Alkyl amides in two organic-rich anoxic sediments: A possible new abiotic route for N sequestration

Geochimica et Cosmochimica Acta

Volumn 74, Issue 22, 2010, Pages 6436-6450

  McKee, Georgina A ^a   Hatcher, Patrick G ^a  

^a OLD DOMINION UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMMONIA; ANOXIC SEDIMENT; ESTER; FTIR SPECTROSCOPY; LACUSTRINE DEPOSIT; NITROGEN CYCLE; NUCLEAR MAGNETIC RESONANCE; ORGANIC MATTER;

FLORIDA [UNITED STATES]; MUD LAKE; UNITED STATES;

EID: 77957884095     PISSN: 00167037     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.gca.2010.08.004     Document Type: Article

References (51)

1. Aluwihare L.I., Repeta D.J., Pantoja S., Johnson C.G. Two chemically distinct pools of organic nitrogen accumulate in the ocean. Science 2005, 308:1007-1010.
2. Amrani A., Turner J.W., Ma Q., Tang Y., Hatcher P.G. Formation of sulfur and nitrogen cross-linked macromolecules under aqueous conditions. Geochim. Cosmochim. Acta 2007, 71:4141-4160.
3. Arimoto R., Duce R.A., Ray B.J., Ellis W.G., Cullen J.D., Merrill J.T. Trace elements in the atmosphere over the North Atlantic. J. Geophys. Res. Atmos. 1995, 100:119-1213.
4. Arrigo K.R. Marine microorganisms and global nutrient cycles. Nature 2005, 437:349-355.
5. Baas M., Briggs D.E.G., Van Heemst J.D.H., Kear A.J., De Leeuw J.W. Selective preservation of chitin during the decay of shrimp. Geochim. Cosmochim. Acta 1995, 59:945-951.
6. Baldock J.A., Masiello C.A., Gélinas Y., Hedges J.I. Cycling and composition of organic matter in terrestrial and marine ecosystems. Mar. Chem. 2004, 92:39-64.
7. Basha A., Lipton M., Weinreb S.M. A mild, general method for conversion of esters to amides. Tetrahedron Lett. 1977, 48:4171-4174.
8. Bates A.L., Spiker E.C., Hatcher P.G., Stout S.A., Weintraub V.C. Sulfur geochemistry of organic-rich sediments from Mud Lake, Florida, USA. Chem. Geol. 1995, 121:245-262.
9. Boudou J.P., Schimmelmann A., Ader M., Mastalerz M., Sebilo M., Gengembre L. Organic nitrogen chemistry during low-grade metamorphism. Geochim. Cosmochim. Acta 2008, 72:1199-1221.
10. Burdige D.J. Preservation of organic matter in marine sediments: controls, mechanisms, and an imbalance in sediment organic carbon budgets?. Chem. Rev. 2007, 107:467-485.
11. De Zoete M.C., Kock-Van Dalen A.C., Van Rantwijk F., Sheldon R.A. Lipase-catalysed ammoniolysis of lipids. A facile synthesis of fatty acid amides. J. Mol. Catal. B Enzym. 1996, 1:109-113.
12. 15N NMR: origin of n-alkylnitriles in pyrolysates of ultralaminai-containing kerogens. Geochim. Cosmochim. Acta 1993, 57:851-857.
13. Dittmar T., Koch B.P. Thermogenic organic matter dissolved in the abyssal ocean. Mar. Chem. 2006, 102:208-217.
14. Filley T.R., Freeman K.H., Bianchi T.S., Baskaran M., Colarusso L.A., Hatcher P.G. An isotopic biogeochemical assessment of shifts in organic matter input to Holocene sediments from Mud Lake, Florida. Org. Geochem. 2001, 32:1153-1167.
15. Filley T.R., Freeman K.H., Wilkin R.T., Hatcher P.G. Biogeochemical controls on reaction of sedimentary organic matter and aqueous sulfides in holocene sediments of Mud Lake, Florida. Geochim. Cosmochim. Acta 2002, 66:937-954.
16. Hammes, K., Schmidt, M. W. I., Smernik, R. J., Currie, L. A., Ball, W. P., Nguyen, T. H., Louchouarn, P., Houel, S., Gustafsson, Ö. and Elmquist, M. (2007) Comparison of quantification methods to measure fire-derived (black/elemental) carbon in soils and sediments using reference materials from soil, water, sediment and the atmosphere. Global Biogeochem. Cycles 21, GB 3016, doi: 3010.1029/2006GB002914.
17. Hatcher P.G., Simoneit B.R.T., Mackenzie F.T., Neumann A.C., Thorstenson D.C., Gerchakov S.M. Organic geochemistry and pore water chemistry of sediments from Mangrove Lake, Bermuda. Org. Geochem. 1982, 4:93-112.
18. Hatcher P.G., Spiker E.C., Szeverenyi N.M., Maciel G.E. Selective preservation and origin of petroleum-forming aquatic kerogen. Nature 1983, 305:498-501.
19. Hedges J.I., Keil R.G. Sedimentary organic matter preservation: an assessment and speculative synthesis. Mar. Chem. 1995, 49:81-115.
20. Hedges J.I., Eglinton G., Hatcher P.G., Kirchman D.L., Arnosti C., Derenne S., Evershed R.P., Kögel-Knabner I., De Leeuw J.W., Littke R. The molecularly-uncharacterized component of nonliving organic matter in natural environments. Org. Geochem. 2000, 31:945-958.
21. Hockaday W.C., Grannas A.M., Kim S., Hatcher P.G. Direct molecular evidence for the degradation and mobility of black carbon in soils from ultrahigh-resolution mass spectral analysis of dissolved organic matter from a fire-impacted forest soil. Org. Geochem. 2006, 37:501-510.
22. Hockaday W.C., Grannas A.M., Kim S., Hatcher P.G. The transformation and mobility of charcoal in a fire-impacted watershed. Geochim. Cosmochim. Acta 2007, 71:3432-3445.
23. Hsu P.H., Hatcher P.G. New evidence for covalent coupling of peptides to humic acids based on 2D NMR spectroscopy: a means for preservation. Geochim. Cosmochim. Acta 2005, 69:4521-4533.
24. Hughey C.A., Minardi C.S., Galasso-Roth S.A., Paspalof G.B., Mapolelo M.M., Rodgers R.P., Marshall A.G., Ruderman D.L. Naphthenic acids as indicators of crude oil biodegradation in soil, based on semi-quantitative electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry. Rapid Commun. Mass Spectrom. 2008, 22:3968-3976.
25. Hulth S., Aller R.C., Canfield D.E., Dalsgaard T., Engström P., Gilbert F., Sundbäck K., Thamdrup B. Nitrogen removal in marine environments: recent findings and future research challenges. Mar. Chem. 2005, 94:125-145.
26. Knicker H., Hatcher P.G. Survival of protein in an organic-rich sediment: possible protection by encapsulation in organic matter. Naturwissenschaften 1997, 84:231-234.
27. Knicker H., Hatcher P.G. Sequestration of organic nitrogen in the sapropel from Mangrove Lake, Bermuda. Org. Geochem. 2001, 32:733-744.
28. Knicker H., Hatcher P.G., Gonzalez-Vila F.J. Formation of heteroaromatic nitrogen after prolonged humification of vascular plant remains as revealed by nuclear magnetic resonance spectroscopy. J. Environ. Qual. 2002, 31:444-449.
29. Knicker H. Stabilization of N-compounds in soil and organic-matter-rich sediments - what is the difference?. Mar. Chem. 2004, 92:167-195.
30. Koch B.P., Witt M., Engbrodt R., Dittmar T., Kattner G. Molecular formulae of marine and terrigenous dissolved organic matter detected by electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry. Geochim. Cosmochim. Acta 2005, 69:3299-3308.
31. Kujawinski E.B., Freitas M.A., Zang X., Hatcher P.G., Green-Church K.B., Jones R.B. The application of electrospray ionization mass spectrometry (ESI MS) to the structural characterization of natural organic matter. Org. Geochem. 2002, 33:171-180.
32. Kujawinski E.B., Del Vecchio R., Blough N.V., Klein G.C., Marshall A.G. Probing molecular-level transformations of dissolved organic matter: insights on photochemical degradation and protozoan modification of DOM from electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry. Mar. Chem. 2004, 92:23-37.
33. Maillard L.C. Synthese des matieres humiques par action des acides amines sur les sucres reducteurs. Ann. Chim. France 1916, 6:258-317.
34. Moody J.L., Oltmans S.J., Levy Hiram, Merrill J.T. Transport climatology of tropospheric ozone: Bermuda, 1988-1991. J. Geophys. Res. Atmos. 1995, 100:7179-7194.
35. Nguyen R.T., Harvey H.R. Preservation of protein in marine systems: hydrophobic and other noncovalent associations as major stabilizing forces. Geochim. Cosmochim. Acta 2001, 65:1467-1480.
36. Orem W.H., Hatcher P.G., Spiker E.C., Szeverenyi N.M., Maciel G.E. Dissolved organic matter in anoxic pore waters from Mangrove Lake, Bermuda. Geochim. Cosmochim. Acta 1986, 50:609-618.
37. Reemtsma T., These A., Linscheid M., Leenheer J., Spitzy A. Molecular and structural characterization of dissolved organic matter from the deep ocean by FTICR-MS, including hydrophilic nitrogenous organic molecules. Environ. Sci. Technol. 2008, 42:1430-1437.
38. Rillig M., Caldwell B., Wösten H., Sollins P. Role of proteins in soil carbon and nitrogen storage: controls on persistence. Biogeochemistry 2007, 85:25-44.
39. Rushdi A.I., Simoneit B.R.T. Condensation Reactions and Formation of Amides, Esters, and Nitriles Under Hydrothermal Conditions. Astrobiology 2004, 4:211-224.
40. Schimmelmann A., Lis G.P. Nitrogen isotopic exchange during maturation of organic matter. Org. Geochem. 2010, 41:63-70.
41. Schmidt F., Elvert M., Koch B.P., Witt M., Hinrichs K.U. Molecular characterization of dissolved organic matter in pore water of continental shelf sediments. Geochim. Cosmochim. Acta 2009, 73:3337-3358.
42. Simoneit B.R.T., Rushdi A.I., Bin Abas M.R., Didyks B.M. Alkyl amides and nitriles as novel tracers for biomass burning. Environ. Sci. Technol. 2003, 37:16-21.
43. Sleighter R.L., Hatcher P.G. The application of electrospray ionization coupled to ultrahigh resolution mass spectrometry for the molecular characterization of natural organic matter. J. Mass Spectrom. 2007, 42:559-574.
44. Sleighter R.L., Mckee G.A., Liu Z., Hatcher P.G. Naturally present fatty acids as internal calibrants for Fourier transform mass spectra of dissolved organic matter. Limnol. Oceanogr. Methods 2008, 6:246-253.
45. Stenson A.C., Marshall A.G., Cooper W.T. Exact masses and chemical formulas of individual Suwannee River fulvic acids from ultrahigh resolution electrospray ionization Fourier transform ion cyclotron resonance mass spectra. Anal. Chem 2003, 75:1275-1284.
46. Tremblay L.B., Dittmar T., Marshall A.G., Cooper W.J., Cooper W.T. Molecular characterization of dissolved organic matter in a North Brazilian mangrove porewater and mangrove-fringed estuaries by ultrahigh resolution Fourier transform-ion cyclotron resonance mass spectrometry and excitation/emission spectroscopy. Mar. Chem. 2007, 105:15-29.
47. Wozniak A.S., Bauer J.E., Sleighter R.L., Dickhut R.M., Hatcher P.G. Technical note: molecular characterization of aerosol-derived water soluble organic carbon using ultrahigh resolution electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry. Atmos. Chem. Phys. 2008, 8:5099-5111.
48. Wu Z., Jernstrom S., Hughey C.A., Rodgers R.P., Marshall A.G. Resolution of 10,000 compositionally distinct components in polar coal extracts by negative-ion electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry. Energy Fuels 2003, 17:946-953.
49. Zabicky J. The Chemistry of Amides 1970, Interscience, New York.
50. Zang X., Hatcher P.G. A Py-GC-MS and NMR spectroscopy study of organic nitrogen in Mangrove Lake sediments. Org. Geochem. 2002, 33:201-211.
51. Zehr J.P., Ward B.B. Nitrogen cycling in the ocean: new perspectives on processes and paradigms. Appl. Environ. Microbiol. 2002, 68:1015-1024.