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First identification of unstable phosphino formic acid (H2PCOOH).

ABSTRACT: The hitherto elusive phosphino formic acid molecule (H2PCOOH) was detected for the first time in the gas phase. Theoretical calculations revealed an unexpected kinetic stability of H2PCOOH compared to the isovalent carbamic acid (H2NCOOH) although the replacement of a single nitrogen atom by phosphorus decreases the bond order from a partial double (-C[double bond, length as m-dash]N-) to a single (-C-P-) bond. This work provides a fundamental framework to explore the synthesis and stability of derivatives of carbonic acid (H2CO3), in which one or both hydroxyl groups (OH) are replaced by hydride moieties involving third row atoms.

SUBMITTER: Zhu C

PROVIDER: S-EPMC6340708 | biostudies-literature | 2018 May

REPOSITORIES: biostudies-literature

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First identification of unstable phosphino formic acid (H<sub>2</sub>PCOOH).

Zhu Cheng C Frigge Robert R Turner Andrew M AM Kaiser Ralf I RI Sun Bing-Jian BJ Chen Si-Ying SY Chang Agnes H H AHH

Chemical communications (Cambridge, England) 20180501 45

The hitherto elusive phosphino formic acid molecule (H2PCOOH) was detected for the first time in the gas phase. Theoretical calculations revealed an unexpected kinetic stability of H2PCOOH compared to the isovalent carbamic acid (H2NCOOH) although the replacement of a single nitrogen atom by phosphorus decreases the bond order from a partial double (-C[double bond, length as m-dash]N-) to a single (-C-P-) bond. This work provides a fundamental framework to explore the synthesis and stability of ...[more]

PMID: 29774326

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Project description:The exploration of novel hosts with the ability to assimilate formic acid, a C1 substrate that can be produced from renewable electrons and CO2, is of great relevance for developing novel and sustainable biomanufacturing platforms. Formatotrophs can use formic acid or formate as a carbon and/or reducing power source. Formatotrophy has typically been studied in neutrophilic microorganisms because formic acid toxicity increases in acidic environments below the pKa of 3.75 (25°C). Because of this toxicity challenge, utilization of formic acid as either a carbon or energy source has been largely unexplored in thermoacidophiles, species that possess the ability to produce a variety of metabolites and enzymes of high biotechnological relevance. Here we investigate the capacity of several thermoacidophilic archaea species from the Sulfolobales order to tolerate and metabolize formic acid. Metallosphaera prunae, Sulfolobus metallicus and Sulfolobus acidocaldarium were found to metabolize and grow with 1-2 mM of formic acid in batch cultivations. Formic acid was co-utilized by this species alongside physiological electron donors, including ferrous iron. To enhance formic acid utilization while maintaining aqueous concentrations below the toxicity threshold, we developed a bioreactor culturing method based on a sequential formic acid feeding strategy. By dosing small amounts of formic acid sequentially and feeding H2 as co-substrate, M. prunae could utilize a total of 16.3 mM of formic acid and grow to higher cell densities than when H2 was supplied as a sole electron donor. These results demonstrate the viability of culturing thermoacidophilic species with formic acid as an auxiliary substrate in bioreactors to obtain higher cell densities than those yielded by conventional autotrophic conditions. Our work underscores the significance of formic acid metabolism in extreme habitats and holds promise for biotechnological applications in the realm of sustainable energy production and environmental remediation.

Dataset Information

First identification of unstable phosphino formic acid (H2PCOOH).

Publications

First identification of unstable phosphino formic acid (H<sub>2</sub>PCOOH).

Similar Datasets

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