Evolution of humic substances in polymerization of polyphenol and amino acid based on non-destructive characterization

Jianmei Zou , Jianzhi Huang , Huichun Zhang , Dongbei Yue

Front. Environ. Sci. Eng. ›› 2021, Vol. 15 ›› Issue (1) : 5

PDF (1146KB)
Front. Environ. Sci. Eng. ›› 2021, Vol. 15 ›› Issue (1) : 5 DOI: 10.1007/s11783-020-1297-y
RESEARCH ARTICLE
RESEARCH ARTICLE

Evolution of humic substances in polymerization of polyphenol and amino acid based on non-destructive characterization

Author information +
History +
PDF (1146KB)

Abstract

• Humification evolution was identified with non-destructive characterization method.

• Humification process from precursors to fulvic and humic acid was confirmed.

• MnO2 alone had limited oxidation ability to form HA.

• MnO2 played a key role as a catalyst to transform FA to HA in the presence of O2.

• MnO2 could affect the structure of the humification products.

Abiotic humification is important in the formation and evolution of organic matter in soil and compost maturing processes. However, the roles of metal oxides in abiotic humification reactions under micro-aerobic remain ambiguous. The aim of this study was to use non-destructive measurement methods to investigate the role of MnO2 in the evolution of humic substances (HSs) during oxidative polymerization of polyphenol-amino acid. Our results suggested a synergistic effect between MnO2 and O2 in promoting the polymerization reaction and identified that MnO2 alone had a limited ability in accelerating the transformation of fulvic acid (FA) to humic acid (HA), whereas O2 was the key factor in the process. Two-dimensional correlation spectroscopy (2D-COS) showed that the evolution in the UV-vis spectra followed the order of 475–525 nm>300–400 nm>240–280 nm in the humification process, indicating the formation of simple organic matter followed by FA and then HA. 13C nuclear magnetic resonance (13C NMR) analysis revealed that the products under both air and N2 conditions in the presence of MnO2 had greater amounts of aromatic-C than in the absence of MnO2, demonstrating that MnO2 affected the structure of the humification products. The results of this study provided new insights into the theory of abiotic humification.

Graphical abstract

Keywords

Two-dimensional correlation spectroscopy (2D-COS) / Humic substances (HSs) / Humification / Manganese dioxide / Polyphenol

Cite this article

Download citation ▾
Jianmei Zou, Jianzhi Huang, Huichun Zhang, Dongbei Yue. Evolution of humic substances in polymerization of polyphenol and amino acid based on non-destructive characterization. Front. Environ. Sci. Eng., 2021, 15(1): 5 DOI:10.1007/s11783-020-1297-y

登录浏览全文

4963

注册一个新账户 忘记密码

References

[1]

Ahn M, Martinez C, Archibald D, Zimmerman A, Bollag J, Dec J (2006). Transformation of catechol in the presence of a laccase and birnessite. Soil Biology & Biochemistry, 38(5): 1015–1020

[2]

Albrecht R, Le Petit J, Terrom G, Perissol C (2011). Comparison between UV spectroscopy and Nirs to assess humification process during sewage sludge and green wastes co-composting. Bioresource Technology, 102(6): 4495–4500

[3]

Bernal M P, Alburquerque J A, Moral R (2009). Composting of animal manures and chemical criteria for compost maturity assessment. A review. Bioresource Technology, 100(22): 5444–5453

[4]

Cao X, Schmidt-Rohr K (2018). Abundant nonprotonated aromatic and oxygen-bonded carbons make humic substances distinct from biopolymers. Environmental Science & Technology Letters, 5(8): 476–480

[5]

Chen W, Habibul N, Liu X, Sheng G, Yu H (2015). FTIR and synchronous fluorescence heterospectral two-dimensional correlation analyses on the binding characteristics of copper onto dissolved organic matter. Environmental Science & Technology, 49(4): 2052–2058

[6]

Chen W, Qian C, Liu X, Yu H (2014). Two-dimensional correlation spectroscopic analysis on the interaction between humic acids and TiO2 nanoparticles. Environmental Science & Technology, 48(19): 11119–11126

[7]

Chen W, Teng C, Qian C, Yu H (2019). Characterizing properties and environmental behaviors of dissolved organic matter using two-dimensional correlation spectroscopic analysis. Environmental Science & Technology, 53(9): 4683–4694

[8]

Chen Y, Tsao T, Liu C, Huang P, Wang M (2010). Polymerization of catechin catalyzed by Mn-, Fe- and Al-oxides. Colloids and Surfaces. B, Biointerfaces, 81(1): 217–223

[9]

Chien C S W, Chen H, Wang M, Seshaiah K (2009). Oxidative degradation and associated mineralization of catechol, hydroquinone and resorcinol catalyzed by birnessite. Chemosphere, 74(8): 1125–1133

[10]

Dou S, Shan J, Song X, Cao R, Wu M, Li C, Guan S (2020). Are humic substances soil microbial residues or unique synthesized compounds? A perspective on their distinctiveness. Pedosphere, 30(2): 159–167

[11]

Fischer T (2017). Humic supramolecular structures have polar surfaces and unpolar cores in native soil. Chemosphere, 183: 437–443

[12]

Gan D, Kotob S S, Walia D (2007). Evaluation of a spectrophotometric method for practical and cost effective quantification of fulvic acid. Annals of Environmental Science (Boston, Mass.), 1: 11–15

[13]

Gao J, Hedman C, Liu C, Guo T, Pedersen J A (2012). Transformation of sulfamethazine by manganese oxide in aqueous solution. Environmental Science & Technology, 46(5): 2642–2651

[14]

Hardie A G, Dynes J J, Kozak L M, Huang P (2009). The role of glucose in abiotic humification pathways as catalyzed by birnessite. Journal of Molecular Catalysis A Chemical, 308(1–2): 114–126

[15]

Huang J, Dai Y, Singewald K, Liu C, Saxena S, Zhang H (2019). Effects of MnO2 of different structures on activation of peroxymonosulfate for bisphenol A degradation under acidic conditions. Chemical Engineering Journal, 370 (15): 906–915

[16]

Huang J, Zhang H (2019). Oxidant or catalyst for oxidation? The role of manganese oxides in the activation of peroxymonosulfate (PMS). Frontiers of Environmental Science & Engineering, 13 (5): 65

[17]

Huang J, Zhong S, Dai Y, Liu C C, Zhang H (2018). Effect of MnO2 phase structure on the oxidative reactivity toward bisphenol a degradation. Environmental Science & Technology, 52(19): 11309–11318

[18]

Hur J, Jung K Y, Jung Y M (2011). Characterization of spectral responses of humic substances upon UV irradiation using two-dimensional correlation spectroscopy. Water Research, 45(9): 2965–2974

[19]

Johnson W P, Bao G, John W W (2002). Specific UV absorbance of aldrich humic acid: changes during transport in aquifer sediment. Environmental Science & Technology, 36(4): 608–616

[20]

Jokic A, Frenkel A I, Huang P (2001). Effect of light on birnessite catalysis of the Maillard reaction and its implication in humification. Canadian Journal of Soil Science, 81(3): 277–283

[21]

Kelleher B P, Simpson A J (2006). Humic substances in soils: are they really chemically distinct? Environmental Science & Technology, 40(15): 4605–4611

[22]

Lehmann J, Kleber M (2015). The contentious nature of soil organic matter. Nature, 528(7580): 60–68

[23]

Lehmann J, Solomon D, Kinyangi J, Dathe L, Wirick S, Jacobsen C (2008). Spatial complexity of soil organic matter forms at nanometre scales. Nature Geoscience, 1(4): 238–242

[24]

Liu C, Huang P (2002). Role of hydroxy-aluminosilicate ions (proto-imogolite sol) in the formation of humic substances. Organic Geochemistry, 33(3): 295–305

[25]

McBride M B (1987). Adsorption and oxidation of phenolic compounds by iron and manganese oxides1. Soil Science Society of America Journal, 51(6): 1466–1472

[26]

McBride M B (1989). Oxidation of 1,2- and 1,4-dihydroxybenzene by birnessite in acidic aqueous suspension. Clays and Clay Minerals, 37(5): 479–486

[27]

McKenzie R M (1971). The synthesis of birnessite, cryptomelane, and some other oxides and hydroxides of manganese. Mineralogical Magazine, 38(296): 493–502

[28]

Naidja A, Liu C, Huang P (2002). Formation of protein–birnessite complex: XRD, FTIR, and AFM analysis. Journal of Colloid and Interface Science, 251(1): 46–56

[29]

Nakashima K, Xing S, Gong Y, Miyajima T (2008). Characterization of humic acids by two-dimensional correlation fluorescence spectroscopy. Journal of Molecular Structure, 883–884: 155–159

[30]

Nakaya Y, Nakashima S, Moriizumi M (2018). Nondestructive spectroscopic tracing of simulated formation processes of humic-like substances based on the maillard reaction. Applied Spectroscopy, 72(8): 1189–1198

[31]

Noda I (2012). Close-up view on the inner workings of two-dimensional correlation spectroscopy. Vibrational Spectroscopy, 60(5): 146–153

[32]

Noda I, Ozaki Y (2005). Two-Dimensional Correlation Spectroscopy: Applications in Vibrational and Optical Spectroscopy. Chichester,: John Wiley & Sons

[33]

Olk D, Bloom P, Perdue E, Mcknight D, Chen Y, Farenhorst A, Senesi N, Chin Y P, Schmitt-Kopplin P, Hertkorn N (2019). Environmental and agricultural relevance of humic fractions extracted by alkali from soils and natural waters. Journal of Environmental Quality, 48(2): 217–232

[34]

Pal S, Bollag J M, Huang P (1994). Role of abiotic and biotic catalysts in the transformation of phenolic compounds through oxidative coupling reactions. Soil Biology & Biochemistry, 26(7): 813–820

[35]

Qi H, Wei Z, Zhang J, Zhao Y, Wu J, Gao X, Liu Z, Li Y (2019). Effect of MnO2 on biotic and abiotic pathways of humic-like substance formation during composting of different raw materials. Waste Management (New York, N.Y.), 15(87): 326–334

[36]

Rawel H M, Rohn S (2010). Nature of hydroxycinnamate-protein interactions. Phytochemistry Reviews, 9(1): 93–109

[37]

Sabri M, King H J, Gummow R J, Lu X, Zhao C, Oelgemöller M, Chang S L Y, Hocking R K (2018). Oxidant or catalyst for oxidation? A study of how structure and disorder change the selectivity for direct versus catalytic oxidation mediated by manganese(III,IV) oxides. Chemistry of Materials, 30(22): 8244–8256

[38]

Sang S, Lambert J D, Ho C, Yang C S (2011). The chemistry and biotransformation of tea constituents. Pharmacological Research, 64(2): 87–99

[39]

Shindo H, Huang P (1984). Significance of Mn(IV) oxide in abiotic formation of organic nitrogen complexes in natural environments. Nature, 308(5954): 57–58

[40]

Spaccini R, Piccolo A (2009). Molecular characteristics of humic acids extracted from compost at increasing maturity stages. Soil Biology & Biochemistry, 41(6): 1164–1172

[41]

Stevenson F J (1982). Humus Chemistry: Genesis, Composition, Reactions. New York: Wiley

[42]

Thurman E M, Malcolm R L (1981). Preparative isolation of aquatic humic substances. Environmental Science & Technology, 15(4): 463–466

[43]

Uyguner C S, Bekbolet M (2005). Evaluation of humic acid photocatalytic degradation by UV–vis and fluorescence spectroscopy. Catalysis Today, 101(3–4): 267–274

[44]

Wang L, Li Y, Prasher S O, Yan B, Ou Y, Cui H, Cui Y (2019). Organic matter, a critical factor to immobilize phosphorus, copper, and zinc during composting under various initial C/N ratios. Bioresource Technology, 289: 121745

[45]

Wang M, Huang P (2000a). Characteristics of pyrogallol-derived polymers formed by catalysis of oxides. Soil Science, 165(9): 737–747

[46]

Wang M, Huang P (2000b). Ring cleavage and oxidative transformation of pyrogallol catalyzed by Mn, Fe, Al, and Si oxides. Soil Science, 165(12): 934–942

[47]

Wang M, Huang P (2003). Cleavage and polycondensation of pyrogallol and glycine catalyzed by natural soil clays. Geoderma, 112(1–2): 31–50

[48]

Wang M, Huang P (2005). Cleavage of C-14-labeled glycine and its polycondensation with pyrogallol as catalyzed. Geoderma, 124(3–4): 415–426

[49]

Wang T, Kao M, Huang P (1980). The effect of pH on the catalytic synthesis of humic substances by illite. Soil Science, 129(6): 333–338

[50]

Wang W, Fan Q, Qiao Z, Yang Q, Wang Y, Wang X (2015). Effects of water quality on the coagulation performances of humic acids irradiated with UV light. Frontiers of Environmental Science & Engineering, 9(1): 147–154

[51]

Wang Z D, Pant B H, Langford C (1990). Spectroscopic and structural characterization of a Laurentian fulvic acid: Notes on the origin of the color. Analytica Chimica Acta, 232: 43–49

[52]

Zbytniewski R, Buszewski B (2005). Characterization of natural organic matter (NOM) derived from sewage sludge compost. Part 1: Chemical and spectroscopic properties. Bioresource Technology, 96(4): 471–478

[53]

Zhang H, Chen W, Huang C (2008). Kinetic modeling of oxidation of antibacterial agents by manganese oxide. Environmental Science & Technology, 42(15): 5548–5554

[54]

Zhang Y, Yue D, Wang X, Song W (2019). Mechanism of oxidation and catalysis of organic matter abiotic humification in the presence of MnO2. Journal of Environmental Sciences-China, 77: 167–173

[55]

Zou J, Huang J, Yue D, Zhang H (2020). Roles of oxygen and Mn (IV) oxide in abiotic formation of humic substances by oxidative polymerization of polyphenol and amino acid. Chemical Engineering Journal, 393: 124734

RIGHTS & PERMISSIONS

Higher Education Press

AI Summary AI Mindmap
PDF (1146KB)

Supplementary files

FSE-20073-OF-ZJM_suppl_1

2102

Accesses

0

Citation

Detail

Sections
Recommended

AI思维导图

/