能源植物菊芋制备生物基化合物研究进展

doi:10.16085/j.issn.1000-6613.2019-1611

摘要/Abstract

摘要：

生物质作为工业填料在制备化学品的过程中具有可再生性、碳元素利用平衡等优点，但大部分能源植物存在来源于粮食必需品、与农作物争夺优质土地的问题。天然生物质菊芋因具有优良的生长特性、糖类组分含量高、单体官能团多样等特点，被认为是未来最重要的非粮能源植物之一。本文介绍了通过物理过程、生物过程及化学过程等不同途径高附加值化菊芋的研究进展，总结不同方式制备生物基化合物的特点。基于菊芋主要因其根茎中含有丰富的不易被人体消化的菊糖、果糖基多糖聚合度低、组成多糖和还原糖的碳源单体高度单一等优点，着重介绍目前菊芋根茎作为底物制备生物基化合物的过程，分析了通过化学催化法或发酵法制备多元醇、5-羟甲基糠醛、乳酸酯等产品的反应条件、催化剂或生物酶的类型等。基于菊芋秸秆中富含纤维素、半纤维素和木质素等木质纤维素的优势，简述了以纤维素和半纤维素类碳水化合物和木质素的主要研究现状，以及对菊芋秸秆直接催化转化的效果，突出菊芋秸秆转化的优势，提出菊芋秸秆作为底物高效制备目标产物的改进措施。对菊芋根茎和菊芋秸秆的高附加值化过程和效果的分析表明，加强对非粮能源植物菊芋的深加工与生物、化学转化技术的研究，配合生物法与化学法相结合的手段，能加快菊芋工业化应用取得实质性的进展。

关键词: 再生能源, 生物质, 菊芋, 生物过程, 化学过程

Abstract:

Biomass, as an industrial packing, took on the advantages of renewability and carbon balance in preparing bio-based chemicals. However, most of the energy plants came from indispensable human food and competed with crops for high-quality land. Natural biomass Jerusalem artichoke was considered as one of the most important non-grain energy plants in the future because of its excellent growth characteristics, high carbohydrate content and diverse functional groups. The literature review described the high value-added progress of Jerusalem artichoke by physical, biological and chemical processes, and summarized the pros and cons of the methods mentioned above. Based on the fact and merits that Jerusalem artichoke tuber was rich in inulin which was not easily digested by human body, there was low degree of polymerization for fructose-based polysaccharides, and the carbon source of the monomer of polysaccharides and reducing sugars was highly uniform, the bio-based compounds prepared from Jerusalem artichoke tuber were introduced emphatically. And the reaction conditions and types of catalysts or enzymes for the preparation of polyols, 5-hydroxymethyl furfural and lactate esters by chemical catalysis or biological fermentation were also analyzed. Because of the abundant content of the lignocellulose, hemicellulose and lignin in Jerusalem artichoke stalk, the main research status of cellulose and hemicellulose carbohydrates and lignin, as well as the effect of direct catalytic conversion of Jerusalem artichoke straw were reviewed, highlighting the advantages of Jerusalem artichoke straw conversion, and the improvement measures of Jerusalem artichoke straw as substrate for efficient preparation of target products were put forward. By analyzing the process and effect of high value-added of Jerusalem artichoke tuber and stalk, it was found that a substantial progress of industrial application of Jerusalem artichoke would be accelerated by strengthening the deep processing, biotransformation and chemical transformation technology of the non-grain energy plant, and combining with the combination of biological and chemical dispose methods.

Key words: renewable energy, biomass, Jerusalem artichoke, bioprocess, chemical processes

中图分类号:

周立坤, 葛庆峰, 滕厚开. 能源植物菊芋制备生物基化合物研究进展[J]. 化工进展, 2020, 39(7): 2612-2623.

Likun ZHOU, Qingfeng GE, Houkai TENG. Progress in preparation of biobased compounds from energy plant Jerusalem artichoke[J]. Chemical Industry and Engineering Progress, 2020, 39(7): 2612-2623.

参考文献

1	陈宇, 纪红兵. 木质素类生物质催化热解制备精细化学品研究进展[J]. 化工进展, 2019, 38(1): 626-638.
1	CHEN Y, JI H B. Catalytic pyrolysis of lignin biomass for the production of fine chemicals[J]. Chemical Industry and Engineering Progress, 2019, 38(1): 626-638.
2	LONG X H, SHAO H B, LIU L, et al. Jerusalem artichoke: a sustainable biomass feedstock for biorefinery[J]. Renewable and Sustainable Energy Reviews, 2016, 54: 1382-1388.
3	李玲玉, 孙晓晶, 郭富金, 等. 菊芋的化学成分、生物活性及其利用研究进展[J]. 食品研究与开发, 2019, 40(16): 213-218.
3	LI L Y, SUN X J, GUO F J, et al. Study on the chemical and bioactive compounds and applications of Helianthus tuberosus L.[J]. Food Research and Development, 2019, 40(16): 213-218.
4	ZHOU L K, PANG J F, WANG A Q, et al. Catalytic conversion of Jerusalem artichoke stalk to ethylene glycol over a combined catalyst of WO₃ and Raney Ni[J]. Chinese Journal of Catalysis, 2013, 34(11): 2041-2046.
5	SINGH R S, SINGH T, LARROCHE C. Biotechnological applications of inulin-rich feedstocks[J]. Bioresource Technology, 2019, 273: 641-653.
6	ZHAO C H, CUI W, LIU X Y, et al. Expression ofinulinase gene in the oleaginous yeast Yarrowialipolytica and single cell oil production from inulin-containing materials[J]. Metabolic Engineering, 2010, 12(6): 510-517.
7	ZHOU L K, WANG A Q, LI C Z, et al. Selective production of 1,2-propylene glycol from Jerusalem artichoke tuber using Ni-W₂C/AC catalysts[J]. ChemSusChem, 2012, 5(5): 932-938.
8	KIM S, KIM C H. Evaluation of whole Jerusalem artichoke (Helianthus tuberosus L.) for consolidated bioprocessing ethanol production[J]. Renewable Energy, 2014, 65: 83-91.
9	孙丽慧, 王旭东, 戴建英, 等. Klebsiella pneumoniae发酵菊芋生产2,3-丁二醇的初步研究[J]. 过程工程学报, 2009, 9(1): 161-164.
9	SUN L H, WANG X D, DAI J Y, et al. Preliminary study on fermentative production of 2,3-butanediol fromJerusalem artichoke tubers by Klebsiella pneumoniae[J]. The Chinese Journal of Process Engineering, 2009, 9(1): 161-164.
10	SUNG M, SEO Y H, HAN S, et al. Biodiesel production from yeast Cryptococcus sp. using Jerusalem artichoke[J]. Bioresource Technology, 2014, 155: 77-83.
11	ZHOU L K, LI Z L, PANG J F, et al. Catalytic conversion of Jerusalem artichoke tuber into hexitols using the bifunctional catalyst Ru/(AC-SO₃H)[J]. Chinese Journal of Catalysis, 2015, 36(10): 1694-1700.
12	周立坤, 葛庆峰, 郑明远, 等. 泵注入方式进料催化菊芋根茎溶液制备多元醇[J]. 工业催化, 2017, 25(10): 75-82.
12	ZHOU L K, GE Q F, ZHENG M Y, et al. Synthesis of polyols by catalyzed hydrogenation of Jerusalem artichoke rhizome solution with pump injection way[J]. Industrial Catalysis, 2017, 25(10): 75-82.
13	JEONG G T. Catalytic conversion of Helianthus tuberosus L. to sugars, 5-hydroxymethylfurfural and levulinic acid using hydrothermal reaction[J]. Biomass and Bioenergy, 2015, 74: 113-121.
14	YANG F L, LIU Q S, YUE M, et al. Tantalum compounds as heterogeneous catalysts for saccharide dehydration to 5-hydroxymethylfurfural[J]. Chemical Communications, 2011, 47(15): 4469-4471.
15	FACHRI B A, ABDILLA R M, RASRENDRA C B. Experimental and modeling studies on the acid-catalyzed conversion of inulin to 5-hydroxymethylfurfural in water[J]. Chemical Engineering Research and Design, 2016, 109: 65-75.
16	HOLM M S, SARAVANAMURUGAN S, TAARNING E. Conversion of sugars to lactic acid derivatives using heterogeneous zeotype catalysts[J]. Science, 2010, 328(5978): 602-605.
17	TAARNING E, SARAVANAMURUGAN S, HOLM M S, et al. Zeolite-catalyzed isomerization of triose sugars[J]. ChemSusChem, 2009, 2(7): 625-627.
18	刘海超, 李宇明. 生物质催化转化[J]. 工业催化, 2016, 24(6): 81-136.
18	LIU H C, LI Y M. Catalytic conversion of biomass[J]. Industrial Catalysis, 2016, 24(6): 81-136.
19	张天祥, 丁宁, 杨春光, 等. 菊粉酶的研究进展[J]. 中国酿造, 2016, 35(11): 21-25.
19	ZHANG T X, DING N, YANG C G, et al. Research progress of inulinase[J]. China Brewing, 2016, 35(11): 21-25.
20	赵志福, 朱宏吉, 于津津, 等. 菊粉生产新技术研究进展[J]. 化工进展, 2008, 27(10): 1522-1532.
20	ZHAO Z F, ZHU H J, YU J J, et al. New technical progress of the manufacture of inulin[J]. Chemical Industry and Engineering Progress, 2008, 27(10): 1522-1532.
21	张琳, 安载学, 张维东, 等. 菊芋的生物学特性与开发潜力研究进展[J]. 现代农业科技, 2015(13): 87-88.
21	ZHANG L, AN Z X, ZHANG W D, et al. Research advance on biological characteristics and development potential of Helianthus tuberosus L.[J]. Modern Agricultural Science and Technology Periodical, 2015(13): 87-88.
22	孔涛, 吴祥云. 菊芋中菊糖提取及果糖制备研究进展[J]. 食品工业科技, 2013, 34(18): 375-382.
22	KONG T, WU X Y. Research progress in inulin extraction and fructose production in Jerusalem artichoke[J]. Science and Technology of Food Industry, 2013, 34(18): 375-382.
23	袁文杰, 任剑刚, 赵心清, 等. 一步法发酵菊芋生产乙醇[J]. 生物工程学报, 2008, 24(11): 1931-1936.
23	YUAN W J, REN J G, ZHAO X Q, et al. One-step ethanol fermentation with Kluyveromyces marxianus YX01 from Jerusalem artichoke[J]. Chinese Journal of Biotechnology, 2008, 24(11): 1931-1936.
24	汪伦记, 董英. 以菊芋粉为原料同步糖化发酵生产燃料乙醇[J]. 农业工程学报, 2009, 25(11): 263-268.
24	WANG L J, DONG Y. Production of ethanol by simultaneous saccharification and fermentation from Jerusalem artichoke flour[J]. Transactions of the CSAE, 2009, 25(11): 263-268.
25	刘德龙, 张玉苍, 何连芳, 等. 生物转化法生产2,3-丁二醇的研究进展[J]. 农业机械, 2011(6): 143-147.
25	LIU D L, ZHANG Y C, HE L F, et al. Research progress of 2,3-butanediol with biotransformation[J]. Journal of Agricultural Machinery, 2011(6): 143-147.
26	赵宗保, 华艳艳, 刘波, 等. 中国如何突破生物柴油产业的原料瓶颈[J]. 中国生物工程杂志, 2005, 25(11): 1-6.
26	ZHAO Z B, HUA Y Y, LIU B, et al. How to secure triacylglycerol supply for chinese biodiesel industry[J]. China Biotechnology, 2005, 25(11): 1-6.
27	贾彬, 王亚南, 何蔚红, 等. 生物柴油新原料——微生物油脂[J]. 生物技术通报, 2014(1): 19-26.
27	JIA B, WANG Y N, HE W H, et al. New biodiesel raw material: microbial lipid[J]. Biotechnology Bulletin, 2014(1): 19-26.
28	华艳艳, 赵鑫, 赵金, 等. 圆红冬孢酵母发酵菊芋块茎产油脂的研究[J]. 中国生物工程杂志, 2007, 27(10): 59-63.
28	HUA Y Y, ZHAO X, ZHAO J, et al. Lipid production by Rhodosporidium toruloides using Jerusalem artichoke tubers[J]. China Biotechnology, 2007, 27(10): 59-63.
29	朱豫, 曹海龙, 岳敏, 等. 以菊芋为原料发酵生产甘露醇的研究[J]. 西北农业学报, 2009, 18(5): 135-141, 175.
29	ZHU Y, CAO H L, YUE M, et al. The primary study of production of mannitol from saccharified Jerusalem artichoke juice with several lactic acid bacteria[J]. Acta Agriculturae Boreali-Occidentalis Sinica, 2009, 18(5): 135-141, 175.
30	胡军宏, 廖成军, 毛宝兴. 采用雷尼镍与雷尼铜协同催化加氢生产甘露醇的方法: CN102584534 B[P]. 2014-02-19.
30	HU J H, LIAO C J, MAO B X. Production of mannitol by co-catalytic hydrogenation of Raney nickel and Raney copper: CN102584534 B[P]. 2014-02-19.
31	HEINEN A W, PETERS J A, BEKKUM H VAN. Hydrogenation of fructose on Ru/C catalysts[J]. Carbohydrate Research, 2000, 328(4): 449-457.
32	HEINEN A W, PETERS J A, BEKKUM H VAN. The combined hydrolysis and hydrogenation of inulin catalyzed by bifunctional Ru/C[J]. Carbohydrate Research, 2001, 330(3): 381-390.
33	KUUSISTO J, MIKKOLA J P, CASAL P P, et al. Kinetics of the catalytic hydrogenation of D-fructose over a CuO-ZnO catalyst[J]. Chemical Engineering Journal, 2005, 115(1/2): 93-102.
34	MAKKEE M, KIEBOOM A P G, BEKKUM H VAN, et al. Production methods of D-mannitol[J]. Starch-St?rke, 1985, 37(4): 136-141.
35	MAKKEE M, KIEBOOM A P G, BEKKUM H VAN, et al. Hydrogenation of D-fructose and D-fructosed/D-glucose mixtures[J]. Carbohydrate Research, 1985, 138(2): 225-236.
36	ZHENG M Y, WANG A Q, JI N, et al. Transition metal-tungsten bimetallic catalysts for the conversion of cellulose into ethylene glycol[J]. ChemSusChem, 2010, 3(1): 63-66.
37	WANG A Q, ZHANG T. One-pot conversion of cellulose to ethylene glycol with multifunctional tungsten-based catalysts[J]. Accounts of Chemical Research, 2013, 46(7): 1377-1386.
38	欧阳四余, 徐琼, 伏再辉, 等. 生物质转化制5-羟甲基糠醛的酸催化研究新进展[J]. 化工进展, 2014, 33(5): 1077-1107.
38	OUYANG S Y, XU Q, FU Z H, et al. Advances in production of 5-hydroxymethylfurfural from biomass by acid catalysis[J]. Chemical Industry and Engineering Progress, 2014, 33(5): 1077-1107.
39	HUBER G W, CHHEDA J N, BARRETT C J, et al. Production of liquid alkanes by aqueous-phase processing of biomass-derived carbohydrates[J]. Science, 2005, 308(5727): 1446-1450.
40	PEREZ G P, MUKHERJEE A, DUMONT M J, et al. Insights into HMF catalysis[J]. Journal of Industrial and Engineering Chemistry, 2019, 70: 1-34.
41	ROSATELLA A A, SIMEONOV S P, FRADE R F M, et al. 5-Hydroxymethylfurfural (HMF) as a building block platform: biological properties, synthesis and synthetic applications[J]. Green Chemistry, 2011, 13(4): 754-793.
42	WANG F F, WU H Z, LIU C L, et al. Catalytic dehydration of fructose to 5-hydroxymethylfurfural over Nb₂O₅ catalyst in organic solvent[J]. Carbohydrate Research, 2013, 368: 78-83.
43	姜楠, 谢楠, 齐崴, 等. 硫酸催化葡萄糖制备乙酰丙酸的过程强化[J]. 化工进展, 2014, 33(11): 2888-2893.
43	JIANG N, XIE N, QI W, et al. Process intensification of levulinic acid from glucose using sulfuric acid as catalyst[J]. Chemical Industry and Engineering Progress, 2014, 33(11): 2888-2893.
44	SHIMIZU K I, UOZUMI R, SATSUMA A. Enhanced production of hydroxymethylfurfural from fructose with solid acid catalysts by simple water removal methods[J]. Catalysis Communications, 2009, 10(14): 1849-1853.
45	BENVENUTI F, CARLINI C, PATRONO P, et al. Heterogeneous zirconium and titanium catalysts for theselective synthesis of 5-hydroxymethyl-2-furaldeyde from carbohydrates[J]. Applied Catalysis A: General, 2000, 193(1/2): 147-153.
46	ROMáN-LESHKOV Y, CHHEDA J N, DUMESIC J A, et al. Phase modifiers promote efficient production of hydroxymethylfurfural from fructose[J]. Science, 2006, 312(5782): 1933-1937.
47	YONG G, ZHANG Y, YING J Y. Efficient catalytic system for the selective production of 5-hydroxymethylfurfural from glucose and fructose[J]. Angewandte Chemie International Edition, 2008, 47(48): 9345-9348.
48	ANTONETTI C, MELLONI M, LICURSI D, et al. Microwave-assisted dehydration of fructose and inulin to HMF catalyzed by niobium and zirconium phosphate catalysts[J]. Applied Catalysis B: Environmental, 2017, 206: 364-377.
49	YANG F L, LIU Q S, BAI X F, et al. Conversion of biomass into 5-hydroxymethylfurfural using solid acid catalyst[J]. Bioresource Technology, 2011, 102(3): 3424-3429.
50	DENG T S, LI J G, YANG Q Q, et al. A selective and economic carbon catalyst from waste for aqueous conversion of fructose into 5-hydroxymethylfurfural[J]. RSC Advances, 2016, 6(36): 30160-30165.
51	SEO Y H, HAN J I. Direct conversion from Jerusalem artichoke to hydroxymethylfurfural (HMF) using the fenton reaction[J]. Food Chemistry, 2014, 151: 207-211.
52	李陆杨, 朱林峰, 漆新华. 生物质及其衍生糖类制备乳酸的研究进展[J]. 农业资源与环境学报, 2017, 34(4): 309-318.
52	LI L Y, ZHU L F, QI X H, et al. Research progress of lactic acid production from biomass and its derived carbohydrates[J]. Journal of Agricultural Resources and Environment, 2017, 34(4): 309-318.
53	DE CLIPPEL F, DUSSELIER M, ROMPAEY R VAN, et al. Fast and selective sugar conversion to alkyl lactate and lactic acid with bifunctional carbon-silica catalysts[J]. Journal of the American Chemical Society, 2012, 134(24): 10089-10101.
54	LEI X, WANG F F, LIU C L, et al. One-pot catalytic conversion of carbohydrate biomass to lactic acid using an ErCl₃ catalyst[J]. Applied Catalysis A: General, 2014, 482: 78-83.
55	BAE J H, KIM H J, KIM M J, et al. Direct fermentation of Jerusalem artichoke tuber powder for production of L-lactic acid and D-lactic acid by metabolically engineered Kluyveromyces marxianus[J]. Journal of Biotechnology, 2018, 266: 27-33.
56	LIU Y, LUO C, LIU H C. Tungsten trioxide promoted selective conversion of cellulose into propylene glycol and ethylene glycol on a ruthenium catalyst[J]. Angewandte Chemie International Edition, 2012, 51(13): 3249-3253.
57	PANG J F, ZHENG M Y, WANG A Q, et al. Catalytic hydrogenation of corn stalk to ethylene glycol and 1,2-propylene glycol[J]. Industrial & Engineering Chemistry Research, 2011, 50(11): 6601-6608.
58	LI M, WANG J, YANG Y Z, et al. Alkali-based pretreatments distinctively extract lignin and pectin for enhancing biomass saccharification by altering cellulose features in sugar-rich Jerusalem artichoke stem[J]. Bioresource Technology, 2016, 208: 31-41.
59	ZHANG L, XU C, CHAMPAGNE P. Overview of recent advances in thermo-chemical conversion of biomass[J]. Energy Conversion and Management, 2010, 51(5): 969-982.
60	CHIO C, SAIN M, QIN W S. Lignin utilization: a review of lignin depolymerization from various aspects[J]. Renewable and Sustainable Energy Reviews, 2019, 107: 232-249.

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