hydroxylamine

Summary

Summary: A colorless inorganic compound (HONH2) used in organic synthesis and as a reducing agent, due to its ability to donate nitric oxide.

Top Publications

  1. Butcher N, Ilett K, Minchin R. Inactivation of human arylamine N-acetyltransferase 1 by the hydroxylamine of p-aminobenzoic acid. Biochem Pharmacol. 2000;60:1829-36 pubmed
    ..This is in contrast to our findings for PABA, which appears to reduce NAT1 activity by down-regulating the enzyme, leading to a decrease in NAT1 protein content...
  2. Tanito M, Li F, Elliott M, Dittmar M, Anderson R. Protective effect of TEMPOL derivatives against light-induced retinal damage in rats. Invest Ophthalmol Vis Sci. 2007;48:1900-5 pubmed
    ..In the present study, the efficacy of OT-551 and OT-674 in retinal neuroprotection was tested in a model of light-induced photoreceptor degeneration...
  3. Kostera J, Youngblut M, Slosarczyk J, Pacheco A. Kinetic and product distribution analysis of NO* reductase activity in Nitrosomonas europaea hydroxylamine oxidoreductase. J Biol Inorg Chem. 2008;13:1073-83 pubmed publisher
    b>Hydroxylamine oxidoreductase (HAO) from the ammonia-oxidizing bacterium Nitrosomonas europaea normally catalyzes the four-electron oxidation of hydroxylamine to nitrite, which is the second step in ammonia-dependent respiration...
  4. Angove H, Cole J, Richardson D, Butt J. Protein film voltammetry reveals distinctive fingerprints of nitrite and hydroxylamine reduction by a cytochrome C nitrite reductase. J Biol Chem. 2002;277:23374-81 pubmed
    ..nitrite reduction revealed a fingerprint of catalytic behavior distinct from that observed during hydroxylamine reduction, the latter being an alternative substrate for the enzyme that is reduced to ammonium in a two ..
  5. Khan M, Kesharwani M, Bandyopadhyay T, Ganguly B. Solvolysis of chemical warfare agent VX is more efficient with hydroxylamine anion: a computational study. J Mol Graph Model. 2009;28:177-82 pubmed publisher
    The reaction of the chemical warfare agent VX with hydroxylamine anion (NH(2)O(-)) has been studied using a combination of correlated molecular orbital and density functional theory...
  6. Kern M, Volz J, Simon J. The oxidative and nitrosative stress defence network of Wolinella succinogenes: cytochrome c nitrite reductase mediates the stress response to nitrite, nitric oxide, hydroxylamine and hydrogen peroxide. Environ Microbiol. 2011;13:2478-94 pubmed publisher
    ..oxygen and nitrogen species such as hydrogen peroxide, organic hydroperoxides, superoxide anions, nitrite, hydroxylamine, nitric oxide or NO-generating compounds...
  7. Noophan P, Figueroa L, Munakata Marr J. Nitrite oxidation inhibition by hydroxylamine: experimental and model evaluation. Water Sci Technol. 2004;50:295-304 pubmed
    ..Batch experiments were conducted to examine the effect of hydroxylamine (HM) on nitrite oxidizers, ammonia oxidizers, and nitrite reducers...
  8. Hommes N, Sayavedra Soto L, Arp D. Transcript analysis of multiple copies of amo (encoding ammonia monooxygenase) and hao (encoding hydroxylamine oxidoreductase) in Nitrosomonas europaea. J Bacteriol. 2001;183:1096-100 pubmed
    The genes encoding ammonia monooxygenase (amoCAB), hydroxylamine oxidoreductase (hao), and the c-type cytochrome c-554 (hcy) are present in multiple copies in the genome of Nitrosomonas europaea...
  9. Iwamoto M, Sudo Y, Shimono K, Kamo N. Selective reaction of hydroxylamine with chromophore during the photocycle of pharaonis phoborhodopsin. Biochim Biophys Acta. 2001;1514:152-8 pubmed
    ..This Schiff base can be cleaved with hydroxylamine to loose their color (bleaching)...

More Information

Publications78

  1. Dewez D, Ali N, Perreault F, Popovic R. Rapid chlorophyll a fluorescence transient of Lemna gibba leaf as an indication of light and hydroxylamine effect on photosystem II activity. Photochem Photobiol Sci. 2007;6:532-8 pubmed
    ..gibba leaf or those treated with different concentrations of hydroxylamine (1-50 mM) causing gradual inhibition of the water splitting system...
  2. Donzelli S, Espey M, Flores Santana W, Switzer C, Yeh G, Huang J, et al. Generation of nitroxyl by heme protein-mediated peroxidation of hydroxylamine but not N-hydroxy-L-arginine. Free Radic Biol Med. 2008;45:578-84 pubmed publisher
    ..Here, the ability of heme proteins to utilize H2O2 to oxidize hydroxylamine (NH2OH) or N-hydroxy-L-arginine (NOHA) to HNO was examined...
  3. Willemoes M. Competition between ammonia derived from internal glutamine hydrolysis and hydroxylamine present in the solution for incorporation into UTP as catalysed by Lactococcus lactis CTP synthase. Arch Biochem Biophys. 2004;424:105-11 pubmed
    ..This reaction is no longer dependent on allosteric activation by GTP. Hydroxylamine is also a substrate for Lactococcus lactis CTP synthase and results in the formation of N4-OH CTP...
  4. Kadi N, Challis G. Chapter 17. Siderophore biosynthesis a substrate specificity assay for nonribosomal peptide synthetase-independent siderophore synthetases involving trapping of acyl-adenylate intermediates with hydroxylamine. Methods Enzymol. 2009;458:431-57 pubmed publisher
    ..alternative assay for enzymes that form acyl adenylates involves trapping of the activated carboxyl group with hydroxylamine to form a hydroxamic acid that can be converted to its ferric complex and detected spectrophotometrically...
  5. Alluisetti G, Almaraz A, Amorebieta V, Doctorovich F, Olabe J. Metal-catalyzed anaerobic disproportionation of hydroxylamine. Role of diazene and nitroxyl intermediates in the formation of N2, N2O, NO+, and NH3. J Am Chem Soc. 2004;126:13432-42 pubmed
    ..The stable red diazene-bridged [(NC)(5)FeHN=NHFe(CN)(5)](6)(-) ion is formed at an advanced degree of NH(2)OH consumption...
  6. Atkinson S, Mowat C, Reid G, Chapman S. An octaheme c-type cytochrome from Shewanella oneidensis can reduce nitrite and hydroxylamine. FEBS Lett. 2007;581:3805-8 pubmed
    ..We have now shown that OTR is an efficient nitrite and hydroxylamine reductase and that ammonium ion is the product...
  7. Wu T, Hassig C, Wu Y, Ding S, Schultz P. Design, synthesis, and activity of HDAC inhibitors with a N-formyl hydroxylamine head group. Bioorg Med Chem Lett. 2004;14:449-53 pubmed
    ..These compounds were found to have comparable activities to suberoylanilide hydroxyamic acid (SAHA) in HDAC enzymatic assays and histone hyperacetylation cellular assays...
  8. Sturms R, DiSpirito A, Fulton D, Hargrove M. Hydroxylamine reduction to ammonium by plant and cyanobacterial hemoglobins. Biochemistry. 2011;50:10829-35 pubmed publisher
    ..Here we test their abilities to reduce hydroxylamine, a proposed intermediate of nitrite reductase, under anaerobic conditions...
  9. Rudolf M, Einsle O, Neese F, Kroneck P. Pentahaem cytochrome c nitrite reductase: reaction with hydroxylamine, a potential reaction intermediate and substrate. Biochem Soc Trans. 2002;30:649-53 pubmed
    ..The enzyme can also transform nitrogen monoxide and hydroxylamine, two potential bound reaction intermediates, into ammonia...
  10. Schmid M, Hooper A, Klotz M, Woebken D, Lam P, Kuypers M, et al. Environmental detection of octahaem cytochrome c hydroxylamine/hydrazine oxidoreductase genes of aerobic and anaerobic ammonium-oxidizing bacteria. Environ Microbiol. 2008;10:3140-9 pubmed publisher
    ..Key enzymes in both processes are the octahaem cytochrome c (OCC) proteins, hydroxylamine oxidoreductase (HAO) of aerobic ammonium-oxidizing bacteria (AOB), which catalyses the oxidation of ..
  11. Vajrala N, Martens Habbena W, Sayavedra Soto L, Schauer A, Bottomley P, Stahl D, et al. Hydroxylamine as an intermediate in ammonia oxidation by globally abundant marine archaea. Proc Natl Acad Sci U S A. 2013;110:1006-11 pubmed publisher
    ..Although the presumptive product of the putative AMO is hydroxylamine (NH(2)OH), the absence of genes encoding a recognizable ammonia-oxidizing bacteria-like hydroxylamine ..
  12. Trnka J, Blaikie F, Smith R, Murphy M. A mitochondria-targeted nitroxide is reduced to its hydroxylamine by ubiquinol in mitochondria. Free Radic Biol Med. 2008;44:1406-19 pubmed publisher
    Piperidine nitroxides such as TEMPOL act as antioxidants in vivo due to their interconversion among nitroxide, hydroxylamine, and oxoammonium derivatives, but the mechanistic details of these reactions are unclear...
  13. Kurian J, Longlais B, Trepanier L. Discovery and characterization of a cytochrome b5 variant in humans with impaired hydroxylamine reduction capacity. Pharmacogenet Genomics. 2007;17:597-603 pubmed
    ..We hypothesized that functionally significant genetic variability in cyt b5 could be found in healthy individuals...
  14. Rasila T, Pajunen M, Savilahti H. Critical evaluation of random mutagenesis by error-prone polymerase chain reaction protocols, Escherichia coli mutator strain, and hydroxylamine treatment. Anal Biochem. 2009;388:71-80 pubmed publisher
    ..techniques by critically evaluating popular error-prone polymerase chain reaction (PCR) protocols as well as hydroxylamine and a mutator Escherichia coli strain mutagenesis methods...
  15. Vidrio H, Medina M. Hypotensive effect of hydroxylamine, an endogenous nitric oxide donor and SSAO inhibitor. J Neural Transm (Vienna). 2007;114:863-5 pubmed
    The endogenous compound hydroxylamine relaxes vascular smooth muscle in vitro, apparently through conversion to the vasodilator factor nitric oxide, but its effect on blood pressure has not been characterized...
  16. Zheng L, Ju J, Bin Y, Hua R. Synthesis of isoquinolines and heterocycle-fused pyridines via three-component cascade reaction of aryl ketones, hydroxylamine, and alkynes. J Org Chem. 2012;77:5794-800 pubmed publisher
    ..synthesis of isoquinolines and heterocycle-fused pyridines by three-component reaction of aryl ketones, hydroxylamine, and alkynes is developed...
  17. Cabail M, Pacheco A. Selective one-electron reduction of Nitrosomonas europaea hydroxylamine oxidoreductase with nitric oxide. Inorg Chem. 2003;42:270-2 pubmed
    b>Hydroxylamine oxidoreductase (HAO) from the autotrophic bacterium Nitrosomonas europaea catalyzes the 4-e- oxidation of NH2-OH to NO2-...
  18. Schmidt I, Look C, Bock E, Jetten M. Ammonium and hydroxylamine uptake and accumulation in Nitrosomonas. Microbiology. 2004;150:1405-12 pubmed
    ..cells of Nitrosomonas europaea and further ammonia oxidizers were able to rapidly accumulate ammonium and hydroxylamine to an internal concentration of about 1 and 0.8 M, respectively...
  19. Campbell M, Nyerges G, Kozlowski J, Poret Peterson A, Stein L, Klotz M. Model of the molecular basis for hydroxylamine oxidation and nitrous oxide production in methanotrophic bacteria. FEMS Microbiol Lett. 2011;322:82-9 pubmed publisher
    Many methane-oxidizing bacteria (MOB) have been shown to aerobically oxidize ammonia and hydroxylamine (NH(2)OH) to produce nitrite and nitrous oxide (N(2)O)...
  20. Fan A, Cai S, Cao Z, Lau C, Lu J. Hydroxylamine-amplified gold nanoparticles for the homogeneous detection of sequence-specific DNA. Analyst. 2010;135:1400-5 pubmed publisher
    ..and homogeneous detection method for the analysis of DNA hybridization based on the optical properties of hydroxylamine-amplified gold nanoparticles (Au NPs) in solution phase...
  21. Sudo Y, Iwamoto M, Shimono K, Kamo N. Association of pharaonis phoborhodopsin with its cognate transducer decreases the photo-dependent reactivity by water-soluble reagents of azide and hydroxylamine. Biochim Biophys Acta. 2002;1558:63-9 pubmed
    ..2001) Photochem. Photobiol. 74, 489-494]. Two water-soluble reagents, hydroxylamine and azide, reacted both with the transducer-free ppR and with the complex ppR/t-Htr (the complex between ppR ..
  22. Hirasawa M, Tripathy J, Sommer F, Somasundaram R, Chung J, Nestander M, et al. Enzymatic properties of the ferredoxin-dependent nitrite reductase from Chlamydomonas reinhardtii. Evidence for hydroxylamine as a late intermediate in ammonia production. Photosynth Res. 2010;103:67-77 pubmed publisher
    ..The C. reinhardtii enzyme has been used to demonstrate that hydroxylamine can serve as an electron-accepting substrate for the enzyme and that the product of hydroxylamine reduction is ..
  23. Kuznetsova S, Knaff D, Hirasawa M, Sétif P, Mattioli T. Reactions of spinach nitrite reductase with its substrate, nitrite, and a putative intermediate, hydroxylamine. Biochemistry. 2004;43:10765-74 pubmed
    ..The reaction of oxidized NiR with hydroxylamine (NH(2)OH), a putative intermediate, results in a ferrous siroheme-NO complex that is spectroscopically ..
  24. Cabello P, Pino C, Olmo Mira M, Castillo F, Roldan M, Moreno Vivián C. Hydroxylamine assimilation by Rhodobacter capsulatus E1F1. requirement of the hcp gene (hybrid cluster protein) located in the nitrate assimilation nas gene region for hydroxylamine reduction. J Biol Chem. 2004;279:45485-94 pubmed
    ..atoms per molecule, in agreement with the presence of both [2Fe-2S] and [4Fe-2S-2O] clusters, and showed hydroxylamine reductase activity, forming ammonia in vitro with methyl viologen as reductant...
  25. Khan M, Lo R, Bandyopadhyay T, Ganguly B. Probing the reactivation process of sarin-inhibited acetylcholinesterase with ?-nucleophiles: hydroxylamine anion is predicted to be a better antidote with DFT calculations. J Mol Graph Model. 2011;29:1039-46 pubmed publisher
    ..the importance of ?-effect of nucleophilic reactivity towards the reactivation of OP-inhibited AChE with hydroxylamine anion...
  26. Zhu J, Aswad D. Selective cleavage of isoaspartyl peptide bonds by hydroxylamine after methyltransferase priming. Anal Biochem. 2007;364:1-7 pubmed
    ..available enzyme, protein l-isoaspartyl-O-methyltransferase, and (ii) the succinimidyl bond is then cleaved by hydroxylamine under conditions that minimize cleavage of the traditional hydroxylamine-sensitive Asn-Gly and related peptide ..
  27. Zadok U, Klare J, Engelhard M, Sheves M. The hydroxylamine reaction of sensory rhodopsin II: light-induced conformational alterations with C13=C14 nonisomerizable pigment. Biophys J. 2005;89:2610-7 pubmed
    ..Similarly to other retinal proteins, sensory rhodopsin II undergoes a bleaching reaction with hydroxylamine in the dark which is markedly catalyzed by light...
  28. Hanson K, VandenBrink B, Babu K, Allen K, Nelson W, Kunze K. Sequential metabolism of secondary alkyl amines to metabolic-intermediate complexes: opposing roles for the secondary hydroxylamine and primary amine metabolites of desipramine, (s)-fluoxetine, and N-desmethyldiltiazem. Drug Metab Dispos. 2010;38:963-72 pubmed publisher
    ..In each example, the initial rates of MI complex accumulation followed the order secondary hydroxylamine > secondary amine > primary amine, suggesting that the primary amine metabolites do not contribute to ..
  29. Kataoka H, Horiyama S, Yamaki M, Oku H, Ishiguro K, Katagi T, et al. Anti-inflammatory and anti-allergic activities of hydroxylamine and related compounds. Biol Pharm Bull. 2002;25:1436-41 pubmed
    ..9-28.7 and 1.6-2.9 micro M against COX-1 and COX-2, respectively. Hydroxylamines (P-HA and M-HA) also showed a 5-lipoxygenase inhibitory effect...
  30. Wolfe M, Heo J, Garavelli J, Ludden P. Hydroxylamine reductase activity of the hybrid cluster protein from Escherichia coli. J Bacteriol. 2002;184:5898-902 pubmed
    ..Recent studies of HCP purified from Escherichia coli have identified a novel hydroxylamine reductase activity...
  31. Zorbas Seifried S, Jakupec M, Kukushkin N, Groessl M, Hartinger C, Semenova O, et al. Reversion of structure-activity relationships of antitumor platinum complexes by acetoxime but not hydroxylamine ligands. Mol Pharmacol. 2007;71:357-65 pubmed
    ..1 (cis)] and trans-[dichlorobis(acetoxime)platinum(II)] [2 (trans)], as well as those of [PtCl2(hydroxylamine)2], cis-[dichlorobis(hydroxylamine)platinum(II)] [3 (cis)] and trans-[dichlorobis(hydroxylamine)platinum(II)] [..
  32. Zhou L, Lai Z, Lu M, Gong X, Xie Y. Expression and hydroxylamine cleavage of thymosin alpha 1 concatemer. J Biomed Biotechnol. 2008;2008:736060 pubmed publisher
    ..After induction with IPTG, the concatemer protein was successfully expressed in E. coli then cleaved by hydroxylamine to release the Talpha1 monomer...
  33. Trnka J, Blaikie F, Logan A, Smith R, Murphy M. Antioxidant properties of MitoTEMPOL and its hydroxylamine. Free Radic Res. 2009;43:4-12 pubmed publisher
    ..protect mitochondria from the oxidative damage that they accumulate, but once there is rapidly reduced to its hydroxylamine, MitoTEMPOL-H...
  34. Lindsey J, Duong Polk K, Dai Y, Nguyen D, Leung C, Weinreb R. Protection by an oral disubstituted hydroxylamine derivative against loss of retinal ganglion cell differentiation following optic nerve crush. PLoS ONE. 2013;8:e65966 pubmed publisher
    ..Because most of the fluorescent cells detected by bCSLO are RGCs, these findings suggest that oral OT-440 can either protect against or delay early degenerative responses occurring in RGCs following optic nerve injury. ..
  35. Jetten M, de Bruijn P, Kuenen J. Hydroxylamine metabolism in Pseudomonas PB16: involvement of a novel hydroxylamine oxidoreductase. Antonie Van Leeuwenhoek. 1997;71:69-74 pubmed
    ..bacterium closely related to Pseudomonas azalaica on the basis of 16 S rDNA analysis, was able to use hydroxylamine as an additional energy source during growth in acetate limited chemostat cultures giving an increased biomass ..
  36. Igarashi N, Moriyama H, Fujiwara T, Fukumori Y, Tanaka N. The 2.8 A structure of hydroxylamine oxidoreductase from a nitrifying chemoautotrophic bacterium, Nitrosomonas europaea. Nat Struct Biol. 1997;4:276-84 pubmed
    The 2.8 A crystal structure of hydroxylamine oxidoreductase of a nitrifying chemoautotrophic bacterium, Nitrosomonas europaea, is described...
  37. Beauvais F, Michel L, Dubertret L. The nitric oxide donors, azide and hydroxylamine, inhibit the programmed cell death of cytokine-deprived human eosinophils. FEBS Lett. 1995;361:229-32 pubmed
    Azide and hydroxylamine release nitric oxide (NO) enzymatically in biological conditions. We observed that both compounds were able to inhibit in vitro the programmed cell death of human eosinophils from peripheral blood...
  38. Negi V, Bingham J, Li Q, Borthakur D. midD-encoded 'rhizomimosinase' from Rhizobium sp. strain TAL1145 is a C-N lyase that catabolizes L-mimosine into 3-hydroxy-4-pyridone, pyruvate and ammonia. Amino Acids. 2013;44:1537-47 pubmed publisher
    ..It is a pyridoxal-5'-phosphate (PLP)-dependent enzyme and the addition of 50 ?M hydroxylamine completely inhibited the reaction. However, the supplementation of the reaction with 0...
  39. Kamps J, Belle R, Mecinovic J. Hydroxylamine as an oxygen nucleophile: substitution of sulfonamide by a hydroxyl group in benzothiazole-2-sulfonamides. Org Biomol Chem. 2013;11:1103-8 pubmed publisher
    Benzothiazole-2-sulfonamides react with an excess of hydroxylamine in aqueous solutions to form 2-hydroxybenzothiazole, sulfur dioxide, and the corresponding amine...
  40. Laitonjam W, Rajkumar T, Chingakham B. Synthesis of some A- and D-ring fused steroidal pyrazoles, isoxazoles and pyrimidines. Steroids. 2002;67:203-9 pubmed
    ..These were prepared by the reaction of hydrazine, hydroxylamine and guanidine, respectively, with 2-ethoxymethylene-3-oxo- or 16-ethoxymethylene-17-oxo- or 2-bis(methylthio)..
  41. Murar C, Harmand T, Bode J. Improved synthesis of (S)-N-Boc-5-oxaproline for protein synthesis with the ?-ketoacid-hydroxylamine (KAHA) ligation. Bioorg Med Chem. 2017;25:4996-5001 pubmed publisher
    ..This building block is a key element for the chemical synthesis of proteins with the ?-ketoacid-hydroxylamine (KAHA) ligation...
  42. Wang G, Xu X, Zhou L, Wang C, Yang F. A pilot-scale study on the start-up of partial nitrification-anammox process for anaerobic sludge digester liquor treatment. Bioresour Technol. 2017;241:181-189 pubmed publisher
    ..7-8.4mg/L) and free nitrous acid (0.02-1.0mg/L). The application of hydroxylamine played a vital role in the reactivation of anammox bacteria...
  43. Porter T, Hayes E, Kaminsky W, Mayer J. Sterically directed nitronate complexes of 2,6-di-tert-butyl-4-nitrophenoxide with Cu(ii) and Zn(ii) and their H-atom transfer reactivity. Dalton Trans. 2017;46:2551-2558 pubmed publisher
    ..reacts with the hydroxylamine TEMPO-H (2,2,6,6-tetramethylpiperidin-1-ol) by abstracting a hydrogen atom...
  44. Han M, Hong S, Kim Z, Cho B, Lee H, Choi H, et al. Enhanced Production of Fatty Acids via Redirection of Carbon Flux in Marine Microalga Tetraselmis sp. J Microbiol Biotechnol. 2018;28:267-274 pubmed publisher
    ..The results of this study indicate that blocking starch or photorespiration pathways may redirect the carbon flux to fatty acid synthesis. ..
  45. Bradshaw A, Salt M, Bell A, Zeitler M, Litra N, Smith A. Cross-linking by protein oxidation in the rapidly setting gel-based glues of slugs. J Exp Biol. 2011;214:1699-706 pubmed publisher
    ..In contrast, the nucleophile hydroxylamine, which would competitively disrupt imine bonds, increased protein solubility in the glue...
  46. Tanito M, Li F, Anderson R. Protection of retinal pigment epithelium by OT-551 and its metabolite TEMPOL-H against light-induced damage in rats. Exp Eye Res. 2010;91:111-4 pubmed publisher
    ..Systemic administration of OT-551 and TP-H provides RPE cell protection against acute light damage, and the protection by OT-551 was greater than by TP-H. ..
  47. Torres M, Simon J, Rowley G, Bedmar E, Richardson D, Gates A, et al. Nitrous Oxide Metabolism in Nitrate-Reducing Bacteria: Physiology and Regulatory Mechanisms. Adv Microb Physiol. 2016;68:353-432 pubmed publisher
    ..In ammonia-oxidizing bacteria, N2O is formed through the oxidation of hydroxylamine to nitrite. In denitrifiers, nitrate is reduced to N2 via nitrite, NO and N2O production...
  48. Rougier N, Vico R, de Rossi R, Buján E. Reactivity of the insecticide fenitrothion toward O and N nucleophiles. J Org Chem. 2010;75:3427-36 pubmed publisher
    ..With HOO(-), NH(2)OH, and NH(2)O(-) a significant alpha-effect was observed, confirming the participation of the nucleophile in the rate-limiting step of the reaction. ..
  49. Young I, Kerr M. Total synthesis of (+)-nakadomarin A. J Am Chem Soc. 2007;129:1465-9 pubmed
    The total synthesis of (+)-nakadomarin A is described. A three-component cycloaddition of a hydroxylamine, aldehyde, and cyclopropane to form a highly functionalized tetrahydro-1,2-oxazine serves as the foundation for this synthesis...
  50. Jukić M, Ćurković L, Šabarić J, Kerolli Mustafa M. Fractionation of Heavy Metals in Fly Ash from Wood Biomass Using the BCR Sequential Extraction Procedure. Bull Environ Contam Toxicol. 2017;99:524-529 pubmed publisher
    ..fly ash fractions by a three-stage sequential extraction method for acetic acid and ion exchangeable (BCR 1), hydroxylamine hydrochloride reduction (BCR 2), and hydrogen peroxide oxidation (BCR 3) fractions in order to access the ..
  51. Alzahrani A, Ogese M, Meng X, Waddington J, Tailor A, Farrell J, et al. Dapsone and Nitroso Dapsone Activation of Na??ve T-Cells from Healthy Donors. Chem Res Toxicol. 2017;: pubmed publisher
    ..DDS-NO was synthesized from DDS-hydroxylamine and shown to bind to the thiol group of glutathione and human and mouse albumin through sulfonamide and N-..
  52. Hu A, Zheng P, Lu H, Ding S, Wang C. [Hydroxylamine conversion by anammox enrichment]. Wei Sheng Wu Xue Bao. 2010;50:485-92 pubmed
    b>Hydroxylamine is an important intermediate product of anammox. This study was focused on the characteristics of hydroxylamine and nitrite conversions by anammox enrichment...
  53. Medina S, Wu J, Bode J. Nitrone protecting groups for enantiopure N-hydroxyamino acids: synthesis of N-terminal peptide hydroxylamines for chemoselective ligations. Org Biomol Chem. 2010;8:3405-17 pubmed publisher
    ..This general route is applicable to a variety of different N-terminal residues and provides a general approach to the solid phase synthesis of peptide hydroxylamines. ..
  54. Adamopoulou T, Papadaki M, Kounalakis M, Vazquez Carreto V, Pineda Solano A, Wang Q, et al. Thermal decomposition of hydroxylamine: isoperibolic calorimetric measurements at different conditions. J Hazard Mater. 2013;254-255:382-9 pubmed publisher
    Thermal decomposition of hydroxylamine, NH2OH, was responsible for two serious accidents. However, its reactive behavior and the synergy of factors affecting its decomposition are not being understood...
  55. Xin X, Huang P, Xiang D, Zhang R, Zhao F, Zhang N, et al. [5C + 1N] Annulation of 2,4-pentadienenitriles with hydroxylamine: a synthetic route to multi-substituted 2-aminopyridines. Org Biomol Chem. 2013;11:1001-6 pubmed publisher
    ..has been developed via a formal [5C + 1N] annulation of readily available 2,4-pentadienenitriles with hydroxylamine (NH(2)OH) under very mild conditions, which involves sequential intermolecular aza-nucleophilic addition of ..
  56. Regal P, Cepeda A, Fente C. Development of an LC-MS/MS method to quantify sex hormones in bovine milk and influence of pregnancy in their levels. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2012;29:770-9 pubmed publisher
    ..A liquid chromatography-tandem mass spectrometry (LC-MS/MS) method, based on hydroxylamine derivatisation, has been developed and validated for the quantification of six sex hormones in milk [..
  57. Lockamy V, Shields H, Kim Shapiro D, King S. Iron nitrosyl hemoglobin formation from the reaction of hydroxylamine and hemoglobin under physiological conditions. Biochim Biophys Acta. 2004;1674:260-7 pubmed
    ..detected measurable amounts of HbNO and metHb during the reactions of oxyHb, deoxyHb, and metHb with excess hydroxylamine (HA)...
  58. Suzuki H, Kumagai H. Autocatalytic processing of gamma-glutamyltranspeptidase. J Biol Chem. 2002;277:43536-43 pubmed
  59. Mizusawa N, Sakata S, Sakurai I, Sato N, Wada H. Involvement of digalactosyldiacylglycerol in cellular thermotolerance in Synechocystis sp. PCC 6803. Arch Microbiol. 2009;191:595-601 pubmed publisher
    ..Analysis of photosynthesis in intact cells suggested that the inhibition of repair processes and accelerated photodamage resulted in growth retardation in dgdA mutant cells at high temperatures...
  60. Yue Qian S, Kadiiska M, Guo Q, Mason R. A novel protocol to identify and quantify all spin trapped free radicals from in vitro/in vivo interaction of HO(.-) and DMSO: LC/ESR, LC/MS, and dual spin trapping combinations. Free Radic Biol Med. 2005;38:125-35 pubmed
    ..including the ESR-active radical adduct and two ESR-silent forms, the nitrone adduct (oxidized adduct) and the hydroxylamine (reduced adduct). In the bile of rats treated with DMSO and POBN, the ESR-active form of POBN/(...
  61. Wang Y, Ye L, Zhang L. Au-catalyzed synthesis of 2-alkylindoles from N-arylhydroxylamines and terminal alkynes. Chem Commun (Camb). 2011;47:7815-7 pubmed publisher
  62. Vyas P, Roychowdhury S, Woster P, Svensson C. Reactive oxygen species generation and its role in the differential cytotoxicity of the arylhydroxylamine metabolites of sulfamethoxazole and dapsone in normal human epidermal keratinocytes. Biochem Pharmacol. 2005;70:275-86 pubmed
    ..Several studies have demonstrated a higher cytotoxicity with DDS hydroxylamine (DDS-NOH) compared to SMX hydroxylamine (SMX-NOH)...
  63. Jena B, Raj C. Enzyme-free amperometric sensing of glucose by using gold nanoparticles. Chemistry. 2006;12:2702-8 pubmed
    ..Au particles have been self-assembled on the thiol tail groups of the silicate network and enlarged by hydroxylamine. The Au nanoparticles efficiently catalyze the oxidation of glucose at less-positive potential (0...
  64. Hiller D, Zhong M, Singh V, Strobel S. Transition states of uncatalyzed hydrolysis and aminolysis reactions of a ribosomal P-site substrate determined by kinetic isotope effects. Biochemistry. 2010;49:3868-78 pubmed publisher
    ..Kinetic isotope effects were also measured for aminolysis by hydroxylamine to study a reaction similar to the formation of a peptide bond...
  65. Hoidy W, Ahmad M, Al Mulla E, Yunus W, Ibrahim N. Synthesis and characterization of fatty hydroxamic acids from triacylglycerides. J Oleo Sci. 2010;59:15-9 pubmed
    ..antifungal, have been synthesized via refluxing of triacylglycrides, palm olein, palm stearin or corn oil with hydroxylamine hydrochloride...
  66. Gamboa da Costa G, Singh R, Arlt V, Mirza A, Richards M, Takamura Enya T, et al. Quantification of 3-nitrobenzanthrone-DNA adducts using online column-switching HPLC-electrospray tandem mass spectrometry. Chem Res Toxicol. 2009;22:1860-8 pubmed publisher
    ..3-NBA is metabolically activated via reduction of the nitro group to the hydroxylamine (N-OH-3-ABA) to form covalent DNA adducts...
  67. Matsuda N, Lemos M, Feitosa R. The effect of guanylate cyclase inhibitors on non-adrenergic and non-cholinergic neurogenic relaxations of the South American opossum lower esophageal sphincter. Fundam Clin Pharmacol. 2008;22:299-304 pubmed publisher
    ..ODQ abolished relaxations caused by EFS at lower frequencies and by HXA (hydroxylamine, 10 microM) and SNAP (S-nitroso-N-acetyl penicillamine, 10 microM)...
  68. Lavallie E, McCoy J, Smith D, Riggs P. Enzymatic and chemical cleavage of fusion proteins. Curr Protoc Mol Biol. 2001;Chapter 16:Unit16.4B pubmed publisher
    ..Three additional protocols describe specific cleavage of fusion proteins with chemical reagents (cyanogen bromide, hydroxylamine, and low pH) as an alternative to enzymatic cleavage.
  69. Chernega A, Davies S, Goodwin C, Hepworth D, Kurosawa W, Roberts P, et al. The chiral auxiliary N-1-(1'-naphthyl)ethyl-O-tert-butylhydroxylamine: a chiral Weinreb amide equivalent. Org Lett. 2009;11:3254-7 pubmed publisher
    ..Reductive cleavage with LiAlH(4) allows direct access to chiral aldehydes, and treatment with MeLi gives chiral methyl ketones in excellent enantiopurity (> or = 94% ee). The auxiliary can be recovered in > 98% ee and recycled...