CN100427606C - Method for preparing 14C or 3H marked natural active abscisic acid - Google Patents

Method for preparing 14C or 3H marked natural active abscisic acid Download PDF

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CN100427606C
CN100427606C CNB2005100218252A CN200510021825A CN100427606C CN 100427606 C CN100427606 C CN 100427606C CN B2005100218252 A CNB2005100218252 A CN B2005100218252A CN 200510021825 A CN200510021825 A CN 200510021825A CN 100427606 C CN100427606 C CN 100427606C
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mark
natural active
dormin
preparation according
fermentation
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CN1944659A (en
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雷宝良
谭红
李志东
周金燕
杨杰
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Chengdu Institute of Biology of CAS
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Chengdu Institute of Biology of CAS
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Abstract

The present invention discloses method of preparing 14C or 3H marked natural active abscisic acid. Through fermentation with natural active abscisic acid producing strain and 14C or 3H marked saccharide, especially monosaccharide, disaccharide, glucose, cane sugar, lactose, etc. as the substrate, ethyl acetate extraction or resin column eluting separation of the fermented liquid, and crystallization and re-crystallization purifying, 14C or 3H marked natural active abscisic acid 14C-S-ABA or 3H-S-ABA may be prepared.

Description

Preparation 14C or 3The method of the natural active dormin of H mark
Technical field
The invention provides a kind of fungal bacterial strain that produces natural active dormin that utilizes, add radiolabeled substrate in the fermenting process, preferably add with 14C or 3The carbohydrate of H mark, particularly monose and disaccharides are substrate as glucose, sucrose, lactose, maltose and fructose etc., preparation 14C or 3The natural active dormin of H mark ( 14C-S-ABA, 3H-S-ABA) method.
Background technology
PBI 58 (S-ABA) is one of five big plant hormones of having found in the world at present.PBI 58 is owing to have very strong adjusting activity to growing of farm crop, can promote the maturation of fruit class, cereal, beans to grow, can increase substantially its output and quality, can strengthen greatly again that it is cold-resistant, drought resisting and anti-salt alkali ability, thereby have broad application prospects.At present, dormin has been deep into vegetable cell and genetically engineered level in the research of basic field.Particularly in recent years, the PBI 58 fermentation manufacturing technique was greatly improved, and entered suitability for industrialized production, dormin field experiment and land for growing field crops promote and to be developed rapidly.The research of dormin is just in the ascendant with application.
External source is used dormin, follows the trail of it in endophytic migration and distribution, and the Study on Physiological Effects that acts on plant for dormin is most important, and the dormin of practical technique use to(for) the land for growing field crops is also very crucial.But dormin is very little at the intravital content of plant, measures very difficultly, particularly will follow the trail of dormin in intravital metabolism of plant and distribution, and the difference of distinguishing the inside and outside source of dormin in the plant tissue hardly may especially.
14C or 3The natural active dormin of H mark can address this problem.It is easy to detect, but detected level is few, and is highly sensitive.If can with 14C-S-ABA, 3H-S-ABA is applied to physiologically active of plant research, will greatly promote the research work in this field.
But, 14C or 3The production of the natural active dormin of H mark is very difficult.So far, the whole world does not still have this product, does not have corresponding production technology report yet.
Summary of the invention
The present invention obtains breaking through in PBI 58 fermentative production technology, and the output of dormin and the transformation efficiency of substrate are greatly improved on the basis of (patent 00132024.6), have studied and have utilized the production of radioactivity carbohydrate substrate 14C or 3The technology of the natural active dormin of H mark, and obtained success, thus finish the present invention.
One object of the present invention, be seek to utilize the fungi that produces dormin with 14C or 3The radiolabeled carbohydrate of H is a substrate, production radio-labeling PBI 58 ( 14C-S-ABA, 3H-S-ABA) fermentative production technology and technology.
Another object of the present invention is to seek suitable radioactive substrates additional way, at utmost improves radioactive substrates transformation efficiency, radioactive product 14C-S-ABA, 3The rate of recovery of H-S-ABA and specific radioactivity.
The present invention is not limited to a certain dormin and produces bacterium, it can be that (for example, Botrytiscinera), the mould genus of tail spore (for example for Botryomyces, Cercospora rosicola), the fungi and the genetic improvement bacterium thereof of Aspergillus (Aspergillus) or other generation natural active dormin.
More particularly, the invention provides a kind of preparation radio-labeling natural active dormin 14C-S-ABA, 3The method of H-S-ABA, it comprises following steps:
The fungi that can produce natural active dormin at the level liquid substratum (for example, culture medium A hereinafter described) goes up cultivation, described fungi is selected from: Botrytis (for example, Botrytis cinerea), the mould genus of tail spore (for example, Cercospora rosicola), Penicillium (Penicillium), the genetic improvement bacterium of Aspergillus (Aspergillus) and above-mentioned bacterial strains etc.
With above-mentioned cultured first step seed liquor be inoculated in cultivate one suitable period in the second stage liquid nutrient medium (for example, substratum B hereinafter described) after, begin to carry out second stage liquid nutrient medium fed batch fermentation and cultivate.
Flow feeding liquid is added radiolabeled substrate by control, preferably adds radiolabeled carbohydrate, particularly monose and disaccharides and comes the synthesizing radioactive dormin.These radiolabeled carbohydrates comprise 14C or 3The glucose of H mark, sucrose, lactose, fructose, maltose etc., (for example, feed supplement liquid C hereinafter described); The radiolabeled carbohydrate of adding makes intrinsic specific activity in the fermention medium of second stage liquid culture at 1.0-1000.0 μ Ci/mL, and preferable range is 10.0-400.0 μ Ci/mL.
From above-mentioned fermentation culture, collect the radio-labeling dormin of gained.
Specific embodiments of the present invention is, the botrytis sp bacterium of employing generation natural active dormin (for example, Botrytis cinerea), tail spore mould (for example, Cercospora rosicola), the fungi and the genetic improvement bacterium thereof of aspergillus tubigensis (Aspergillus) or other generation natural active dormin, carry out second order fermentation on the liquid medium within and cultivate, select different substratum for use at every grade of fermentation stage.In second stage fermentation, to be suitable for the liquid nutrient medium of second stage fermentation, the substratum B that hereinafter describes for example, as fermention medium, cultivate for some time under the suitable temperature after, for example, at about 25 ℃-29 ℃ after fermentation culture 12-72 hour, beginning liquid feed supplement liquid C flow feeding.
Second stage liquid culture flow feeding (for example feed supplement liquid C) mode can adopt continuously (at the uniform velocity or at the uniform velocity non-) stream to add and/or the intermittent type fed-batch mode, and the intermittent flow add mode is preferred.
Described continuously (at the uniform velocity or at the uniform velocity non-) fed-batch mode, be to add second stage fermentor tank, until stopping fermentation (following jar) precedent such as about 10 hours with liquid nutrient medium (for example feed supplement liquid C) Continuous Flow that certain stream rate of acceleration (at the uniform velocity or at the uniform velocity non-) will be suitable for second stage fermentation.
Described intermittent type fed-batch mode is the mode that adds a defective material with certain interval of time, and liquid nutrient medium (for example feed supplement liquid C) stream that intermittent type will be suitable for second stage fermentation adds second stage fermentor tank.Intermittent time is preferably every feed supplement in 5-30 hour 1-5 time, more preferably about feed supplement in 10 hours at interval 1 time.Those skilled in the art also can adopt other suitable timed interval feed supplement as required.
Fermentation condition: 23 ℃-29 ℃ of temperature, pH:4-7
Fermentation time: 8-9 days.
Adopt technology of the present invention, when fermenting in the second stage, a liquid nutrient medium flow feeding and without discharging.
Radio-labeling dormin in the fermentation ferment nutrient solution reclaims with usual manner, for example adopt organic solvent extractionprocess, ion-exchange-resin process, macroporous adsorbent resin method, silica gel column chromatography and active carbon adsorption etc. to extract after, promptly get white crystals 14C or 3H radio-labeling dormin.
In preferred specific embodiments, the present invention also adopts for example new bacterial strain and is more suitable for further improving the fall output of depickling of natural radioactivity in thalli growth, the technical schemes such as culture medium prescription of producing acid.
The inventive method can adopt the bacterial strain of known generation natural active dormin, for example, the Botrytis bacterium of generation natural active dormin known or that obtained by genetic engineering or genetic engineering method (for example, Botrytis cinerea), the mould genus of tail spore bacterium (for example, Cercospora rosicola), Aspergillus bacterium (Aspergillus), or other produces the fungi and the genetic improvement bacterium thereof of natural active dormin.In preferred the inventive method, use the high-yield strains of known generation dormin, Botrytis cinereaTB-3-H8 for example, TBI-9, FermP-6156, B.C.FD338 etc., in most preferred the inventive method, use new bacterial strain: dormin superior strain Botrytis cinerea (Botrytis cinerea) TBI-9 (in the preservation of common micro-organisms center, October 26 2000 preservation day, preserving number CGMCC No.0500).
Technological process of the present invention adopts second order fermentation, adopt second order fermentation prepare dormin be known (referring to, for example, CN1182798A).The requirement different according to secondary, select three kinds of different substratum and feed supplement liquid to ferment respectively, these substratum and feed supplement liquid can be disclosed substratum among the substratum that is suitable for this purpose well known by persons skilled in the art or the present invention, and it is preferred using substratum of the present invention.In preferred technology of the present invention, adopt following substratum and feed supplement liquid A, B, C to carry out second order fermentation.In second order fermentation, select three kinds of different substratum and feed supplement liquid A, B, C respectively, it is specifically composed as follows:
Culture medium A
Glucose 0.2％-3％ Extractum carnis 0.1％-1％
Wheat bran 1％-5％ Sucrose 1％-4％
Ammonium nitrate 0.1％-2％ Sal epsom 0.01％-0.1％
Maltose 0.1％-3％
Substratum B
Composition General range Preferable range Most preferred range
Dextrin 1.0％-30.0％ 5.0％-20.0％ 5.0％-10.0％
Wheat bran 0.1％-20.0％ 0.1％-5.0％ 0.3％-2.0％
Ethylene glycol 0.01％-10.0％ 0.01％-5.0％ 0.02％-0.5％
Glycerine 0.1％-20.0％ 0.1％-3.0％ 0.1％-0.3％
Lipid acid 0.1％-10.0％ 0.1％-5.0％ 0.1％-2.0％
Glucose 0.1％-25.0％ 0.1％-5.0％ 0.5％-2.0％
Maltose 0.1％-20.0％ 0.1％-7.0％ 0.5％-3.0％
Sucrose 0.1％-30.0％ 0.5％-30.0％ 1.0％-5.0％
Waste molasses 0.1％-50.0％ 0.1％-20.0％ 1.0％-10.0％
Lactose 0.1％-50.0％ 0.1％-20.0％ 0.1％-1.0％
Soybean cake powder 0.01％-20.0％ 0.01％-2.0％ 0.01％-1.0％
VitB1 0.0001％-5.0％ 0.0001％-5.0％ 0.0001％-0.5％
Potassium hydrogen phosphate 0.001％-10.0％ 0.01％-1.0％ 0.01％-0.1％
Potassium primary phosphate 0.001％-10.0％ 0.01％-1.0％ 0.01％-0.1％
Feed supplement liquid C
Composition General range Preferable range Most preferred range
Ammonium nitrate 0.1％-25.0％ 0.1％-5.0％ 0.5％-3.0％
14C or 3H glucose, or: 14C or 3H maltose or: 14C or 3H sucrose or: 14C or 3H waste molasses or: 14C or 3The H lactose or: 14C or 3H fructose 0.1％-25.0％ 0.1％-20.0％ 0.1％-30.0％ 0.1％-50.0％ 0.1％-50.0％ 0.01％-20.0％ 0.1％-5.0％ 0.1％-7.0％ 0.5％-30.0％ 0.1％-20.0％ 0.1％-20.0％ 0.01％-2.0％ 0.5％-2.0％ 0.5％-3.0％ 1.0％-5.0％ 1.0％-10.0％ 0.1％-1.0％ 0.01％-1.0％
Soybean cake powder 0.01％-20.0％ 0.01％-2.0％ 0.01％-1.0％
The zymotechnique whole process of the preferred embodiment of the invention is:
Bacterial classification inoculation after the activation in culture medium A, in solid culture or the triangular flask 23 ℃ after-29 ℃ of following shake-flask culture 24-76 hours, is inoculated in the inoculum size of 10%-50% and carries out fermentative production in the fermentor tank that is added with sterilising medium B.Second order fermentation as fermention medium, at about 23 ℃-29 ℃ after fermentation culture 12-72 hour, begins the flow feeding with feed supplement liquid C with substratum B.Feed supplement liquid C flow feeding mode has two kinds: a kind ofly be continuously that (at the uniform velocity or at the uniform velocity non-) stream adds, a kind of is that intermittent type stream adds, and the latter is preferred.
Before adopting during a kind of mode, with the speed of 0.1mL/h-5L/h (at the uniform velocity or at the uniform velocity non-) flow feeding liquid C continuously, until stopping fermentation (following jar) precontract 10 hours.
When adopting a kind of mode in back, intermittent type flow feeding liquid C then, the intermittent time can be every feed supplement in 5-30 hour 1-5 time, is preferably about interval feed supplement in 10 hours 1 time, and each feed supplement amount is the 0.05%--1.5% of fermented liquid cumulative volume, preferably 0.1%--0.7%.
With after the extractions such as fermented liquid organic solvent extractionprocess, ion-exchange-resin process, macroporous adsorbent resin method, silica gel column chromatography and active carbon adsorption, promptly get white crystals after the fermentation ends 14C or 3H mark PBI 58 ( 14C-S-ABA, 3H-S-ABA).
Fermentation condition: 23 ℃-29 ℃ of temperature, pH:4-7
Fermentation time: 8-9 days.
Adopt the inventive method fermentative production 14C or 3H mark PBI 58 can be added radiolabeled carbohydrate, particularly monose and disaccharides comes the synthesizing radioactive dormin by control.These radiolabeled carbohydrates comprise 14C or 3The glucose of H mark, sucrose, lactose, fructose or maltose; The radiolabeled carbohydrate of adding makes intrinsic specific activity in the fermention medium of second stage liquid culture at 1.0-1000.0 μ Ci/mL, and preferable range is 10.0-400.0 μ Ci/mL.
Fungi utilizes the carbohydrate substrate not only to produce dormin, more is synthetic thalline and other by product.Suitable substrate additional way can make that radioactive substrates at utmost is converted into 14C-S-ABA.We have adopted following substrate additional way: the one, and in batch fermentation, after reaching maximum, the bacterium amount adds radioactive substrates again; The 2nd, in fed-batch batch fermentation and continuous feeding batch fermentation, select the highest time section of substrate conversion efficiency: ferment and added radioactive substrates in 2-15 days.
The present invention adopts following non-limiting example to be described further.
For this reason, experimentize with Botrytis cinerea (Botrytis cinerea) TB-3-H8 bacterial strain or TBI-9, TB-3-H8 (bacterial classification name Botrytis cinerea (Botrytis cinerea) can be by document: " Tan Hong etc.; utilize protoplastis induced-mutation technique screening dormin superior strain; use and the environmental organism journal; 1998,4 (3): 281-285; " the method acquisition, prove feasibility of the present invention thus.
Description of drawings
Accompanying drawing is a full process flow sheet of the present invention.
Embodiment
Embodiment 1
250mL shakes bottled culture medium A 50mL, inoculation Botrytis cinerea TB-3-H8 spore suspension, and 25 ℃, 200rpm cultivated 24-50 hour.This seed liquor is inoculated in the 50mL that 15mL substratum B is housed by 30% inoculum size and shakes bottle, and 23-29 ℃, 200rpm cultivates.After cultivating the 4th day, add 2mCi 14The glucose of C mark, or 14The sucrose of C mark, or 14The lactose of C mark stopped fermentation to the 9th day.Filtering fermentation liquor, filtrate is used ethyl acetate extraction, obtains through silicagel column separation and purification, crystallization, recrystallization then 14The pure crystalline substance of C-S-ABA, this 14Total intensity of radioactivity of the pure product of C-S-ABA is 25 μ Ci.
Embodiment 2
250mL shakes bottled culture medium A 50mL, inoculation Botrytis cinerea TBI-9 spore suspension, and 25 ℃, 150rpm cultivated 24-50 hour.This seed liquor is inoculated in by 20% inoculum size 1000mL substratum B is housed, and volume is in the fermentor tank of 2500mL, and 24-28 ℃, the 500rpm fermentation culture.Cultivate after 4 days, every 10 hours intermittent injecting feed supplement liquid C 1mL, feed supplement liquid C is 12mL altogether, wherein contains 14C or 3Total intensity of radioactivity of the radiolabeled glucose of H is 10mCi.Feed supplement to the finished in 8 days, and the 9th day finishes to ferment.Fermented liquid after filtration, filtrate is used ethyl acetate extraction, obtains through silicagel column separation and purification, crystallization, recrystallization then 14C-S-ABA, 3The pure product of H-S-ABA, its total intensity of radioactivity are 150 μ Ci.
Embodiment 3
Three 250mL shake bottle, every bottled substratum 50mL, and inoculation Botrytis cinerea TB-3-H8 spore suspension, 25 ℃, 200rpm cultivated 24-50 hour.This seed liquor is inoculated in the 5L fermentor tank that the 1500mL substratum is housed by 10% inoculum size.23-28 ℃, the 500rpm fermentation.Feed supplement liquid C is added in the beginning in the 4th day of fermenting continuously, and feed supplement speed is 0.2mL/h; Feed supplement liquid C contains 14C or 3Total intensity of radioactivity of the radiolabeled glucose of H be 20mCi (or: feed supplement liquid C contains 14C or 3Total intensity of radioactivity of the radiolabeled sucrose of H is 20mCi).Feed supplement liquid is added continuously to fermentation 9 days, following jar.Filtering fermentation liquor, filtrate obtains through silicagel column separation and purification, crystallization, recrystallization then with macroporous resin adsorption, wash-out 14C-S-ABA or 3The pure product of H-S-ABA, its total intensity of radioactivity are 500 μ Ci.

Claims (12)

1. one kind prepares 14C or 3The method of the natural active dormin of H mark, comprise following steps: dormin is produced bacterium Botrytis (Botrytis cinera) or mould genus of tail spore (Cercospora rosicola) or Aspergillus (Aspergillus), in first step seed culture medium, cultivate; Above-mentioned cultured seed liquid is inoculated in the fermention medium, begins to carry out second stage liquid nutrient medium fed batch fermentation and cultivate, add in the fermenting process 14C or 3The radioactive substrates of H mark; Above-mentioned fermentation culture is obtained through ethyl acetate extraction or the separation of resin column wash-out, crystallization, recrystallization purifying 14C or 3The natural active dormin of H mark 14C～S～ABA or 3H～S～ABA.
2. preparation according to claim 1 14C or 3The method of the natural active dormin of H mark is characterized in that: used fungi is Botrytis cinerea (Botrytis cinerea) TBI-9 bacterial strain, i.e. CGMCC No.0500 bacterial strain.
3. preparation according to claim 1 14C or 3The method of the natural active dormin of H mark is characterized in that: the flow feeding liquid of second stage liquid culture adopts at the uniform velocity or non-at the uniform velocity Continuous Flow adds and/or the intermittent type fed-batch mode.
4. preparation according to claim 3 14C or 3The method of the natural active dormin of H mark is characterized in that: be every feed supplement in 5-30 hour 1-5 time the pitch time that described employing intermittent type mode is carried out flow feeding.
5. preparation according to claim 1 14C or 3The method of the natural active dormin of H mark is characterized in that: add in the fermentation culture process 14C or 3The radioactive substrates of H mark is 14C or 3The carbohydrate of H mark.
6. preparation according to claim 5 14C or 3The method of the natural active dormin of H mark is characterized in that: add in the fermentation culture process 14C or 3The carbohydrate of H mark is monose or disaccharides.
7. preparation according to claim 5 14C or 3The method of the natural active dormin of H mark is characterized in that: add in the fermentation culture process 14C or 3The carbohydrate of H mark is glucose, sucrose, lactose, maltose or fructose.
8. preparation according to claim 1 14C or 3The method of the natural active dormin of H mark is characterized in that: the composition of the flow feeding liquid of second stage liquid culture is:
Composition range
Ammonium nitrate 0.1%～25.0%
14C or 3H glucose, 0.1%～25.0%
Or: 14C or 3H maltose 0.1%～20.0%
Or: 14C or 3H sucrose 0.1%～30.0%
Or: 14C or 3H waste molasses 0.1%～50.0%
Or: 14C or 3H lactose 0.1%～50.0%
Or: 14C or 3H fructose 0.01%～20.0%
Soybean cake powder 0.01%～20.0%.
9. preparation according to claim 1 14C or 3The method of the natural active dormin of H mark is characterized in that: the composition of the flow feeding liquid of second stage liquid culture is:
Composition range
Ammonium nitrate 0.1%～5.0%
14C or 3H glucose, 0.1%～5.0%
Or: 14C or 3H maltose 0.1%～7.0%
Or: 14C or 3H sucrose 0.5%～30.0%
Or: 14C or 3H waste molasses 0.1%～20.0%
Or: 14C or 3H lactose 0.1%～20.0%
Or: 14C or 3H fructose 0.01%～2.0%
Soybean cake powder 0.01%～2.0%.
10. preparation according to claim 1 14C or 3The method of the natural active dormin of H mark is characterized in that: the composition of the flow feeding liquid of second stage liquid culture is:
Composition range
Ammonium nitrate 0.5%～3.0%
14C or 3H glucose, 0.5%～2.0%
Or: 14C or 3H maltose 0.5%～3.0%
Or: 14C or 3H sucrose 1.0%～5.0%
Or: 14C or 3H waste molasses 1.0%～10.0%
Or: 14C or 3H lactose 0.1%～1.0%
Or: 14C or 3H fructose 0.01%～1.0%
Soybean cake powder 0.01%～1.0%.
11. according to claim 1 or 2 or 3 or 5 or 8 or 9 or 10 described preparations 14C or 3The method of the natural active dormin of H mark is characterized in that: it is 1.0～1000.0 μ Ci/mL that the radioactive substrates of interpolation should make the intrinsic specific activity scope in the fermention medium of second stage liquid culture.
12. according to claim 1 or 2 or 3 or 5 or 8 or 9 or 10 described preparations 14C or 3The method of the natural active dormin of H mark is characterized in that: it is 10.0～400.0 μ Ci/mL that the radioactive substrates of interpolation should make the intrinsic specific activity scope in the fermention medium of second stage liquid culture.
CNB2005100218252A 2005-10-08 2005-10-08 Method for preparing 14C or 3H marked natural active abscisic acid Expired - Fee Related CN100427606C (en)

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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6135838B2 (en) * 1981-09-22 1986-08-15 Noda Sangyo Kagaku Kenkyusho
JPH067180A (en) * 1992-06-25 1994-01-18 Toray Ind Inc Production of natural-type abscisic acid
CN1182798A (en) * 1996-11-18 1998-05-27 中国科学院成都生物研究所 Method for producing natural abscisic acid by fungus fermentation
CN1355318A (en) * 2000-11-27 2002-06-26 中国科学院成都生物研究所 Process for preparing natural active dormin

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6135838B2 (en) * 1981-09-22 1986-08-15 Noda Sangyo Kagaku Kenkyusho
JPH067180A (en) * 1992-06-25 1994-01-18 Toray Ind Inc Production of natural-type abscisic acid
CN1182798A (en) * 1996-11-18 1998-05-27 中国科学院成都生物研究所 Method for producing natural abscisic acid by fungus fermentation
CN1355318A (en) * 2000-11-27 2002-06-26 中国科学院成都生物研究所 Process for preparing natural active dormin

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
真菌发酵生产天然脱落酸. 谭红.精细与专用化学品，第24卷. 2002 *

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