JPH0753311A - Reducing agent for oxalic acid content in plant - Google Patents
Reducing agent for oxalic acid content in plantInfo
- Publication number
- JPH0753311A JPH0753311A JP5205078A JP20507893A JPH0753311A JP H0753311 A JPH0753311 A JP H0753311A JP 5205078 A JP5205078 A JP 5205078A JP 20507893 A JP20507893 A JP 20507893A JP H0753311 A JPH0753311 A JP H0753311A
- Authority
- JP
- Japan
- Prior art keywords
- oxalic acid
- acid content
- plant
- reducing agent
- reducing
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Abstract
Description
【0001】[0001]
【産業上の利用分野】本発明は、植物に適用することに
より植物の蓚酸含量を低減せしめ、味や栄養面で優れた
植物とすることのできる蓚酸含量低減剤に関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an oxalic acid content-reducing agent which can be applied to plants to reduce the oxalic acid content of the plants and to make the plants excellent in taste and nutrition.
【0002】[0002]
【従来の技術及び発明が解決しようとする課題】蓚酸は
植物に広く分布する有機酸であり、植物のえぐ味の原因
の一つとなり、「アク」を構成するものの一つである。
従って、蓚酸含量は野菜等の品質を決定する重要なファ
クターの一つである。特に近年においては、野菜をサラ
ダ等として生食する機会が増えており、味の面から野菜
中の蓚酸含量の低減化が切望されている。BACKGROUND OF THE INVENTION Oxalic acid is an organic acid that is widely distributed in plants and is one of the causes of the astringent taste of plants and one of the constituents of "aku".
Therefore, the oxalic acid content is one of the important factors that determine the quality of vegetables and the like. Particularly in recent years, the opportunity to eat vegetables as a salad or the like has been increasing, and from the viewpoint of taste, reduction of the oxalic acid content in vegetables has been earnestly desired.
【0003】一方、野菜の栄養学的見地から見ると、蓚
酸はカルシウムと結合して不溶物を形成し、体内へのカ
ルシウムの吸収を阻害するため好ましくない。更に、尿
路結石の成分の60重量%以上が蓚酸カルシウムである
ことから、蓚酸は結石の原因となる。On the other hand, from the nutritional point of view of vegetables, oxalic acid is not preferable because it binds to calcium to form an insoluble substance and inhibits absorption of calcium into the body. Furthermore, since 60% by weight or more of the components of urinary tract stones are calcium oxalate, oxalic acid causes stones.
【0004】また、人体への蓚酸の摂取はほとんど野菜
に由来していることから、野菜の蓚酸含量を低減させる
ことは重要な問題である。Further, since the intake of oxalic acid into the human body is mostly derived from vegetables, it is an important problem to reduce the oxalic acid content of vegetables.
【0005】従来、ホウレンソウやコマツナは、アク抜
きと称してゆでこぼすことにより蓚酸含量減少させるこ
とが行なわれているが、このアク抜きで減少する蓚酸量
は全体の2割程度にすぎない。[0005] Conventionally, spinach and komatsuna have been called bleaching to reduce the oxalic acid content by spilling, but the oxalic acid content reduced by this bleaching is only about 20% of the whole.
【0006】また、品種、施肥、収穫時期等を調整して
蓚酸含量の低い野菜を生産しようとする試みがあった
が、いまだ満足の行く結果は得られていない。更に植物
の蓚酸含量を低下させる薬剤の開発に関しても、ほとん
ど成功例がないのが実情である。Attempts have been made to produce vegetables having a low oxalic acid content by adjusting the variety, fertilization, harvest time, etc., but satisfactory results have not yet been obtained. Furthermore, there is little success in the development of drugs that reduce the oxalic acid content of plants.
【0007】従って本発明の目的は、植物の蓚酸含量を
低減させる薬剤を開発することにある。The object of the present invention is therefore to develop agents which reduce the oxalic acid content of plants.
【0008】[0008]
【課題を解決するための手段】斯かる実情に鑑み本発明
者らは、植物の蓚酸含量低減剤を見出すべく鋭意研究を
行なった結果、意外にも5−アミノレブリン酸及びその
塩に植物の蓚酸含量を低減させる効果があることを見出
し、本発明を完成した。In view of such circumstances, the present inventors have conducted diligent research to find an agent for reducing the oxalic acid content of plants, and as a result, surprisingly, 5-aminolevulinic acid and salts thereof were added to the plant oxalic acid. The present invention has been completed by finding that it has an effect of reducing the content.
【0009】すなわち本発明は、5−アミノレブリン酸
又はその塩を含有することを特徴とする植物の蓚酸含量
低減剤を提供するものである。That is, the present invention provides a plant oxalic acid content-reducing agent, which comprises 5-aminolevulinic acid or a salt thereof.
【0010】なおすでに、本発明者らは、5−アミノレ
ブリン酸又はその塩を植物体に処理する方法で、植物の
成長を促進できることを明らかにし、先に提案している
(特開平4−338305号公報)。しかしながら今回
提案する植物の蓚酸含量低減効果は、先に提案した成長
促進効果からは予想できない新たな効果である。本発明
の有効成分として用いられる5−アミノレブリン酸又は
その塩は公知の天然物であり、化学合成法、微生物法、
酵素法、天然抽出法等により製造されるが、いずれの製
造法によるものであっても使用に差し支えない。また、
本効果を阻害する物質を含有しない限り分離精製なし
で、例えば発酵生産物のままでも使用することができ
る。また、5−アミノレブリン酸の塩としては、例えば
塩酸塩、リン酸塩、硝酸塩、硫酸塩、酢酸塩、プロピオ
ン酸塩、酪酸塩、吉草酸塩、クエン酸塩、フマル酸塩、
マレイン酸塩、リンゴ酸塩等の酸付加塩及びナトリウム
塩、カリウム塩、カルシウム塩等の金属塩が挙げられ
る。本発明の蓚酸含量低減剤を植物に適用し、蓚酸含量
を低減させるには、植物に対して5−アミノレブリン酸
又はその塩が吸収されるならば、どのような処理方法を
用いてもよく、例えば、茎葉処理でも土壌処理等でもよ
い。また、水耕栽培等の場合、5−アミノレブリン酸水
溶液として根から吸収させてもよい。The present inventors have already clarified that plant growth can be promoted by a method of treating a plant with 5-aminolevulinic acid or a salt thereof, and have previously proposed it (JP-A-4-338305). Issue). However, the oxalic acid content-reducing effect of the plant proposed this time is a new effect that cannot be predicted from the previously proposed growth-promoting effect. 5-Aminolevulinic acid or a salt thereof used as an active ingredient of the present invention is a known natural product, and a chemical synthesis method, a microbial method,
It is produced by an enzyme method, a natural extraction method or the like, but any production method may be used. Also,
As long as it does not contain a substance that inhibits this effect, it can be used without separation and purification, for example, as a fermentation product as it is. In addition, as salts of 5-aminolevulinic acid, for example, hydrochloride, phosphate, nitrate, sulfate, acetate, propionate, butyrate, valerate, citrate, fumarate,
Examples thereof include acid addition salts such as maleates and malates, and metal salts such as sodium salts, potassium salts and calcium salts. Applying the oxalic acid content-reducing agent of the present invention to a plant, in order to reduce the oxalic acid content, any treatment method may be used as long as 5-aminolevulinic acid or a salt thereof is absorbed by the plant, For example, foliage treatment or soil treatment may be used. Further, in the case of hydroponics and the like, it may be absorbed from the root as an aqueous solution of 5-aminolevulinic acid.
【0011】本発明の蓚酸含量低減剤中の5−アミノレ
ブリン酸の濃度は、茎葉処理の場合、1〜1000pp
m、特に5〜500ppmとすることが好ましく、使用量は
10アール当たり10〜3000l、特に50〜100
0lとすることが好ましい。茎葉処理の場合、葉面に薬
剤が付着しにくい植物に対して用いる場合には、展着剤
を併用することが好ましい。展着剤の種類及び濃度は特
に制限されず、常法により適宜決定すればよい。The concentration of 5-aminolevulinic acid in the oxalic acid content-reducing agent of the present invention is 1 to 1000 pp in the case of foliar treatment.
m, especially 5 to 500 ppm, preferably 10 to 3000 liters per 10 ares, especially 50 to 100 l
It is preferably 0 l. In the case of foliage treatment, when it is used for plants in which the drug is difficult to adhere to the leaf surface, it is preferable to use a spreading agent together. The type and concentration of the spreading agent are not particularly limited and may be appropriately determined by a conventional method.
【0012】また、本発明の蓚酸含量低減剤で土壌処理
を行なう場合は、5−アミノレブリン酸が10アール当
たり0.5g〜800g、特に1〜300gとなるよう
に土壌に散布することが好ましい。When soil treatment is carried out with the oxalic acid content-reducing agent of the present invention, 5-aminolevulinic acid is preferably sprayed on the soil in an amount of 0.5 g to 800 g, particularly 1 to 300 g per 10 ares.
【0013】本発明の蓚酸含量低減剤を水耕栽培等水溶
液として根から吸収させる場合、5−アミノレブリン酸
の濃度は0.001〜50ppm、特に0.01〜20ppm
とすることが好ましい。When the oxalic acid content-reducing agent of the present invention is absorbed from the roots as an aqueous solution for hydroponics, the concentration of 5-aminolevulinic acid is 0.001 to 50 ppm, particularly 0.01 to 20 ppm.
It is preferable that
【0014】本発明の蓚酸含量低減剤は、上記の処理を
一回施すだけで十分な効果が得られるが、更に効果を高
めるために複数回処理してもよい。また、処理の時期は
特に問わないが、生育初期の処理が好ましい。The oxalic acid content-reducing agent of the present invention can obtain a sufficient effect by performing the above treatment only once, but may be treated a plurality of times to further enhance the effect. The treatment time is not particularly limited, but the treatment at the early stage of growth is preferable.
【0015】なお、本発明の蓚酸含量低減剤は、本発明
の効果をさまたげない限り、他の農薬、肥料等と混合し
て用いることもできる。The oxalic acid content-reducing agent of the present invention can be used as a mixture with other pesticides, fertilizers, etc. as long as the effect of the present invention is not impaired.
【0016】本発明の適用対象となる植物としては、蓚
酸含量の高いもの、具体的には、植物体中の蓚酸量が5
0mg/100g植物体以上のもの、特に100〜5,0
00mg/100g植物体のものが好ましい。好ましい植
物としては、ホウレンソウ、コマツナ、シュンギク、サ
ニーレタス、セロリー、サラダ菜等の野菜;青刈トウモ
ロコシ、クローバー等の飼料用牧草;オオバコ、イタド
リ、カタバミ、ギシギシ等の雑草等の蓚酸含量の多いも
のが例示される。The plants to which the present invention is applied are those having a high oxalic acid content, and specifically, the oxalic acid content in the plant is 5
0 mg / 100 g or more plants, especially 100 to 5,0
A plant of 00 mg / 100 g is preferable. Examples of preferable plants include vegetables such as spinach, komatsuna, chrysanthemum, sunny lettuce, celery, and salad vegetables; forage grasses such as green corn and clover; oxalic acid-rich ones such as psyllium, knotweed, oxalis, and Rumex. To be done.
【0017】[0017]
【発明の効果】本発明の植物の蓚酸含量低減剤は、野
菜、牧草等の蓚酸含量の多い植物の蓚酸含量を有効に低
減することができるので、本発明により味や栄養面で優
れた植物を提供することができる。The plant oxalic acid content-reducing agent of the present invention can effectively reduce the oxalic acid content of plants having a high oxalic acid content, such as vegetables and grasses. Can be provided.
【0018】[0018]
【実施例】次に実施例を挙げて本発明を更に詳細に説明
するが、本発明は、これら実施例になんら限定されるも
のではない。The present invention will be described in more detail with reference to examples, but the present invention is not limited to these examples.
【0019】実施例1 10月20日に、ホウレンソウ種子(グローリー・タキ
イ種苗)を畑地土壌を充填した1/5000aワグネル
ポットに1ポット当たり11粒播種した。肥料は、基肥
として、化成肥料、そ菜3号(N:P2O5:K2O=1
5:15:15)を1ポット当たり1.5g施し、追肥
は行なわなかった。ガラス温室内で通常の管理を行な
い、生育と共に漸次間引き、均一な3個体を残し生育さ
せた。11月11日に5−アミノレブリン酸塩酸塩の0
(水)、50ppm、100ppm、300ppmの各濃度の水
溶液に展着剤(アプローチ・花王(株)社製)を0.1
ml/100mlの割合で添加し、1ポット当たり20mlあ
て茎葉処理した。各処理は、6ポットにて試験を行なっ
た。更にガラス温室内で通常の管理を行ない1月18日
に収穫し、常法に従い高速液体クロマトグラフ(HPL
C)を用いて葉中の蓚酸含量を測定した。この結果を表
1に示す。Example 1 On October 20, 11 seeds of spinach seeds (Glory Takii seedlings) were sown in 1 / 5000a Wagner pots filled with upland soil. As fertilizer, as fertilizer, chemical fertilizer, Sasai No. 3 (N: P 2 O 5 : K 2 O = 1
5:15:15) was applied to each pot in an amount of 1.5 g, and topdressing was not performed. Normal management was carried out in a glass greenhouse, and it was gradually thinned out as it grew, and three uniform individuals were left to grow. On November 11, 0 of 5-aminolevulinic acid hydrochloride
(Water), 50ppm, 100ppm, 300ppm of each concentration of the spreading agent (Approach Kao Corporation) 0.1
It was added at a ratio of 100 ml / ml, and 20 ml per pot was applied to the foliage treatment. Each treatment was tested in 6 pots. In addition, normal control is carried out in a glass greenhouse and harvested on January 18th.
The oxalic acid content in the leaves was measured using C). The results are shown in Table 1.
【0020】[0020]
【表1】 [Table 1]
【0021】表1より明らかなように、本剤の処理によ
って蓚酸含量が大きく減少していることがわかる。As is clear from Table 1, the oxalic acid content was greatly reduced by the treatment with this agent.
【0022】上記の如く収穫されたホウレンソウを水洗
し、生のまま試食し「えぐ味」について調査した。結果
を表2に示す。なお試食者にはホウレンソウの蓚酸含量
や処理濃度等の情報は与えなかった。The spinach harvested as described above was washed with water, tasted raw, and examined for "astringency". The results are shown in Table 2. No information was given to the tasters such as the oxalic acid content of spinach and the treatment concentration.
【0023】[0023]
【表2】 [Table 2]
【0024】表2より明らかなように、本剤の処理によ
り生食時の「えぐ味」が低減されており、いわゆる「ア
ク」が減少していることがわかる。As is clear from Table 2, it can be seen that the treatment of this product reduces the "astringency" during raw eating and the so-called "astringency".
【0025】実施例2 実施例1と同様に栽培、処理したホウレンソウ(グロー
リー・タキイ種苗)を試食し「えぐ味」について調査し
た。試食者は小学生1〜3年生のホウレンソウ嫌いな子
供である。結果を表3に示す。なお試食者にはホウレン
ソウの蓚酸含量や処理濃度等の情報は与えなかった。Example 2 Spinach (Glory tachyi seedlings) cultivated and treated in the same manner as in Example 1 was sampled and examined for "astringency". The taster is a child who dislikes spinach in the 1st to 3rd grades of elementary school. The results are shown in Table 3. No information was given to the tasters such as the oxalic acid content of spinach and the treatment concentration.
【0026】[0026]
【表3】 [Table 3]
【0027】表3より、蓚酸含量の多い西洋種のホウレ
ンソウでは、本発明品の処理により食味が向上し、ホウ
レンソウの嫌いな子供であっても食べやすいものになっ
ていることが判る。From Table 3, it can be seen that the spinach of Western species having a high oxalic acid content has improved taste by the treatment of the product of the present invention, and is easy to eat even by children who do not like spinach.
【0028】実施例3 10月20日に、コマツナ種子(おそめ・タキイ種苗)
を畑地土壌を充填した1/5000aワグネルポットに
1ポット当たり11粒播種した。肥料は、基肥として、
化成肥料、野菜3号(N:P2O5:K2O=15:1
5:15)を1ポット当たり2.5g施し、追肥は行わ
なかった。ガラス温室内で通常の管理を行ない、生育と
共に漸次間引き、均一な3個体を残し生育させた。Example 3 Komatsuna seeds (Osome / Takii seedlings) on October 20
11 seeds per pot were sown in a 1 / 5000a Wagner pot filled with upland soil. Fertilizer, as basic fertilizer,
Chemical fertilizer, vegetables No. 3 (N: P 2 O 5 : K 2 O = 15: 1
5:15) was applied in an amount of 2.5 g per pot, and additional fertilization was not performed. Normal management was carried out in a glass greenhouse, and it was gradually thinned out as it grew, and three uniform individuals were left to grow.
【0029】11月11日に5−アミノレブリン酸塩酸
塩の0(水)、50ppm、100ppm、300ppmの各濃
度の水溶液に展着剤(アプローチ・花王(株)社製)を
0.1ml/100mlの割合で添加し、1ポット当たり1
0mlあて茎葉処理した。各処理は、6ポットにて試験を
行なった。更にガラス温室内で通常の管理を行い1月1
8日に収穫し、常法に従い高速液体クロマトグラフ(H
PLC)を用いて葉中の蓚酸含量を測定した。結果を表
4に示す。On November 11, 0.1 ml / 100 ml of a spreading agent (Approach Kao Corporation) was added to an aqueous solution of 5-aminolevulinic acid hydrochloride at concentrations of 0 (water), 50 ppm, 100 ppm and 300 ppm. At a rate of 1 per pot
The stems and leaves were treated with 0 ml. Each treatment was tested in 6 pots. In addition, normal control will be performed in the glass greenhouse January 1
It was harvested on the 8th and was subjected to high performance liquid chromatography (H
The oxalic acid content in the leaves was measured using PLC). The results are shown in Table 4.
【0030】[0030]
【表4】 [Table 4]
【0031】表4より、コマツナの蓚酸含量は、半分以
下に減少していることが判る。From Table 4, it can be seen that the oxalic acid content of Komatsuna has decreased to less than half.
【0032】参考例1 8月12日に、キャベツ苗(南方・タキイ種苗)を畑地
土壌を充填した1/2000aワグネルポットに1ポッ
ト当たり1株定植した。肥料は、基肥として、化成肥
料、そ菜3号(N:P2O5:K2O=15:15:1
5)を1ポット当たり10g施し、ガラス温室内で通常
の管理を行なった。8月26日に5−アミノレブリン酸
塩酸塩の0(水)、50ppm、100ppm、300ppmの
各濃度の水溶液に展着剤(アプローチ・花王(株)社
製)を0.1ml/100mlの割合で添加し、1ポット当
たり10mlあて茎葉処理した。各処理は、6ポットにて
試験を行なった。処理後各株に基肥と同量の追肥を行っ
た。更にガラス温室内で通常の管理を行ない10月18
日に収穫し、常法に従い高速液体クロマトグラフ(HP
LC)を用いて葉中の蓚酸含量を測定した。結果を表5
に示す。Reference Example 1 On August 12, cabbage seedlings (southern Takii seedlings) were planted in 1 / 2000a Wagner pots filled with upland soil, one plant per pot. As fertilizer, as base fertilizer, chemical fertilizer, Sasai No. 3 (N: P 2 O 5 : K 2 O = 15: 15: 1)
5 g) was applied in an amount of 10 g per pot, and ordinary control was performed in a glass greenhouse. On August 26, a spreading agent (Approach Kao Co., Ltd.) was added to an aqueous solution of 5-aminolevulinic acid hydrochloride at concentrations of 0 (water), 50 ppm, 100 ppm, and 300 ppm at a ratio of 0.1 ml / 100 ml. Then, 10 ml was applied to each pot and the leaves were treated. Each treatment was tested in 6 pots. After the treatment, each strain was supplemented with the same amount as the basic fertilizer. Furthermore, normal control is performed in the glass greenhouse October 18
It is harvested on the day and is routinely used for high performance liquid chromatography (HP
The oxalic acid content in the leaves was measured using LC). The results are shown in Table 5.
Shown in.
【0033】[0033]
【表5】 [Table 5]
【0034】表5より明らかなように、キャベツのよう
に蓚酸含量の低い植物では、本剤の処理によって蓚酸含
量に大きい変化はなく、本剤適用の意義は少ない。As is clear from Table 5, in plants such as cabbage having a low oxalic acid content, there is no significant change in the oxalic acid content due to the treatment with this agent, and the application of this agent is of little significance.
───────────────────────────────────────────────────── フロントページの続き (72)発明者 堀田 康司 埼玉県幸手市権現堂1134−2 株式会社コ スモ総合研究所研究開発センター内 ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Inventor Koji Hotta 1134-2 Gongendo, Satte City, Saitama Cosmo Research Institute Co., Ltd.
Claims (2)
することを特徴とする植物の蓚酸含量低減剤。1. A plant oxalic acid content-reducing agent comprising 5-aminolevulinic acid or a salt thereof.
植物体以上のものである請求項1記載の蓚酸含量低減
剤。2. The target plant has an oxalic acid content of 50 mg / 100 g.
The oxalic acid content reducing agent according to claim 1, which is a plant or more.
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP5205078A JP2887554B2 (en) | 1993-08-19 | 1993-08-19 | Oxalic acid content reducing agent for plants |
US08/292,024 US5489572A (en) | 1993-08-19 | 1994-08-18 | Methods for reducing nitrate nitrogen and oxalic acids contents nin plants |
DE69428989T DE69428989T2 (en) | 1993-08-19 | 1994-08-19 | Use of 5-aminolevulinic acid to reduce the nitrate nitrogen content in plants |
EP94112998A EP0639329B1 (en) | 1993-08-19 | 1994-08-19 | Methods for reducing oxalic acid contents in plants |
EP95116955A EP0698345B1 (en) | 1993-08-19 | 1994-08-19 | Use of 5-aminolevulinic acid for reducing nitrate nitrogen content in plants |
DE69401870T DE69401870T2 (en) | 1993-08-19 | 1994-08-19 | Process for reducing the oxalic acid content in plants |
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JP5205078A JP2887554B2 (en) | 1993-08-19 | 1993-08-19 | Oxalic acid content reducing agent for plants |
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JPH0753311A true JPH0753311A (en) | 1995-02-28 |
JP2887554B2 JP2887554B2 (en) | 1999-04-26 |
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JP5205078A Expired - Fee Related JP2887554B2 (en) | 1993-08-19 | 1993-08-19 | Oxalic acid content reducing agent for plants |
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Cited By (6)
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WO2005100300A1 (en) * | 2004-03-30 | 2005-10-27 | Cosmo Oil Co., Ltd. | 5-aminolevulinic acid salt, process for producing the same and use thereof |
JP2005314360A (en) * | 2004-03-30 | 2005-11-10 | Cosmo Oil Co Ltd | 5-aminolevulinic acid sulfonate and its manufacturing method |
JP2005314361A (en) * | 2004-03-30 | 2005-11-10 | Cosmo Oil Co Ltd | 5-aminolevulinic acid nitrate and its manufacturing method |
JP2007530523A (en) * | 2004-03-26 | 2007-11-01 | フォトキュア エイエスエイ | Acid addition salts of 5-aminolevulinic acid or its derivatives |
JP2012025740A (en) * | 2010-06-22 | 2012-02-09 | Cosmo Oil Co Ltd | High temperature injury inhibitor for solanaceous plant |
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1993
- 1993-08-19 JP JP5205078A patent/JP2887554B2/en not_active Expired - Fee Related
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JP2007530523A (en) * | 2004-03-26 | 2007-11-01 | フォトキュア エイエスエイ | Acid addition salts of 5-aminolevulinic acid or its derivatives |
US8692014B2 (en) | 2004-03-26 | 2014-04-08 | Photocure Asa | Acid addition salts of 5-aminolevulinic acid or its derivatives |
WO2005100300A1 (en) * | 2004-03-30 | 2005-10-27 | Cosmo Oil Co., Ltd. | 5-aminolevulinic acid salt, process for producing the same and use thereof |
JP2005314360A (en) * | 2004-03-30 | 2005-11-10 | Cosmo Oil Co Ltd | 5-aminolevulinic acid sulfonate and its manufacturing method |
JP2005314361A (en) * | 2004-03-30 | 2005-11-10 | Cosmo Oil Co Ltd | 5-aminolevulinic acid nitrate and its manufacturing method |
JP4630087B2 (en) * | 2004-03-30 | 2011-02-09 | コスモ石油株式会社 | 5-Aminolevulinic acid nitrate and process for producing the same |
JP4719483B2 (en) * | 2004-03-30 | 2011-07-06 | コスモ石油株式会社 | Process for producing 5-aminolevulinic acid sulfonate |
US8173839B2 (en) | 2004-03-30 | 2012-05-08 | Cosmo Oil Co., Ltd | 5-aminolevulinic acid salt, process for producing the same and use thereof |
US8471061B2 (en) | 2004-03-30 | 2013-06-25 | Cosmo Oil Co., Ltd. | 5-aminolevulinic acid salt, process for producing the same and use thereof |
JP2012025740A (en) * | 2010-06-22 | 2012-02-09 | Cosmo Oil Co Ltd | High temperature injury inhibitor for solanaceous plant |
JP2016101125A (en) * | 2014-11-28 | 2016-06-02 | キユーピー株式会社 | Production method of packed leaf vegetable |
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JP2887554B2 (en) | 1999-04-26 |
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