Photochemical activation of N-phenylphenothiazine (PPT) enables a selective direct benzene amination with hydroxylamine in the presence of various vanadium catalysts under mild reaction conditions. S...

Hydroxylamine-derived active esters were synthesized from oseltamivir, which can serve as practical synthetic handles to prepare oseltamivir analogs. Succinimide-based active ester was the most effec...

A sustainable two-step strategy for oxime synthesis in a neutral KHCO3 medium is reported. Free-state NH2OH is initially synthesized via nitrite electroreduction over a Ketjen-black-supported iron phthalocyanine catalyst, followed by a chemical aldehyde or ketone oximation using the electrochemically synthesized NH2OH.

Hydroxylamine is an effective inhibitor of nitrite-oxidizing bacteria (NOB), promoting the stable operation of the partial nitrification (PN) process.…

Gas-phase hydroxylamine (NH2OH) has recently been detected within dense clouds in the interstellar medium.

New insight into nitrate and nitrite reduction process reveals toxic intermediate

Despite major advances, intramolecular alkene hydroamination reactions often face limitations. Herein, a redox-enabled process featuring oxidation of an amine to a hydroxylamine, a concerted hydroamination step, followed by catalytic reduction of N-oxide is shown to be broadly applicable. Catalyst screening and optimization showed that a K2OsO2(OH)4–pinacol complex rapidly and chemoselectively reduces the N-oxide cycloadduct in the presence of hydroxylamine and dimethyl sulfoxide. This selectivity was exploited to drive the equilibria toward complex products.

Hydroxylamine (NH2OH) is a crucial raw material and chemical intermediate with significant applications in medicine, materials science, and semiconductor industries. Conventional synthetic methods for NH2OH are usually accompanied by high energy consumption and environmental pollution. Recently, electrochemical syn

This study explored capabilities of completely autotrophic nitrogen removal over nitrite (CANON) process under co-regulation of hydroxylamine (NH2OH) …

Hydroxylamine, nitrous acid, and nitric oxide are obligate intermediates or side metabolites in different nitrogen-converting microorganisms. These compounds are unstable and susceptible to the format...

The crystal structure of cyclo­decynone oxime, C10H15NO, is reported. Two twist-boat-shaped cyclo­alkynes are centrosymmetrically connected via oxime hydrogen bridges. Deformation of the alkyne unit results from ring strain.

Two related classes of ligand-binding heme c-containing proteins with a high degree of structural homology have been identified and characterized over recent decades: cytochromes P460 (cyts P460), def...

Overalkylation is a common side reaction that typically prevents the synthesis of tertiary N-methylamines from secondary amines, using alkyl iodides and other reactive electrophiles. Herein, we presen...

Anaerobic ammonium oxidation (anammox) is a biological process in which NH4+ serves as the electron donor and NO2– as the electron acceptor to produce…

Having observed products of apparent nitrene transfer, we sought to incorporate both the generation and reaction of this nitrene into an artificial biosynthetic pathway in vivo. To do so, we envisioned that the enzymatic oxidation of PABA to generate the corresponding hydroxylamine N-OH-PABA and acylation of this hydroxylamine could be conducted in vivo before transfer of the nitrene catalysed by a cytochrome P450 (Fig. 3a). We tested a series of arylamine oxidases (AOs, including BezJ from Streptomyces sp. Rl18 (BezJRI18) and S. niveus (BezJniv) and AurF from Streptomyces thioluteus32,33,34,35) (Fig. 3b) that would oxidize the amino group in PABA in vivo (Fig. 3c). BezJniv was chosen as an alternative in case the low in vitro activity for BezGRI1817 was also seen for BezJRI18. AurF was included because it catalyses the oxidation of PABA to p-nitrobenzoic acid via the hydroxylamine, which we could trap by acylation33; as such, AurF functioned as a positive control for BezJ activity. To catalyse the acylation of the resulting hydroxylamine, we used BezGniv. Each of the three arylamine oxygenases (AOs) was co-expressed in Escherichia coli BL21 Star DE3 with the acetyltransferase BezGniv and the P450 BezERI18; the genes encoding oxygenases and BezGniv were placed under control...