• 제목/요약/키워드: 5-Hydroxymethyl furfural (5-HMF)

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Maltol, Kojic Acid, Levulinic Acid, Furfural, 5-Hydroxymethyl Furfural과 Pyrazine의 항산화작용 (Antioxidant Activity of Maltol, Kojic Acid, Levulinic Acid, Furfural, 5- Hydroxymethyl Furfural, and Pyrazine)

  • 이범홍;김동훈
    • 한국식품과학회지
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    • 제14권3호
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    • pp.265-270
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    • 1982
  • 마이얄 갈색화반응의 중요한 중간생성체로 알려진 maltol, kojic acid, levulinic acid, furfural, 5-hydroxymethyl furfural(5-HMF)와 pryazine의 항산화작용을 조사하였다. 각 화합물의 작용은 이들 화합물의 0.01M의 농도로 들어있는 콩기름 기질들과 실험대조기질의 유도기간의 길이를 비교함으로써 추정하였다. 기질들은 $45.0{\pm}1.0^{\circ}C$에서 30일간 저장되었으며, 이들 기질의 과산화물값이 60 meq/kg oil가 되는데 소요된 시간으로써 그 기질의 유도기간으로 삼았다. 실험대조기질, kojic acid, 5-HMF, furfural, maltol, levulinic acid와 pyrazine의 유도기간은 각각 468, 592, 510, 498, 486, 450와 402시간 였었다. Kojic acid는 뚜렷한 산화방지작용을 갖고 있는 반면에 furfural와 5-HMF는 약한 작용을, maltol은 아주 약한 작용을 갖고 있었다. 한편, pryazine과 levulinic acid는 산화촉진작용을 보였었다. Pryazine은 뚜렷한 촉진작용을 보였으나, levulinic acid의 산화촉진작용은 매우 미약했었다.

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고체 산촉매를 이용한 글루코사민으로부터 레불린산 생산 (Production of Levulinic Acid from Glucosamine Using Solid Acid Catalyst)

  • 박미라;김효선;김성구;정귀택
    • Korean Chemical Engineering Research
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    • 제56권1호
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    • pp.61-65
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    • 2018
  • 본 연구는 해양 갑각류의 껍질의 주요 구성성분인 키틴/키토산의 단량체인 glucosamine을 고체 산 촉매를 이용하여 화학중간체인 levulinic acid와 5-hydroxymethyl furfural (5-HMF)을 생산하기 위한 전환 반응을 수행하였다. 반응 결과, glucosamine 50 g/L, 반응온도 $180^{\circ}C$, 촉매량 5%, 그리고 반응시간 60분의 조건에서 약 36.86%의 levulinic acid를 얻을 수 있었다. 반면에 5-HMF는 약 0.91%의 낮은 수율로 전환되었다.

Conversion of Glucose and Xylose to 5-Hydroxymethyl furfural, Furfural, and Levulinic Acid Using Ethanol Organosolv Pretreatment under Various Conditions

  • Ki-Seob, GWAK;Chae-Hwi, YOON;Jong-Chan, KIM;Jong-Hwa, KIM;Young-Min, CHO;In-Gyu, CHOI
    • Journal of the Korean Wood Science and Technology
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    • 제50권6호
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    • pp.475-489
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    • 2022
  • The objective of this study was to understand the conversion characteristics of glucose and xylose using the major monosaccharide standards for lignocellulosic biomass. The acid-catalyzed organosolv pretreatment conducted using ethanol was significantly different from the acid-catalyzed process conducted in an aqueous medium. 5-hydroxymethylfurfural (5-HMF), levulinic acid and furfural were produced from glucose conversion. The maximum yield of 5-HMF was 5.5%, at 200℃, when 0.5% sulfuric acid was used. The maximum yield of levulinic acid was 21.5%, at 220℃, when 1.0% sulfuric acid was used. Furfural was produced from xylose conversion and under 0.5% sulfuric acid, furfural reached the maximum yield 48.5% at 210℃. Ethyl levulinate and methyl levulinate were also formed from the glucose standard following the esterification reaction conducted under conditions of the combined conversion method, which proceeded under both ethanol-rich and water-rich conditions.

식품학적 가공에 의한 생약의 성분 및 활성 변화 III - Roasting 처리에 의한 천문동 중 HMF 함량변화 - (Changes in Chemical Composition and Biological Activities of Original Crude Drugs by Food Processing Techniques III - Changes of HMF Contents from Roasted Asparagi Tuber -)

  • 곽혜민;김자영;임정현;정신교;권순호;정현희;허종문;송경식
    • 생약학회지
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    • 제36권3호통권142호
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    • pp.235-239
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    • 2005
  • Changes in chemical composition of the ethanolic extract of roasted Asparagi Tuber were investigated by HPLC. One dramatically increased peak $(t_R\;14.85 min)$ was isolated by silica gel column chromatograph and identified as 5-hydroxymethyl furfural (HMF) by comparing its $1^H-NMR$ data with that of a commercial standard. HMF content reached its maximum level at $190^{\circ}C$ for 60 minutes. Under these conditions, HMF contents in the roasted Asparagi Tuber was increased about thirteen times (9.26mg/g) over the not-roasted control (0.71 mg/g). No significant differences were found in macrophage-activating, prolyl endopeptidase-inhibiting, antioxidative (DPPH), anti-coagulating (activated partial thromboplastin times), and ACE-inhibiting activities between roasted and not-roasted Asparagi Tuber.

식품학적 가공에 의한 생약의 성분 및 활성 변화 IV - Roasting처리에 의한 진피 중 5-HMF 함량증가 - (Changes in Chemical Composition and Biological Activities of Oriental Crude Drugs by Food Processing Techniques IV - Increase in 5-HMF Content of Aurantii nobilis Pericarpium During Roasting Process -)

  • 예근학;허종문;최선하;양은주;이유미;강영화;송경식
    • 생약학회지
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    • 제38권2호통권149호
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    • pp.133-138
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    • 2007
  • Regarding chemical changes in oriental drugs after food processing such as roasting, fermentation, and extrusion, fifty commonly-used medicinal plants were investigated. As a result, Aurantii nobilis Pericarpium (a tangerine peel from Citrus unshu Markovich) showed remarkably different HPLC profiles after being roasted. An increased peak was isolated by repeated chromatography and identified as 5-hydroxymethyl furfral (5-HMF) by means of instrumental analyses. The 5-HMF content of Aurantii nobilis Pericarpoum reached its maximum level after being roasted for 30 min at 225$^{\circ}C$ (49.2 mg/g extract, ca 42 times of increase over untreated control). Although there were no significant changes in in vitro biological activity such as antioxidative, anti-dementia, anti-hypertension, anti-coagulation, or cytotoxicity, before and after roasting process, our results suggested that simple heat treatment might improve the value of the above oriental drug since 5-HMF has been known to possess inhibitory activities toward nitric oxide formation, tyrosinase, and sickling of red blood cells.

In Vitro Antioxidant Activity of 5-HMF Isolated from Marine Red Alga Laurencia undulata in Free Radical Mediated Oxidative Systems

  • Li, Yong-Xin;Li, Yong;Qian, Zhong-Ji;Kim, Moon-Moo;Kim, Se-Kwon
    • Journal of Microbiology and Biotechnology
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    • 제19권11호
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    • pp.1319-1327
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    • 2009
  • Marine red algae of genus Laurencia are becoming the most important resources to produce unique natural metabolites with wide bioactivities. However, reports related to Laurencia undulata, an edible species used as folk herb, are rarely found to date. In this research, 5-hydroxymethyl-2-furfural (5-HMF) was isolated and characterized by nuclear magnetic resonance (NMR) from Laurencia undulata as well as other marine algae. The following characteristics of 5-HMF were systematically evaluated: its antioxidant activities, such as typical free-radicals scavenging in vitro by electron spin resonance spectrometry (ESR) and intracellular reactive oxygen species (ROS) scavenging; membrane protein oxidation; oxidative enzyme myeloperoxidase (MPO) inhibition; as well as expressions of antioxidative enzymes glutathione (GSH) and superoxide dismutase (SOD) on the gene level using the polymerase chain reaction (PCR) method. The results demonstrated that 5-HMF could be developed as a novel marine natural antioxidant or potential precursor for practical applications in the food, cosmetic, and pharmaceutical fields.

전북지방 한봉꿀의 계절별 성분에 관한 연구 (Studies on the constituents of Korean honey harvested seasonally in Chonbuk area)

  • 최은영;전창권;김용수;노수일
    • 한국동물위생학회지
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    • 제19권2호
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    • pp.172-179
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    • 1996
  • This study was to investigate the properties such as amounts of moisture, inverted sugar, cane sugar and 5-(hydroxymethyl)-2-furfural (HMF) in feeding-honey(n=45) and wild-honey (n=3) harvested in Chonbuk area from April to November 1995. The results obtained were summarized as follows ; The average percentages of moisture in both feeding- and wild-honey was 20.2%(range, 17.5~23.1) and 20.7%(19.4~22.2). And those of inverted sugar/cane sugar in both honeies were 64.4%(55.8~69.3)/6.8%(1.0~l5.7) and 68.9%(68.5~69.8)/3.1%(2.5~3.7), in seasonal analysis those were 65.9%/5.3% in spring, 65.7%/6.6% in summer, 62.1%/8.0% in autumn, respectively. On the other hand, the average amounts of HMF in both honeies were 44.86mg/kg(22.6~68.6) and 7.0mg/kg(6.2~7.6), its average difference between both honeies were about 37.86mg/kg regardless of region and season.

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Saccharomyces cerevisiae Strain Improvement Using Selection, Mutation, and Adaptation for the Resistance to Lignocellulose-Derived Fermentation Inhibitor for Ethanol Production

  • Jang, Youri;Lim, Younghoon;Kim, Keun
    • Journal of Microbiology and Biotechnology
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    • 제24권5호
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    • pp.667-674
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    • 2014
  • Twenty-five Saccharomyces cerevisiae strains were screened for the highest sugar tolerance, ethanol-tolerance, ethanol production, and inhibitor resistance, and S. cerevisiae KL5 was selected as the best strain. Inhibitor cocktail (100%) was composed of 75 mM formic acid, 75 mM acetic acid, 30 mM furfural, 30 mM hydroxymethyl furfural (HMF), and 2.7 mM vanillin. The cells of strain KL5 were treated with ${\gamma}$-irradiation, and among the survivals, KL5-G2 with improved inhibitor resistance and the highest ethanol yield in the presence of inhibitor cocktail was selected. The KL5-G2 strain was adapted to inhibitor cocktail by sequential transfer of cultures to a minimal YNB medium containing increasing concentrations of inhibitor cocktail. After 10 times of adaptation, most of the isolated colonies could grow in YNB with 80% inhibitor cocktail, whereas the parental KL5 strain could not grow at all. Among the various adapted strains, the best strain (KL5-G2-A9) producing the highest ethanol yield in the presence of inhibitor cocktail was selected. In a complex YP medium containing 60% inhibitor cocktail and 5% glucose, the theoretical yield and productivity (at 48 h) of KL5-G2-A9 were 81.3% and 0.304 g/l/h, respectively, whereas those of KL5 were 20.8% and 0.072 g/l/h, respectively. KL5-G2-A9 reduced the concentrations of HMF, furfural, and vanillin in the medium in much faster rates than KL5.

에탄올 생산 향상을 위한 발효저해물질 제거와 리그닌 유래 발효저해물질이 에탄올 발효에 미치는 영향 (Enhancement of Ethanol Production by The Removal of Fermentation Inhibitors, and Effect of Lignin-derived Inhibitors on Fermentation)

  • 엄민;신경진;이재원
    • Journal of the Korean Wood Science and Technology
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    • 제44권3호
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    • pp.389-397
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    • 2016
  • 본 연구에서는 옥살산 전처리 바이오매스의 액상가수분해산물에 포함된 발효저해물질을 전기투석과 XAD 수지 처리하여 제거한 후 에탄올을 생산하였다. 전기투석 과정에서 아세트산은 대부분 제거되었으며(95.6%), 비이온성 발효저해물질(Total phenolic compound: TPC, 5-hydroxymethyl furfural: HMF, furfural)은 XAD 수지 처리에 의해 효과적으로 제거되었다. 전기투석과 XAD 수지 처리된 액상가수분해산물로 발효를 수행한 결과 XAD 수지의 침지시간이 짧을수록 에탄올 생산이 향상되었다. 최대 에탄올 생산은 발효 72시간 후 $6.16g/{\ell}$로 전기투석 후 액상가수분해산물을 XAD-4 수지에서 5분 침지하였을 때 나타났다. 리그닌 유래 발효저해물질 중 syringaldehyde는 저농도(1 mM, 2 mM)에서 에탄올 생산을 향상시켰으며 5 mM에서는 발효에 부정적인 영향을 주었다. 리그닌 유래 발효저해물질의 시너지 효과를 확인하고자 합성배지로 발효를 수행하였으며, Syringaldehyde (1 mM)와 ferulic acid (1 mM) 합성배지를 이용하여 발효를 수행한 결과 syringaldehyde보다 ferulic acid의 영향으로 에탄올 생산이 감소했다.

Quantitative Analysis of Twelve Marker Compounds in Palmijihwang-hwan using Ultra-Performance Liquid Chromatography Coupled with Electrospray Ionization Tandem Mass Spectrometry

  • Seo, Chang-Seob;Shin, Hyeun-Kyoo
    • Natural Product Sciences
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    • 제20권3호
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    • pp.182-190
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    • 2014
  • An ultra-performance liquid chromatography (UPLC) coupled with electrospray ionization (ESI) tandem mass spectrometry (MS) method was established for quantitative analysis of twelve components, allantoin (1), morroniside (2), 5-hydroxymethyl-2-furfural (5-HMF) (3), loganin (4), coumarin (5), cinnamic acid (6), mesaconitine (7), cinnamaldehyde (8), hypaconitine (9), aconitine (10), alisol B (11), and alisol B acetate (12) in a Palmijihwang-hwan decoction. The twelve constituents were separated on a UPLC BEH C18 column ($2.1{\times}100mm$, $1.7{\mu}m$) at a column temperature of $40^{\circ}C$ by gradient elution with 0.1% (v/v) formic acid in water and acetonitrile as the mobile phase. The flow rate was 0.3 mL/min and the injection volume was $2.0{\mu}L$. Calibration curves of all compounds were acquired with values of the correlation coefficient ${\geq}0.99$ within the test ranges. The limits of detection and quantification for all analytes were 0.01 - 4.53 ng/mL and 0.03 - 13.60 ng/mL, respectively. The concentrations of the compounds 1 - 9 and 12 were 72.83, 4389.00, 4859.00, 3155.17, 223.67, 33.50, 1.97, 518.00, 2.25, and $25.00{\mu}g/g$, respectively. However, compounds 10 and 11 were not detected.