Formaldehyde is a naturally occurring organic compound composed of carbon, hydrogen and oxygen. It has a simple chemical structure of CH 2 O. Scientific discoveries suggest that formaldehyde was one of the first substances in the universe. Interstellar formaldehyde — first discovered in by L. Snyder et al. Over time the substance underwent chemical reactions to form complex organic molecules. These comets and asteroids could have then slammed into our planet during its early years, leaving behind their precious carbon-rich cargo and water, essential for life to evolve.
Formaldehyde was first reported in by Alexander Mikhailovich Butlerov when he attempted to synthesize methylene glycol. The method that Hoffman used to identify formaldehyde laid the foundation for the modern formaldehyde manufacturing process.
Formaldehyde was initially manufactured in small quantities kg for use in a few factories and university laboratories, but improvements to the manufacturing process eventually led to large-scale production of formaldehyde. The demand for formaldehyde has risen steadily through the past century, driven by developments in science and technology that have led to the discovery of a wide variety of applications for which formaldehyde is a key building block.
For example, in a Belgian chemist, Dr. S -1,3-Diazepanecarboxylic acid 29 : The title compound was observed when ornithine HCl salt 4. S Formamido methylamino pentanoic acid 31 : The title compound was observed when ornithine HCl salt S Formamido methylamino pentanoic acid 32 : The title compound was observed when ornithine HCl salt Full spectra of the following compounds are provided in Supplementary Note 2 and Supplementary Figs. R -2,2-dimethylthiazolidinecarboxylic acid 36 : The title compound was observed when cysteine All data generated and analysed during this study are included in this published article and its Supplementary information file.
Szarvas, T. Determination of endogenous formaldehyde level in human blood and urine by dimedoneC radiometric method. Zhang, L. Formaldehyde exposure and leukemia: a new meta-analysis and potential mechanisms.
Gillman, I. Effect of variable power levels on the yield of total aerosol mass and formation of aldehydes in e-cigarette aerosols. Boor, P. Methylamine metabolism to formaldehyde by vascular semicarbazide-sensitive amine oxidase. Toxicology 73 , — Schirch, V. Serine hydroxymethyltransferase revisited. Steenkamp, D. The effect of tetrahydrofolate on the reduction of electron transfer flavoprotein by sarcosine and dimethylglycine dehydrogenases.
Orrenius, S. Inhibition of the TPNH-linked lipid peroxidation of liver microsomes by drugs undergoing oxidative demethylation. Teschke, R. Hepatic microsomal system: and characterization. Article Google Scholar. Hopkinson, R. Monitoring the activity of 2-oxoglutarate dependent histone demethylases by NMR spectroscopy: direct observation of formaldehyde.
ChemBioChem 11 , — Walport, L. Mechanisms of human histone and nucleic acid demethylases. Hamm, S. On the mechanism of demethylation of 5-methylcytosine in DNA.
Mosammaparast, N. Reversal of histone methylation: biochemical and molecular mechanisms of histone demethylases. Burgos-Barragan, G. Mammals divert endogenous genotoxic formaldehyde into one-carbon metabolism. Nature , — Lyapina, M. Allergic contact dermatitis from formaldehyde exposure. Contact Dermat. Rea, W. CRC Lewis Publishers, The exposure to formaldehyde causes renal dysfunction, inflammation and redox imbalance in rats.
Pontel, L. Endogenous formaldehyde is a hematopoietic stem cell genotoxin and metabolic carcinogen. Cell 60 , — Deciphering functions of intracellular formaldehyde: linking cancer and aldehyde metabolism. Biochemistry 57 , — McGhee, J. Formaldehyde as a probe of DNA structure. Equilibrium denaturation of DNA and synthetic polynucleotides. Biochemistry 16 , — Lu, K. Structural characterization of formaldehyde-induced cross-links between amino acids and deoxynucleosides and their oligomers.
Redox characteristics of the eukaryotic cytosol. Acta , — Shishodia, S. NMR analyses on N-hydroxymethylated nucleobases-implications for formaldehyde toxicity and nucleic acid demethylases. Mcghee, J. Brown, J. The formal titration of bacteriological media.
Google Scholar. Wadsworth, A. Formaldehyde reaction with amino acids. CAS Google Scholar. Smith, A. The reaction of formaldehyde with amino acids: X-ray diffraction patterns. Middlebrook, W. The action of formaldehyde on the cystine disulphide linkages in wool. French, D. Academic Press Inc. Fraenkel-Conrat, H. Reaction of formaldehyde with proteins. Participation of the guanidyl groups and evidence of crosslinking. The reaction of formaldehyde with proteins.
Cross-linking between amino and primary amide or guanidyl groups. The irreversible combination of formaldehyde with proteins. Guthe, K. The formaldehyde-hemoglobin reaction. Myers, J. Formaldehyde-induced in the a subunit Escherichia coli tryptophan synthetase. Takahashi, K. The reactions of phenylglyoxal and related reagents with amino acids. Kitamoto, Y. Reevaluation of the reaction of formaldehyde at low concentration with amino acids.
Tome, D. Protein Res. Joshi, N. A three-component Mannich-type reaction for selective tyrosine bioconjugation. Clarke, H. The action of formaldehyde on amines and amino acids. Ring-chain tautomerism in 1,3-thiazolidines. Tetrahedron 46 , — Antagonistic reactions of arginine and lysine against formaldehyde and their relation to cell proliferation, apoptosis, folate cycle and photosynthesis. Strack, E. Zur bestimmung von 4-carboxy Conti, S. Chiral ligands containing heteroatoms Tetrahedron 50 , — Mason, R.
NMR visualization of free asparagine in potato tissue using adduct formation with [13C]Formaldehyde. Phytochemistry 25 , — Boreisha, I. Remelli, M. Navakauskiene, R. Histone demethylating agents as potential S-adenosyl-l-methionine-competitors. MedChemComm 7 , — Dale, J. Condensation of alkanediamines with formaldehyde; intra molecular disproportionation of N-hydroxymethyl groups into N-methyl and N-formal groups. Acta Chem. Markolovic, S. Protein hydroxylation catalyzed by 2-oxoglutarate-dependent oxygenases.
Metz, B. Identification of formaldehyde-induced modifications in proteins. McDonough, M. Structures of two kinetic intermediates reveal species specificity of penicillin-binding proteins. Luo, W. Determination of formaldehyde in blood plasma by high-performance liquid chromatography with fluorescence detection. B Biomed. Studies on the reaction of glutathione and formaldehyde using NMR. Sanders, J. Reductive methylation of proteins with sodium cyanoborohydride.
Henry, L. Bateman, R. Glutathione traps formaldehyde by formation of a bicyclo [4,4,1] undecane adduct. Chakraborty, A. Histone demethylase KDM6A directly senses oxygen to control chromatin and cell fate. Science , — Batie, M. Barbosa , P. De Carvalho , N. De Lima and A. Assis Carvalho , Economic, human and environmental health benefits of replacing formaldehyde in the preservation of corpses, Ecotoxicol.
Casas , D. Kenny , P. Judd and D. Johnston , Do we still need formocresol in pediatric dentistry? Lewis The obsolescence of formocresol, J. Milnes Persuasive evidence that formocresol use in pediatric dentistry is safe, J. Sanders , M. Koldijk and H. Nunnally, E.
Turula and D. Kon , A. Onu , L. Berbecila , E. Lupulescu , A. Ghiorgisor , G. Kersten , Y. Cui , J. Amorij and L. Van der Pol , Influenza vaccine manufacturing: effect of inactivation, splitting and site of manufacturing. Naya and J. Nakanishi , Risk assessment of formaldehyde for the general population in Japan, Regul. Li and X. Jin and M. Li , Current situation of output, consumption and development on formaldehyde industry in the world, China Pet.
Calabrese and E. Kay, U. Madison , A. Broughton and J. Thrasher , Immunologic biomarkers associated with an acute exposure to exothermic byproducts of a ureaformaldehyde spill, Environ.
Health Perspect. Zhang , C. Steinmaus , D. Eastmond , X. Xin and M. Smith , Formaldehyde exposure and leukemia: a new meta-analysis and potential mechanisms, Mutat. Schwilk , L. Zhang , M. Smith , A. Smith and C. Steinmaus , Formaldehyde and leukemia: an updated meta-analysis and evaluation of bias, J.
Zhang , L. Freeman , J. Nakamura , S. Hecht , J. Vandenberg , M. Smith and B. Sonawane , Formaldehyde and leukemia: epidemiology, potential mechanisms, and implications for risk assessment, Environ.
Seow , L. Zhang , R. Vermeulen , X. Tang , W. Bassig , Z. Shiels , T. Kemp , M. Shen , C. Qiu , B. Reiss , L.
Beane Freeman , A. Blair , C. Kim , W. Guo , C. Wen , L. Pinto , H. Huang , M. Hildesheim , N. Rothman and Q. Hosgood 3rd , L. Zhang , X. Tang , R. Vermeulen , Z. Hao , M. Qiu , Y. Hua , Z. Xiong , B. Reiss , S. Liu , K. Xin , M. Azuma , Y. Xie , L. Freeman , X. Ruan , W. Guo , N. Galvan , A. Blair , L. Smith , N. Lan , Occupational exposure to formaldehyde and alterations in lymphocyte subsets, Am. Tang , N. Rothman , R. Qiu , W. Guo , S. Liu , B. Freeman , Y. Hubbard , M.
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