVL can be attained at 150 <sup>o</sup>C for 2 h and ~ 90% yield of GVL was also achieved at 100 <sup>o</sup>C by increasing the reaction time to 5 h. Furthermore, Raney Ni remains the stable catalytic activity after being recycled for 4 times at 150 <sup>o</sup>C. This work provides a safe and facile process for highly efficient hydrogenation of biomass-derived LA to GVL without precious metals.</p>


2021 ◽  
Author(s):  
Zhuang Ma ◽  
Binbin Jin ◽  
Yalin Guo ◽  
Xuejun Li ◽  
Guodong Yao ◽  
...  

<p>Gamma (γ)-valerolactone (GVL) is a promising liquid for energy and carbon-based chemicals. Although many researches regarding the GVL synthesis from carbohydrate biomass, most of them involve the use of noble metals accompanying with the high-purity and high-pressure gaseous hydrogen, existing high cost in large-scale application and safety risk during the transportation and operation process. In this paper, the cheap metal Fe was employed as a reductant for splitting water to produce hydrogen under mild hydrothermal conditions, and commercial Raney Ni was used as a catalyst for in situ hydrogenation of biomass-derived levulinic acid (LA). More than 95% yield of GVL can be attained at 150 <sup>o</sup>C for 2 h and ~ 90% yield of GVL was also achieved at 100 <sup>o</sup>C by increasing the reaction time to 5 h. Furthermore, Raney Ni remains the stable catalytic activity after being recycled for 4 times at 150 <sup>o</sup>C. This work provides a safe and facile process for highly efficient hydrogenation of biomass-derived LA to GVL without precious metals.</p>


AIChE Journal ◽  
2016 ◽  
Vol 62 (10) ◽  
pp. 3657-3663 ◽  
Author(s):  
Jun Yun ◽  
Guodong Yao ◽  
Fangming Jin ◽  
Heng Zhong ◽  
Atsushi Kishita ◽  
...  

Life ◽  
2021 ◽  
Vol 11 (2) ◽  
pp. 149
Author(s):  
Thomas Geisberger ◽  
Jessica Sobotta ◽  
Wolfgang Eisenreich ◽  
Claudia Huber

Thiophene was detected on Mars during the Curiosity mission in 2018. The compound was even suggested as a biomarker due to its possible origin from diagenesis or pyrolysis of biological material. In the laboratory, thiophene can be synthesized at 400 °C by reacting acetylene and hydrogen sulfide on alumina. We here show that thiophene and thiophene derivatives are also formed abiotically from acetylene and transition metal sulfides such as NiS, CoS and FeS under simulated volcanic, hydrothermal conditions on Early Earth. Exactly the same conditions were reported earlier to have yielded a plethora of organic molecules including fatty acids and other components of extant metabolism. It is therefore tempting to suggest that thiophenes from abiotic formation could indicate sites and conditions well-suited for the evolution of metabolism and potentially for the origin-of-life on extraterrestrial planets.


Synlett ◽  
2009 ◽  
Vol 2009 (05) ◽  
pp. 779-782 ◽  
Author(s):  
Xueqing Zhao ◽  
Xiaowen Xue ◽  
Weiping Zhuang ◽  
Dongsheng Fang ◽  
Jingming Zhou

Microbiology ◽  
1988 ◽  
Vol 134 (1) ◽  
pp. 61-66
Author(s):  
K. HOSOTANI ◽  
T. OHKOCHI ◽  
H. INUI ◽  
A. YOKOTA ◽  
Y. NAKANO ◽  
...  

2005 ◽  
Vol 23 (1) ◽  
pp. 29-32 ◽  
Author(s):  
Xuedong Wang ◽  
Zhe Yin ◽  
Yanfeng Peng ◽  
Yaling Shen ◽  
Dongzhi Wei

2018 ◽  
Vol 84 (22) ◽  
Author(s):  
Kiyota Sakai ◽  
Fumiko Matsuzaki ◽  
Lisa Wise ◽  
Yu Sakai ◽  
Sadanari Jindou ◽  
...  

ABSTRACTThe activity of a self-sufficient cytochrome P450 enzyme, CYP505D6, from the lignin-degrading basidiomycetePhanerochaete chrysosporiumwas characterized. Recombinant CYP505D6 was produced inEscherichia coliand purified. In the presence of NADPH, CYP505D6 used a series of saturated fatty alcohols with C9–18carbon chain lengths as the substrates. Hydroxylation occurred at the ω-1 to ω-6 positions of such substrates with C9–15carbon chain lengths, except for 1-dodecanol, which was hydroxylated at the ω-1 to ω-7 positions. Fatty acids were also substrates of CYP505D6. Based on the sequence alignment, the corresponding amino acid of Tyr51, which is located at the entrance to the active-site pocket in CYP102A1, was Val51 in CYP505D6. To understand the diverse hydroxylation mechanism, wild-type CYP505D6 and its V51Y variant and wild-type CYP102A1 and its Y51V variant were generated, and the products of their reaction with dodecanoic acid were analyzed. Compared with wild-type CYP505D6, its V51Y variant generated few products hydroxylated at the ω-4 to ω-6 positions. The products generated by wild-type CYP102A1 were hydroxylated at the ω-1 to ω-4 positions, whereas its Y51V variant generated ω-1 to ω-7 hydroxydodecanoic acids. These observations indicated that Val51 plays an important role in determining the regiospecificity of fatty acid hydroxylation, at least that at the ω-4 to ω-6 positions. Aromatic compounds, such as naphthalene and 1-naphthol, were also hydroxylated by CYP505D6. These findings highlight a unique broad substrate spectrum of CYP505D6, rendering it an attractive candidate enzyme for the biotechnological industry.IMPORTANCEPhanerochaete chrysosporiumis a white-rot fungus whose metabolism of lignin, aromatic pollutants, and lipids has been most extensively studied. This fungus harbors 154 cytochrome P450-encoding genes in the genome. As evidenced in this study,P. chrysosporiumCYP505D6, a fused protein of P450 and its reductase, hydroxylates fatty alcohols (C9–15) and fatty acids (C9–15) at the ω-1 to ω-7 or ω-1 to ω-6 positions, respectively. Naphthalene and 1-naphthol were also hydroxylated, indicating that the substrate specificity of CYP505D6 is broader than those of the known fused proteins CYP102A1 and CYP505A1. The substrate versatility of CYP505D6 makes this enzyme an attractive candidate for biotechnological applications.


Sign in / Sign up

Export Citation Format

Share Document