CN108570487A - Method for increasing content of fructosyl mangiferin in plant extract - Google Patents
Method for increasing content of fructosyl mangiferin in plant extract Download PDFInfo
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- CN108570487A CN108570487A CN201710257146.8A CN201710257146A CN108570487A CN 108570487 A CN108570487 A CN 108570487A CN 201710257146 A CN201710257146 A CN 201710257146A CN 108570487 A CN108570487 A CN 108570487A
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- China
- Prior art keywords
- mangiferin
- fructosyl
- lactic acid
- acid bacteria
- bcrc
- Prior art date
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- AEDDIBAIWPIIBD-ZJKJAXBQSA-N mangiferin Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1C1=C(O)C=C(OC=2C(=CC(O)=C(O)C=2)C2=O)C2=C1O AEDDIBAIWPIIBD-ZJKJAXBQSA-N 0.000 title claims abstract description 202
- 229940043357 mangiferin Drugs 0.000 title claims abstract description 102
- YWQSXCGKJDUYTL-UHFFFAOYSA-N Mangiferin Natural products CC(CCC=C(C)C)C1CC(C)C2C3CCC4C(C)(C)CCCC45CC35CCC12C YWQSXCGKJDUYTL-UHFFFAOYSA-N 0.000 title claims abstract description 101
- 238000000034 method Methods 0.000 title claims abstract description 37
- 239000000419 plant extract Substances 0.000 title 1
- 238000006243 chemical reaction Methods 0.000 claims abstract description 38
- 239000000348 glycosyl donor Substances 0.000 claims abstract description 23
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 70
- 241000894006 Bacteria Species 0.000 claims description 47
- 239000004310 lactic acid Substances 0.000 claims description 35
- 235000014655 lactic acid Nutrition 0.000 claims description 35
- 239000007788 liquid Substances 0.000 claims description 34
- 240000006024 Lactobacillus plantarum Species 0.000 claims description 33
- 241000196324 Embryophyta Species 0.000 claims description 31
- 235000013965 Lactobacillus plantarum Nutrition 0.000 claims description 29
- 238000000605 extraction Methods 0.000 claims description 29
- 229940072205 lactobacillus plantarum Drugs 0.000 claims description 29
- 239000006228 supernatant Substances 0.000 claims description 17
- 229930006000 Sucrose Natural products 0.000 claims description 16
- 239000012530 fluid Substances 0.000 claims description 16
- 239000005720 sucrose Substances 0.000 claims description 16
- 239000001963 growth medium Substances 0.000 claims description 14
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 10
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims description 10
- 239000000126 substance Substances 0.000 claims description 10
- 125000003147 glycosyl group Chemical group 0.000 claims description 9
- 239000008103 glucose Substances 0.000 claims description 8
- 108090000790 Enzymes Proteins 0.000 claims description 7
- 102000004190 Enzymes Human genes 0.000 claims description 7
- 238000012258 culturing Methods 0.000 claims description 7
- 230000002255 enzymatic effect Effects 0.000 claims description 6
- 238000000855 fermentation Methods 0.000 claims description 6
- 230000004151 fermentation Effects 0.000 claims description 6
- 239000002609 medium Substances 0.000 claims description 6
- 238000002156 mixing Methods 0.000 claims description 5
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims description 4
- 238000003756 stirring Methods 0.000 claims description 4
- 240000002044 Rhizophora apiculata Species 0.000 claims 1
- 210000000481 breast Anatomy 0.000 claims 1
- 235000004936 Bromus mango Nutrition 0.000 abstract description 14
- 235000014826 Mangifera indica Nutrition 0.000 abstract description 14
- 235000009184 Spondias indica Nutrition 0.000 abstract description 14
- 241000186660 Lactobacillus Species 0.000 abstract description 4
- 229940039696 lactobacillus Drugs 0.000 abstract description 4
- 241000606750 Actinobacillus Species 0.000 abstract 1
- 240000007228 Mangifera indica Species 0.000 abstract 1
- 230000036983 biotransformation Effects 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 30
- 240000003793 Rhizophora mangle Species 0.000 description 20
- 230000001580 bacterial effect Effects 0.000 description 18
- 241001093152 Mangifera Species 0.000 description 13
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 10
- 239000001888 Peptone Substances 0.000 description 8
- 108010080698 Peptones Proteins 0.000 description 8
- 235000013399 edible fruits Nutrition 0.000 description 8
- 235000019319 peptone Nutrition 0.000 description 8
- FRXSZNDVFUDTIR-UHFFFAOYSA-N 6-methoxy-1,2,3,4-tetrahydroquinoline Chemical compound N1CCCC2=CC(OC)=CC=C21 FRXSZNDVFUDTIR-UHFFFAOYSA-N 0.000 description 7
- 238000004128 high performance liquid chromatography Methods 0.000 description 7
- 239000000284 extract Substances 0.000 description 6
- 230000008859 change Effects 0.000 description 5
- 235000019441 ethanol Nutrition 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 241000233866 Fungi Species 0.000 description 4
- 230000004913 activation Effects 0.000 description 4
- 238000004458 analytical method Methods 0.000 description 4
- 235000015278 beef Nutrition 0.000 description 4
- AIUDWMLXCFRVDR-UHFFFAOYSA-N dimethyl 2-(3-ethyl-3-methylpentyl)propanedioate Chemical class CCC(C)(CC)CCC(C(=O)OC)C(=O)OC AIUDWMLXCFRVDR-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 238000011081 inoculation Methods 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
- 230000003020 moisturizing effect Effects 0.000 description 4
- 229940066779 peptones Drugs 0.000 description 4
- 238000012216 screening Methods 0.000 description 4
- 230000009466 transformation Effects 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 108010059892 Cellulase Proteins 0.000 description 3
- 229930091371 Fructose Natural products 0.000 description 3
- 239000005715 Fructose Substances 0.000 description 3
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 238000000862 absorption spectrum Methods 0.000 description 3
- 229940106157 cellulase Drugs 0.000 description 3
- 238000005119 centrifugation Methods 0.000 description 3
- 229940088598 enzyme Drugs 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- 229930182470 glycoside Natural products 0.000 description 3
- 150000002338 glycosides Chemical class 0.000 description 3
- 238000006206 glycosylation reaction Methods 0.000 description 3
- 235000011073 invertase Nutrition 0.000 description 3
- 239000011159 matrix material Substances 0.000 description 3
- 239000002798 polar solvent Substances 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000000523 sample Substances 0.000 description 3
- 230000001954 sterilising effect Effects 0.000 description 3
- 239000012138 yeast extract Substances 0.000 description 3
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- 241000186063 Arthrobacter Species 0.000 description 2
- 241000192130 Leuconostoc mesenteroides Species 0.000 description 2
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 2
- 241000235342 Saccharomycetes Species 0.000 description 2
- 102000003425 Tyrosinase Human genes 0.000 description 2
- 108060008724 Tyrosinase Proteins 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- 235000006708 antioxidants Nutrition 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 108010051210 beta-Fructofuranosidase Proteins 0.000 description 2
- 239000011942 biocatalyst Substances 0.000 description 2
- 235000010633 broth Nutrition 0.000 description 2
- 229940041514 candida albicans extract Drugs 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 229910052564 epsomite Inorganic materials 0.000 description 2
- 235000019253 formic acid Nutrition 0.000 description 2
- SVWLIIFHXFGESG-UHFFFAOYSA-N formic acid;methanol Chemical compound OC.OC=O SVWLIIFHXFGESG-UHFFFAOYSA-N 0.000 description 2
- 230000013595 glycosylation Effects 0.000 description 2
- 238000004811 liquid chromatography Methods 0.000 description 2
- SQQMAOCOWKFBNP-UHFFFAOYSA-L manganese(II) sulfate Chemical compound [Mn+2].[O-]S([O-])(=O)=O SQQMAOCOWKFBNP-UHFFFAOYSA-L 0.000 description 2
- 229910000357 manganese(II) sulfate Inorganic materials 0.000 description 2
- 244000005700 microbiome Species 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000010355 oscillation Effects 0.000 description 2
- 230000000144 pharmacologic effect Effects 0.000 description 2
- YWYZEGXAUVWDED-UHFFFAOYSA-N triammonium citrate Chemical class [NH4+].[NH4+].[NH4+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O YWYZEGXAUVWDED-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- XDIYNQZUNSSENW-UUBOPVPUSA-N (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O XDIYNQZUNSSENW-UUBOPVPUSA-N 0.000 description 1
- CHUGKEQJSLOLHL-UHFFFAOYSA-N 2,2-Bis(bromomethyl)propane-1,3-diol Chemical compound OCC(CO)(CBr)CBr CHUGKEQJSLOLHL-UHFFFAOYSA-N 0.000 description 1
- 244000144725 Amygdalus communis Species 0.000 description 1
- 235000011437 Amygdalus communis Nutrition 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 241000050051 Chelone glabra Species 0.000 description 1
- 108010055629 Glucosyltransferases Proteins 0.000 description 1
- 102000000340 Glucosyltransferases Human genes 0.000 description 1
- 206010018473 Glycosuria Diseases 0.000 description 1
- 108010042889 Inulosucrase Proteins 0.000 description 1
- 239000007836 KH2PO4 Substances 0.000 description 1
- GXCLVBGFBYZDAG-UHFFFAOYSA-N N-[2-(1H-indol-3-yl)ethyl]-N-methylprop-2-en-1-amine Chemical compound CN(CCC1=CNC2=C1C=CC=C2)CC=C GXCLVBGFBYZDAG-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 239000002033 PVDF binder Substances 0.000 description 1
- 235000014680 Saccharomyces cerevisiae Nutrition 0.000 description 1
- 240000000111 Saccharum officinarum Species 0.000 description 1
- 235000007201 Saccharum officinarum Nutrition 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- GAMYVSCDDLXAQW-AOIWZFSPSA-N Thermopsosid Natural products O(C)c1c(O)ccc(C=2Oc3c(c(O)cc(O[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@H](CO)O4)c3)C(=O)C=2)c1 GAMYVSCDDLXAQW-AOIWZFSPSA-N 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 235000020224 almond Nutrition 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 230000000259 anti-tumor effect Effects 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- 239000012267 brine Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 210000002421 cell wall Anatomy 0.000 description 1
- 239000012084 conversion product Substances 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 239000008121 dextrose Substances 0.000 description 1
- ZPWVASYFFYYZEW-UHFFFAOYSA-L dipotassium hydrogen phosphate Chemical compound [K+].[K+].OP([O-])([O-])=O ZPWVASYFFYYZEW-UHFFFAOYSA-L 0.000 description 1
- 229910000396 dipotassium phosphate Inorganic materials 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 238000002330 electrospray ionisation mass spectrometry Methods 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229930003944 flavone Natural products 0.000 description 1
- -1 flavone compounds Chemical class 0.000 description 1
- 235000011949 flavones Nutrition 0.000 description 1
- 229930003935 flavonoid Natural products 0.000 description 1
- 150000002215 flavonoids Chemical class 0.000 description 1
- 235000017173 flavonoids Nutrition 0.000 description 1
- 235000015203 fruit juice Nutrition 0.000 description 1
- 235000021474 generally recognized As safe (food) Nutrition 0.000 description 1
- 235000021473 generally recognized as safe (food ingredients) Nutrition 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 1
- 239000000937 glycosyl acceptor Substances 0.000 description 1
- 238000000265 homogenisation Methods 0.000 description 1
- 230000001900 immune effect Effects 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 210000000936 intestine Anatomy 0.000 description 1
- 230000003834 intracellular effect Effects 0.000 description 1
- 239000001573 invertase Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229910000402 monopotassium phosphate Inorganic materials 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 150000008442 polyphenolic compounds Chemical class 0.000 description 1
- 235000013824 polyphenols Nutrition 0.000 description 1
- 229920000136 polysorbate Polymers 0.000 description 1
- 229920002981 polyvinylidene fluoride Polymers 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 108010009004 proteose-peptone Proteins 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000004445 quantitative analysis Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000013558 reference substance Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000012488 sample solution Substances 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000012086 standard solution Substances 0.000 description 1
- 125000000185 sucrose group Chemical group 0.000 description 1
- 230000000475 sunscreen effect Effects 0.000 description 1
- 239000000516 sunscreening agent Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- VHBFFQKBGNRLFZ-UHFFFAOYSA-N vitamin p Natural products O1C2=CC=CC=C2C(=O)C=C1C1=CC=CC=C1 VHBFFQKBGNRLFZ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P19/00—Preparation of compounds containing saccharide radicals
- C12P19/44—Preparation of O-glycosides, e.g. glucosides
- C12P19/58—Preparation of O-glycosides, e.g. glucosides having an oxygen atom of the saccharide radical directly bound through only acyclic carbon atoms to a non-saccharide heterocyclic ring, e.g. bleomycin, phleomycin
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- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Microbiology (AREA)
- General Chemical & Material Sciences (AREA)
- Biotechnology (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
Abstract
The application of the lactobacillus (L actinobacillus plantarum) with the accession number of BCRC 11697 to carry out the biotransformation reaction of mangiferin and glycosyl donor to generate the fructosyl mangiferin comprises a method for increasing the content of the fructosyl mangiferin in the mango peel extracting solution.
Description
This application claims enjoy submit on March 8th, 2017 it is entitled " increase plant extraction liquid in fructosyl mangiferin
The priority of the TaiWan, China patent application 106107637 of the method for content ", entire contents are herein incorporated by reference.
Technical field
The present invention is to use the lactic acid bacteria (Lactobacillus that preserving number is BCRC 11697 about a kind of
Plantarum) by a kind of increased method of fructosyl mangiferin content in mangrove bark extracting solution, and one kind is with preserving number
It is anti-for lactic acid bacteria (Lactobacillus plantarum) the progress mangiferin of BCRC 11697 and the bioconversion of glycosyl donor
The purposes of fructosyl mangiferin should be generated.
Background technology
Mangiferin is a kind of carbon ketoside of tetrahydroxy pyrrone, belongs to double benzene pyrrones flavone compounds, in various plants
In the presence of, such as mango, almond, Northeastern Radix Gentianae and rhizoma anemarrhenae.Mangiferin molecular formula：C19H18O11, molecular weight：422.3.Mango
Glycosides has multiple biological activities and pharmacological action, such as anti-oxidant, antitumor, immunological regulation, anti-glycosuria, anti-inflammatory (Deng Jiagang, gill fungus
Li Lan Changchun University of Traditional Chinese Medicine journal, 2008,24 (4): 463-464.).
Though mangiferin has extensive pharmacological activity, its solubility is very poor, seriously limits the exploitation of its preparation, for convenience
Using needing to be improved mangiferin dissolubility and bioavilability.
For the active skull cap components of labyrinth, using chemical synthesis, to carry out structural modification, there is yields
It is low, reaction specificity is poor, the shortcomings of by-product is more, especially some reactions are relatively difficult to achieve currently with chemical means, biological turn
Change technology can but make up chemically synthesized deficiency.(the publication numbers such as Cantagrel：2882762 A1 of FR) to derive from two plants of intestines
The glucosyltransferase of membranaceous leukonid, it is glycosylation modified to mangiferin progress, it is glycosyl acceptor in mangiferin, sucrose is
When glycosyl donor, glucosyl group-β-(1,6)-mangiferin (CASRN is obtained：908570-23-0).Work as Leuconostoc
Mesenteroides NRRL B-1299 bacterial strains are as biocatalyst, under the conditions of 0.4g/L mangiferins, 40g/L sucrose, sugar
Glycosylation reaction yield is 25%；When Leuconostoc mesenteroides NRRL 521-F bacterial strains are as biocatalyst,
Under the conditions of 0.4g/L mangiferins, 40g/L sucrose, glycosylation yield is 28%.
102863484 A of Chinese patent application case publication number CN disclose a kind of preparation method of fructosyl mangiferin,
This method includes that the substance with fructosyl enzymatic activity is added in the conversion fluid containing mangiferin, and it is anti-to carry out bioconversion
It answers, so that mangiferin is converted into fructosyl mangiferin, contain mangiferin and glycosyl donor in the conversion fluid, should have fructosyl
The substance for changing enzymatic activity is to be originated from nicotianae, and preserving number is CCTCC M2010164, zymotic fluid.
In the patent application case of aforementioned French 2882762 A1 of publication number FR and Chinese 102863484 A of publication number CN
The mangiferin of purifying has been used to carry out the fructosyl of mangiferin.
Invention content
The main purpose of the present invention is to provide a kind of directly using the plant extraction liquid that contains mangiferin as matrix progress
Bioconversion reacts, the method for making the mangiferin be converted into fructosyl mangiferin.
It is a further object of the present invention to provide a kind of suitable microorganisms, directly carried with the plant containing mangiferin
It takes liquid to be reacted as the bioconversion of matrix, the mangiferin is made to be converted into fructosyl mangiferin.
It is yet another object of the invention to provide a kind of suitable microorganism and methods, by the fructosyl in mangrove bark extracting solution
The content for changing mangiferin is promoted.
The method of fructosyl mangiferin content in a kind of increase plant extraction liquid of the present invention, comprises the steps of：
One plant extraction liquid containing mangiferin is provided；And
One glycosyl donor is added in the plant extraction liquid, in one with fructosyl enzymatic activity substance in the presence of into
Row bioconversion reacts, and the mangiferin is made to be converted into fructosyl mangiferin, wherein should be with the substance of fructosyl enzymatic activity
System is generated by preserving number for the fermentation of the lactic acid bacteria (Lactobacillus plantarum) of BCRC 11697.
Preferably, which is mangrove bark extracting solution.
Preferably, which is sucrose or glucose.It is highly preferred that the glycosyl donor is sucrose.
Preferably, which is that the lactic acid bacteria (Lactobacillus plantarum) of BCRC 11697 is incorporated into
In the plant extraction liquid.
Preferably, which is a fermentation for the lactic acid bacteria (Lactobacillus plantarum) of BCRC 11697
Liquid is incorporated into the plant extraction liquid.
Preferably, which is a fermentation for the lactic acid bacteria (Lactobacillus plantarum) of BCRC 11697
Supernatant is incorporated into the plant extraction liquid.
Preferably, it is purified from the lactic acid bacteria (Lactobacillus plantarum) that the preserving number is BCRC 11697
The fructosyl enzyme of one fermented supernatant fluid is incorporated into the plant extraction liquid.
Preferably, the bioconversion reaction in a lactic acid bacteria culturing medium, 20-40 DEG C and do not stir or mixing speed not
It is carried out 0.5 to 96 hour more than under 400rpm, and on the basis of the culture medium of 100mL, the dosage of the glycosyl donor is 1-20
Gram, the dosage of the plant extraction liquid is 1-60mL and the dosage of the lactic acid bacteria is 105~107CFU/mL。
The present invention provides a kind of using the lactic acid bacteria (Lactobacillus plantarum) that preserving number is BCRC 11697
Carry out the purposes of the bioconversion reaction generation fructosyl mangiferin of mangiferin and glycosyl donor.
The present invention provides a kind of using the lactic acid bacteria (Lactobacillus plantarum) that preserving number is BCRC 11697
A zymotic fluid carry out the bioconversion reaction of mangiferin and glycosyl donor and generate the purposes of fructosyl mangiferin.
The present invention provides a kind of using the lactic acid bacteria (Lactobacillus plantarum) that preserving number is BCRC 11697
A fermented supernatant fluid carry out the bioconversion reaction of mangiferin and glycosyl donor and generate the purposes of fructosyl mangiferin.
The present invention provides a kind of using the lactic acid bacteria (Lactobacillus for being purified from the preserving number as BCRC 11697
Plantarum the fructosyl enzyme of a fermented supernatant fluid) carries out mangiferin and the bioconversion reaction of glycosyl donor generates fruit
Glycosylate the purposes of mangiferin.
Description of the drawings
Fig. 1 is the uv absorption spectra of fructosyl mangiferin standard items at different wavelengths.
Fig. 2 is after centrifuging removal thalline after being converted with Lactobacillus plantarum lactic acid bacterias according to the method for the present invention
Supernatant ultra-violet absorption spectrum at different wavelengths.
Fig. 3 is liquid chromatography mass (LC-MS) collection of illustrative plates of fructosyl mangiferin standard items.
Fig. 4 is after centrifuging removal thalline after being converted with Lactobacillus plantarum lactic acid bacterias according to the method for the present invention
Supernatant LC-MS collection of illustrative plates.
Fig. 5 shows that mangiferin is converted to bacterial strain of the present invention the influence of fructosyl mangiferin by different glycosyl donors.
Fig. 6 shows that mangiferin is converted to fructosyl mango by the sucrose glycosyl of different amounts (ratio) to bacterial strain of the present invention
The comparison result of the efficiency of glycosides.
Specific implementation mode
Include the fructose in a kind of extracting solution by mangrove bark according to the preferred specific implementation aspect that the content of present invention is completed
The increased method of base mangiferin content, it is main comprising a glycosyl donor to be added in the mangrove bark extracting solution, there is fruit in one
Bioconversion reaction is carried out in the presence of the substance of glycosyl invertase activity, makes the mangiferin contained in the mangrove bark extracting solution
It is converted into fructosyl mangiferin, it is BCRC 11697 to be wherein somebody's turn to do the substance system with fructosyl invertase activity by preserving number
Lactic acid bacteria (Lactobacillus plantarum) fermentation and generate.Mangrove bark can be made more effective through the above method
Rate is prepared to fructosyl mangiferin, not only solves that fruit juice or dried mango or mango pulp is made in mango when mango abounds with
When can, the source of mangrove bark advantageously reduces environmental pollution, also reaches the mesh that full fruit utilized, promoted the economic value of mango
Mark.
One is suitble to prepare the method for being used for the mangrove bark extracting solution of the present invention to include but is not limited to the following steps：By mango
Skin is cleaned and is blended；
Then homogenization 60~180 minutes is carried out to 50 DEG C in room temperature with fiber ferment (Cellulase)；In 60 DEG C
Moisture removal is removed in drying, then is ground into powder；By the powder with 1:5~1:The ratio of 20g/mL is mixed with a polar solvent, and in
Room temperature is extracted 60 minutes to 50 DEG C and preferably under supersonic oscillations such as 125~500W/L power in 50 DEG C, and removing should
Polar solvent can obtain the Fruit peel extract containing mangiferin.
Suitable polar solvent such as water, C1-C3 alcohol and its mixed liquor, it is therefore preferable to the mixing of ethyl alcohol and water,
Such as 50% (v/v) ethyl alcohol.
Aforementioned mangrove bark extracting solution is the host material source that microbe of the present invention converts mangiferin, application of the present invention
Fiber ferment (Cellulase) other similar can decompose the ferment of plant cell wall to promote the extraction of intracellular matter to imitate
Benefit.In addition, being aided with supersonic oscillations when extraction, the extraction effect of flavonoid substances in mangrove bark can be further promoted.The present invention
By inquiring into the parameters such as solvent ratios, ultrasonic power and extraction time, obtain with 50% (v/v) ethanol water, ultrasonic wave
Power 500W/L is extracted 60 minutes in 50 DEG C, and the mango polyphenol of high level and the extraction of the mangrove bark rich in mangiferin can be obtained
Liquid.It is 18 through the fructosyl mangiferin content in HPLC quantitative analysis mangrove bark extracting solutions in a preferred embodiment
μg/mL。
One glycosyl donor for being suitable for the present invention includes but is not limited to sucrose, glucose and fructose, with sucrose or Portugal
Grape sugar is preferred, and is most preferably with sucrose.
Preferably, the lactic acid bacteria that the preserving number is BCRC 11697 in the reaction of the bioconversion of the method for the present invention
One fermented supernatant fluid of (Lactobacillus plantarum) is incorporated into the mangrove bark extracting solution.One is suitable for being somebody's turn to do
The culture medium prescription of the lactic acid bacteria of BCRC 11697 includes：2~80g/L of glucose, peptone 5~50 g/L, KH2PO40.4~
4g/L, MgSO4·7H2O 0.05~1.0g/L, MnSO4·H2The lactic acid bacteria culturing medium of O 0.01~0.1g/L, pH 6~8.
The method of the present invention, which preferably further includes, increases bioconversion fructosyl mangiferin content obtained by the reaction
The product purification added, such as obtain aqueous portion therein by the means of purifying resin.The aqueous portion can be direct or dense
It is normally used as antioxidant after contracting, makes an addition to the skin care products such as sunscreen or cosmetics.Selectively, known purifying can also be passed through
Method separates fructosyl mangiferin from the liquid portion and the fructosyl mangiferin that is purified.
Embodiment
Materials and methods
One, materials and methods
1. culture medium prescription and strain culturing
(1) lactic acid bacteria culturing medium (MRS culture mediums)
MRS culture medium prescriptions：The beef broth of 1g proteose peptones (Proteose peptone) No.3,1g is sequentially added
The yeast extract (Yeast extract) of (Beef extract), 0.5g, glucose (Dextrose), the 0.1g of 2g
The CH of 80 surfactants of Tween, 0.2g ammonium citrates (Ammonium citrate), 0.5g3COONa, 10mg's
MgSO4·7H2O、5mg MnSO4·H2O、0.2g K2HPO4, subsequent moisturizing makes its volume reach 100mL, adjusts pH to 6.5 laggard
Horizontal high voltage sterilizes.For bacterial strain after culture medium activation, inoculation amount is the 10% of culture volume.Growth temperature is 37 DEG C, pH
6.5, stationary culture (0rpm) is cultivated, the OD of bacterium solution600Centrifugation removal thalline, obtains supernatant when reaching 10.
(2) bacteria culture media (Nutrient culture mediums)
0.3g beef broths (Beef extract), 0.5g peptones (peptone) is sequentially added, subsequent moisturizing makes its volume
Reach 100mL, adjusts the laggard horizontal high voltage sterilizings of pH to 7.0.For bacterial strain after culture medium activation, inoculation amount is culture volume
10%.Growth temperature is 26 DEG C, pH 7.0,100rpm are cultivated, the OD of bacterium solution600Centrifugation removal thalline, obtains supernatant when reaching 10
Liquid.
(3) microzyme culture medium (YPD culture mediums)
2g peptones (peptone), 2g glucose (Dextrose) and 1g yeast extracts (Yeast is sequentially added
Extract), subsequent moisturizing makes its volume reach the laggard horizontal high voltage sterilizings of 100mL.Bacterial strain is after culture medium activation, inoculation
Amount is the 10% of culture volume.Growth temperature is 25 DEG C, pH 7.0,100rpm are cultivated, the OD of bacterium solution600It is centrifuged when reaching 10
Thalline is removed, supernatant is obtained.
(4) filamentous fungi culture medium (malt extract)
2.0g glucose (Glucose), 1.0g peptones (peptone) and 2.0g brewer's worts (Malt is sequentially added
Extract), subsequent moisturizing makes its volume reach the laggard horizontal high voltage sterilizings of 100mL.Bacterial strain is after culture medium activation, inoculation
Amount is the 10% of culture volume.Growth temperature is 24-30 DEG C, pH 7.0,100rpm are cultivated, the OD of bacterium solution600When reaching 10 from
The heart removes thalline, obtains supernatant.
2. the preparation of mangrove bark extracting solution
Mangrove bark is cleaned and is blended, fiber ferment (Cellulase) is added with 2% (w/w) ratio is hydrolyzed in 50 DEG C
Reaction 180 minutes, after after 60 DEG C of drying in oven go moisture removal, homogeneous to be ground into mangrove bark powder, carry out ultrasonic wave auxiliary
Processing procedure is extracted, extraction conditions are 50% (v/v) ethyl alcohol, solid-liquid ratio 1:5, ultrasonic power 500W/L, ultrasonic frequency 40Hz,
50 DEG C of Extracting temperature, extraction remove ethyl alcohol after sixty minutes, in 60 DEG C of vacuum drying ovens, obtain the Fruit peel extract containing mangiferin.
3. fructosyl mango bioconversion reacts：
The aqueous solution of above-mentioned bacterium solution, above-mentioned mangrove bark extracting solution and a glycosyl donor is made an addition into water or phosphate-buffered
In brine (PBS), bioconversion reactions are carried out in 37 DEG C, so that mangiferin is transformed into fructosyl mangiferin, the reaction time is
96 hours.Being added to for the bacterium solution is totally converted the 10% of reaction solution volume, and the additive amount of the mangrove bark extracting solution is all to turn
Change the 10% of reaction solution volume, and the conversion reaction solution that the additive amount of the aqueous solution of glycosyl donor is every 100mL is containing 0~20 gram
Glycosyl (0~20w/v%).Fructosyl mangiferin content is analyzed with high performance liquid chromatography.
The step of above-mentioned bioconversion reaction is re-covered other than not adding aforementioned bacterium solution, and one be used as a contrast
The data of control group.
4. the high performance liquid chromatography (HPLC) of fructosyl mangiferin is quantitative
Precision weighs 1mg fructosyls mangiferin (Fructosylated mangiferin) standard items, with 50% ethyl alcohol
The reference substance solution for containing 0.01~1mg in 1mL is made in dissolving.Test sample is the liquid after the completion of conversion reaction, with
8000rpm is centrifuged 5 minutes, is taken supernatant, by the sample solution of 1mL, is utilized HPLC Atlantis T3 tubing strings (C18,4.6mm
Internal diameter × 250mm, 5 μm of grain sizes), mobile phase solution is acetonitrile:L% glacial acetic acid solutions (15:85), 25 DEG C of reaction temperature, flow velocity
It is set as 1.0mL/min, detector wavelength is set as 254 nm, and injected sample volume is 20 μ l.Sample is drawn out with syringe, then
After 0.22um PVDF filtering, do HPLC quantitative analyses (Guo Lingling, forbidden word, Liu Erwei, Han Lifeng, Wang Tao, 2013, mango
The measurement of mangiferin content in leaf, Tianjin University Of Traditional Chinese Medicine's journal, 32 (1)：43-45).
5. the liquid chromatography mass (LC-MS) of fructosyl mangiferin is identified
Use ZORBAX Eclipse XDB-C18Narrow Bore RR tubing strings (2.1x150mm, 3.5 μm).Mobile phase
Respectively 0.02% aqueous formic acid and 0.02% formic acid methanol solution, flow rate set are 0.2 ml/min.Elution (molten from) mistake
Journey is as follows：
| Time (min.) | 0.02% aqueous formic acid (%) | 0.02% formic acid methanol solution (%) |
| 0 | 95 | 5 |
| 2.5 | 95 | 5 |
| 50 | 0 | 100 |
| 70 | 0 | 100 |
Free mass spectrograph (eletrospray Ionozation, ESI-MS) is spilt with electricity using Micromass ZQ mass spectrographs
Collection of illustrative plates is obtained, wherein Cone voltages are 10V, 15V, 20V, 35V, 50V.
Results and discussion
1. the screening with the potentiality bacterial strain for converting mangiferin to fructosyl mangiferin
From the preservation of the living resources of Foodstuff Industrial Development Inst. of Financial Group Legal Persons's (TaiWan, China, Xinzhu City) and research center
(BCRC) preliminary screening has provided fructosyl in the lactic acid bacteria on living resources line in catalogue, bacterium, saccharomycete and filamentous fungi
Change enzyme activity (β-fructofuranosidase, fructosyl transferase) or there is tyrosinase
(Tyrosinase) the potentiality bacterial strain of inhibitory activity has 2 plants of bacteriums, 1 saccharomycete, 10 strains of lactic acid bacteria and 6 plants of filiforms respectively
Fungi totally 19 plants of potentiality bacterium.Each bacterial strain is activated according to preceding method, carries out bioconversion reaction, and come with high performance liquid chromatography
Fructosyl mangiferin content is analyzed, row fruit is tabulated for one.It can be seen that wherein four plants have potentiality, are respectively by one result of table
2 plants of bacterium Arthrobacter nicotiande BCRC 11219, Arthrobacter globiforms BCRC 10598,
1 saccharomycete Saccharomyces cerevisiae BCRC 20855 and 1 strains of lactic acid bacteria Lactobacillus
plantarum BCRC 11697.Application based on industry, with GRAS bacterial strains and fructosyl mangiferin content Gao Zhezuo
For target, therefore screening lactobacillus Lactobacillus plantarum are as the potentiality bacterial strain for the present invention.
Table one, mangiferin are converted into the screening of the potentiality bacterial strain of fructosyl mangiferin
Note：N.D*=is not measured
2. different Lactobacillus plantarum bacterial strains are converted into the capability analysis of fructosyl mangiferin
Collect different L.plantarum bacterial strains, be respectively L.plantarum BCRC 11697, BCRC 12327,
BCRC 14059, BCRC 15478, BCRC 17178, BCRC 17638 activate each bacterial strain according to preceding method, carry out biology and turn
Change reaction, and fructosyl mangiferin content is analyzed with high performance liquid chromatography, row fruit is tabulated for two.As shown in Table 2,
The ability that Lactobacillus plantarum BCRC 11697 are converted into fructosyl mangiferin is best.
Table two, difference Lactobacillus plantarum are matrix using mangrove bark extracting solution, are converted into fructosyl
Change the result of mangiferin
3. uv absorption spectra analysis result
Fig. 1 and Fig. 2 is 50 μ g/mL fructosyl mangiferin standard solutions and with Lactobacillus respectively
Ultraviolet light of the fluid product obtained after the progress bioconversion reactions of plantarum BCRC 11697 in 200.0~400.0nm
Abosrption spectrogram.By Fig. 1 and Fig. 2 it is found that fructosyl mangiferin standard items with Lactobacillus plantarum
It is consistent that BCRC 11697 carries out the absorption curve peak shape of fluid product obtained after bioconversion reaction, and respectively 238,254,
There is absorption peak at 317 and 367nm wavelength, wherein most strong with the absorption peak at 254nm.Therefore, it is with 254nm in the present invention
The fructosyl mangiferin content of the fluid product obtained after fructosyl mangiferin standard items and progress bioconversion reaction
Measure wavelength.
4.LC-MS analysis results
Fig. 3 and Fig. 4 is fructosyl mangiferin standard items and with Lactobacillus plantarum BCRC respectively
The LC-MS collection of illustrative plates for the supernatant that centrifugation thalline obtains after 11697 progress bioconversion reactions.Compare the LC-MS figures of Fig. 3 and Fig. 4
Spectrum, it can be seen that carry out containing fructosyl mango really in the conversion product obtained after bioconversion reaction in the process of the present invention
Glycosides.
5. more different glycosyl donors are converted into bacterial strain the influence of fructosyl mangiferin
Lactobacillus plantarum BCRC 11697 and different glycosyl donor (sugarcanes are used in preceding method
Sugar, glucose, fructose) carry out bioconversion reaction result be shown in Fig. 5, from wherein it can be seen that sucrose have highest fruit
Mangiferin transformation efficiency is glycosylated, when transformation time is interior when 24 is small, fructosyl mangiferin content is up to 35 μ g/ of opposite high point
mL。
6. inquiring into comparison of the different proportion sucrose glycosyl to fructosyl mangiferin transformation efficiency
Fig. 6 is compared under the sucrose glycosyl for adding 0.5%~20% (w/v), to fructosyl mangiferin transformation efficiency
Influence.Control group is to be not added with 11697 bacterium solutions of Lactobacillus plantarum BCRC, only adds 0.5% glycosyl and carries out
The result of conversion.Fructosyl mangiferin content was 25 μ g/mL at 0 hour.By Fig. 6 results it can be seen that, it is highly concentrated in sucrose glycosyl
It spends between (20%) and low concentration (0.5%), carries out the time of bioconversion reaction at 6 hours, fructosyl mangiferin
Content can reach relatively high value.In addition in 0.5% sucrose glycosyl, this organizes its average conversion efficiency better than other high concentration groups.Figure
0.5% glycosyl and the condition of conversion in 6 hours have highest fructosyl mangiferin content in 6, compare control group up to 57 μ g/mL
25 μ g/mL promote 1 times or more.
Any numerical value mentioned in the present invention, if between any minimum and any of the highest value be there are two
The interval of unit includes then each all values for increasing a unit from minimum to peak.For example, if statement is a kind of
The value of the state-variables such as the amount of component, or temperature, pressure, time is 50-90, in the present specification it means that specific
List 51-89,52-88 ... and the numerical value such as 69-71 and 70-71.For the value of non-integer, can with due regard to
0.1,0.01,0.001 or 0.0001 is a unit.This is only some special examples indicated.In this application, with similar side
The all possible combinations of formula, the numerical value between cited minimum and peak are considered to have disclosed.
It should be noted that embodiment described above is only used for explaining the present invention, do not constitute to any of the present invention
Limitation.By referring to exemplary embodiments, invention has been described, it should be appreciated that word used in it is descriptive
With explanatory vocabulary, rather than limited vocabulary.The present invention can be made within the scope of the claims by regulation
Modification, and the present invention is revised in without departing substantially from scope and spirit of the present invention.Although the present invention described in it relates to
And specific method, material and embodiment, it is not intended that the present invention is limited to particular case disclosed in it, on the contrary, this hair
It is bright to can be extended to other all methods and applications with the same function.
Claims (15)
1. a kind of method increasing the fructosyl mangiferin content in plant extraction liquid, comprises the steps of：
One plant extraction liquid containing mangiferin is provided；And
One glycosyl donor is added in the plant extraction liquid, is given birth in the presence of a substance with fructosyl enzymatic activity
Object conversion reaction makes the mangiferin be converted into fructosyl mangiferin, should be wherein logical with the substance of fructosyl enzymatic activity
The fermentation that preserving number is crossed as the lactic acid bacteria (Lactobacillus plantarum) of BCRC 11697 generates.
2. method as claimed in claim 1, the wherein plant extraction liquid are mangrove bark extracting solution.
3. method as claimed in claim 1, the wherein glycosyl donor are sucrose or glucose.
4. method as claimed in claim 1, the wherein glycosyl donor are sucrose.
5. the method as described in any one of claim 1-4, the wherein preserving number are the lactic acid bacteria of BCRC 11697
(Lactobacillus plantarum) is incorporated into the plant extraction liquid.
6. the method as described in any one of claim 1-4, the wherein preserving number are the lactic acid bacteria of BCRC 11697
One zymotic fluid of (Lactobacillus plantarum) is incorporated into the plant extraction liquid.
7. the method as described in any one of claim 1-4, the wherein preserving number are the lactic acid bacteria of BCRC 11697
The one fermented liquid supernatant liquid of (Lactobacillus plantarum) is incorporated into the plant extraction liquid.
8. the method as described in any one of claim 1-4, wherein being purified from the breast that the preserving number is BCRC 11697
The fructosyl enzyme of one fermented liquid supernatant liquid of sour bacterium (Lactobacillus plantarum) is incorporated into the plant extraction liquid
In.
9. the reaction of method as claimed in claim 5, the wherein bioconversion in a lactic acid bacteria culturing medium, 20-40 DEG C and do not stir
It mixes or mixing speed is no more than carrying out 0.5 to 96 hour under 400rpm, and on the basis of the culture medium of 100mL, glycosyl confession
The dosage of body is 1-20 grams, and the dosage of the plant extraction liquid is 1-60mL and the dosage of the lactic acid bacteria is 105~107CFU/mL。
10. the reaction of method as claimed in claim 6, the wherein bioconversion in a lactic acid bacteria culturing medium, 20-40 DEG C and do not stir
It mixes or mixing speed is no more than carrying out 0.5 to 96 hour under 400rpm, and on the basis of the culture medium of 100mL, glycosyl confession
The dosage of body is 1-20 grams, and the dosage of the plant extraction liquid is 1-60mL and the dosage of the zymotic fluid is 1-60mL.
11. the reaction of method as claimed in claim 7, the wherein bioconversion in a lactic acid bacteria culturing medium, 20-40 DEG C and do not stir
It mixes or mixing speed is no more than carrying out 0.5 to 96 hour under 400rpm, and on the basis of the culture medium of 100mL, glycosyl confession
The dosage of body is 1-20 grams, and the dosage of the plant extraction liquid is 1-60mL and the dosage of the fermented supernatant fluid is 1-60mL.
12. a kind of carrying out mangiferin using the lactic acid bacteria (Lactobacillus plantarum) that preserving number is BCRC 11697
The purposes of fructosyl mangiferin is generated with the bioconversion reaction of glycosyl donor.
13. an a kind of zymotic fluid using the lactic acid bacteria (Lactobacillus plantarum) that preserving number is BCRC 11697
Carry out the purposes of the bioconversion reaction generation fructosyl mangiferin of mangiferin and glycosyl donor.
14. in an a kind of fermentation using the lactic acid bacteria (Lactobacillus plantarum) that preserving number is BCRC 11697
Clear liquid carries out the purposes of the bioconversion reaction generation fructosyl mangiferin of mangiferin and glycosyl donor.
15. a kind of use is purified from the lactic acid bacteria (Lactobacillus plantarum) that the preserving number is BCRC 11697
The fructosyl enzyme of one fermented supernatant fluid carries out mangiferin and the bioconversion reaction of glycosyl donor generates fructosyl mangiferin
Purposes.
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Citations (6)
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|---|---|---|---|---|
| FR2882762A1 (en) * | 2005-03-04 | 2006-09-08 | Biolog Vegetale Yves Rocher Sa | Glycosylation of mangiferine by biocatalyst, useful in cosmetic field to protect skin comprises contacting mangiferine with a glycosyltransferase enzyme, in the presence of a sugar donor |
| US20100249046A1 (en) * | 2007-11-22 | 2010-09-30 | Houlei Teng | Novel mangiferin calcium salts, the method for its preparation and its use |
| CN102443027A (en) * | 2010-10-13 | 2012-05-09 | 南京工业大学 | Fructose glycosylation puerarin, preparation method and application thereof |
| CN102732456A (en) * | 2012-06-06 | 2012-10-17 | 南京工业大学 | Organic solvent-tolerant glycosidase Fru6, its mutant and its applications |
| WO2013004086A1 (en) * | 2011-07-06 | 2013-01-10 | 南京工业大学 | Fructosylated mangiferin and preparation method therefor and use thereof |
| CN105349508A (en) * | 2013-10-28 | 2016-02-24 | 光明乳业股份有限公司 | Application of novel fructosidase coding gene |
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2017
- 2017-03-08 TW TW106107637A patent/TWI626313B/en active
- 2017-04-19 CN CN201710257146.8A patent/CN108570487B/en active Active
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2882762A1 (en) * | 2005-03-04 | 2006-09-08 | Biolog Vegetale Yves Rocher Sa | Glycosylation of mangiferine by biocatalyst, useful in cosmetic field to protect skin comprises contacting mangiferine with a glycosyltransferase enzyme, in the presence of a sugar donor |
| US20100249046A1 (en) * | 2007-11-22 | 2010-09-30 | Houlei Teng | Novel mangiferin calcium salts, the method for its preparation and its use |
| CN102443027A (en) * | 2010-10-13 | 2012-05-09 | 南京工业大学 | Fructose glycosylation puerarin, preparation method and application thereof |
| WO2013004086A1 (en) * | 2011-07-06 | 2013-01-10 | 南京工业大学 | Fructosylated mangiferin and preparation method therefor and use thereof |
| CN102732456A (en) * | 2012-06-06 | 2012-10-17 | 南京工业大学 | Organic solvent-tolerant glycosidase Fru6, its mutant and its applications |
| CN105349508A (en) * | 2013-10-28 | 2016-02-24 | 光明乳业股份有限公司 | Application of novel fructosidase coding gene |
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