IE54906B1 - Method of estimating feed additives - Google Patents
Method of estimating feed additivesInfo
- Publication number
- IE54906B1 IE54906B1 IE1212/83A IE121283A IE54906B1 IE 54906 B1 IE54906 B1 IE 54906B1 IE 1212/83 A IE1212/83 A IE 1212/83A IE 121283 A IE121283 A IE 121283A IE 54906 B1 IE54906 B1 IE 54906B1
- Authority
- IE
- Ireland
- Prior art keywords
- colour
- vanillin
- feedstuff
- acid
- tablets
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 18
- 239000003674 animal food additive Substances 0.000 title description 4
- 239000002253 acid Substances 0.000 claims abstract description 17
- 239000002904 solvent Substances 0.000 claims abstract description 16
- -1 aryl aldehyde Chemical class 0.000 claims abstract description 15
- 239000002555 ionophore Substances 0.000 claims abstract description 15
- 230000000236 ionophoric effect Effects 0.000 claims abstract description 15
- 230000001476 alcoholic effect Effects 0.000 claims abstract description 10
- 239000007787 solid Substances 0.000 claims abstract description 8
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 claims description 22
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 claims description 22
- 235000012141 vanillin Nutrition 0.000 claims description 22
- 239000006228 supernatant Substances 0.000 claims description 12
- 239000011973 solid acid Substances 0.000 claims description 7
- 239000000463 material Substances 0.000 claims description 5
- YCPXWRQRBFJBPZ-UHFFFAOYSA-N 5-sulfosalicylic acid Chemical compound OC(=O)C1=CC(S(O)(=O)=O)=CC=C1O YCPXWRQRBFJBPZ-UHFFFAOYSA-N 0.000 claims description 4
- 229930191564 Monensin Natural products 0.000 claims description 4
- GAOZTHIDHYLHMS-UHFFFAOYSA-N Monensin A Natural products O1C(CC)(C2C(CC(O2)C2C(CC(C)C(O)(CO)O2)C)C)CCC1C(O1)(C)CCC21CC(O)C(C)C(C(C)C(OC)C(C)C(O)=O)O2 GAOZTHIDHYLHMS-UHFFFAOYSA-N 0.000 claims description 4
- 238000000605 extraction Methods 0.000 claims description 4
- 229960005358 monensin Drugs 0.000 claims description 4
- GAOZTHIDHYLHMS-KEOBGNEYSA-N monensin A Chemical compound C([C@@](O1)(C)[C@H]2CC[C@@](O2)(CC)[C@H]2[C@H](C[C@@H](O2)[C@@H]2[C@H](C[C@@H](C)[C@](O)(CO)O2)C)C)C[C@@]21C[C@H](O)[C@@H](C)[C@@H]([C@@H](C)[C@@H](OC)[C@H](C)C(O)=O)O2 GAOZTHIDHYLHMS-KEOBGNEYSA-N 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 241001465754 Metazoa Species 0.000 abstract description 5
- 239000000243 solution Substances 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 150000001299 aldehydes Chemical class 0.000 description 8
- 239000000203 mixture Substances 0.000 description 5
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 229910002012 Aerosil® Inorganic materials 0.000 description 2
- 241000283690 Bos taurus Species 0.000 description 2
- KQXDHUJYNAXLNZ-XQSDOZFQSA-N Salinomycin Chemical compound O1[C@@H]([C@@H](CC)C(O)=O)CC[C@H](C)[C@@H]1[C@@H](C)[C@H](O)[C@H](C)C(=O)[C@H](CC)[C@@H]1[C@@H](C)C[C@@H](C)[C@@]2(C=C[C@@H](O)[C@@]3(O[C@@](C)(CC3)[C@@H]3O[C@@H](C)[C@@](O)(CC)CC3)O2)O1 KQXDHUJYNAXLNZ-XQSDOZFQSA-N 0.000 description 2
- 239000004189 Salinomycin Substances 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 238000012505 colouration Methods 0.000 description 2
- CBOQJANXLMLOSS-UHFFFAOYSA-N ethyl vanillin Chemical group CCOC1=CC(C=O)=CC=C1O CBOQJANXLMLOSS-UHFFFAOYSA-N 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 235000019359 magnesium stearate Nutrition 0.000 description 2
- 229960001548 salinomycin Drugs 0.000 description 2
- 235000019378 salinomycin Nutrition 0.000 description 2
- WJUFSDZVCOTFON-UHFFFAOYSA-N veratraldehyde Chemical compound COC1=CC=C(C=O)C=C1OC WJUFSDZVCOTFON-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- KJPRLNWUNMBNBZ-QPJJXVBHSA-N (E)-cinnamaldehyde Chemical compound O=C\C=C\C1=CC=CC=C1 KJPRLNWUNMBNBZ-QPJJXVBHSA-N 0.000 description 1
- IAJBQAYHSQIQRE-UHFFFAOYSA-N 2,4,5-trimethoxybenzaldehyde Chemical compound COC1=CC(OC)=C(C=O)C=C1OC IAJBQAYHSQIQRE-UHFFFAOYSA-N 0.000 description 1
- VHKXXVVRRDYCIK-CWCPJSEDSA-N Narasin Chemical compound C[C@H]1C[C@H](C)[C@H]([C@@H](CC)C(O)=O)O[C@H]1[C@@H](C)[C@H](O)[C@H](C)C(=O)[C@H](CC)[C@@H]1[C@@H](C)C[C@@H](C)[C@@]2(C=C[C@@H](O)[C@@]3(O[C@@](C)(CC3)[C@@H]3O[C@@H](C)[C@@](O)(CC)CC3)O2)O1 VHKXXVVRRDYCIK-CWCPJSEDSA-N 0.000 description 1
- VHKXXVVRRDYCIK-UHFFFAOYSA-N Narasin Natural products CC1CC(C)C(C(CC)C(O)=O)OC1C(C)C(O)C(C)C(=O)C(CC)C1C(C)CC(C)C2(C=CC(O)C3(OC(C)(CC3)C3OC(C)C(O)(CC)CC3)O2)O1 VHKXXVVRRDYCIK-UHFFFAOYSA-N 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 239000008186 active pharmaceutical agent Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- DQPBABKTKYNPMH-UHFFFAOYSA-N amino hydrogen sulfate Chemical compound NOS(O)(=O)=O DQPBABKTKYNPMH-UHFFFAOYSA-N 0.000 description 1
- DNAVOCNYHNNEQI-UHFFFAOYSA-N asaronaldehyde Natural products COC1=CC(OC)=C(C=CC=O)C=C1OC DNAVOCNYHNNEQI-UHFFFAOYSA-N 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 229940117916 cinnamic aldehyde Drugs 0.000 description 1
- KJPRLNWUNMBNBZ-UHFFFAOYSA-N cinnamic aldehyde Natural products O=CC=CC1=CC=CC=C1 KJPRLNWUNMBNBZ-UHFFFAOYSA-N 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 229940073505 ethyl vanillin Drugs 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229960001851 narasin Drugs 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- JJVNINGBHGBWJH-UHFFFAOYSA-N ortho-vanillin Chemical compound COC1=CC=CC(C=O)=C1O JJVNINGBHGBWJH-UHFFFAOYSA-N 0.000 description 1
- 244000144977 poultry Species 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 239000012086 standard solution Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical compound NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000007916 tablet composition Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/02—Food
Landscapes
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Biochemistry (AREA)
- Physics & Mathematics (AREA)
- Analytical Chemistry (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- General Physics & Mathematics (AREA)
- Immunology (AREA)
- Pathology (AREA)
- Investigating Or Analyzing Non-Biological Materials By The Use Of Chemical Means (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Fodder In General (AREA)
- Investigating Or Analysing Biological Materials (AREA)
- Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
Abstract
Method for the determination of the amount of an ionophore in an animal feed, characterised in that the animal feed is mixed with an alcoholic solvent, and an acid with a pKa of below 4 and a colour- generating aryl aldehyde, both in solid form, are added to the resulting solution, it being necessary for the temperature to be sufficient to generate a colour reaction, and the colour generated in this way is compared with a standard.
[FR2527777A1]
Description
2 2¢4906 This invention relates to a method of estimating additives in an animal feedstuff and to a test kit for use in such method.
It is common practice to incorporate feed additives 5 in animal feedstuffs which contribute to the nutrient qualities of the feed or which fulfil the function of promoting growth.
One such feed additive is monensln a product widely employed in both cattle and poultry feeds and disclosed in DS Batent 3,501,568. Other additives of a similar nature, referred to 10 generically as lonophores, include, for instance, narasln and salinomycin.
Ve have discovered a convenient way in which the content of such feed additives can be estimated in the process of manufacture or under practical conditions of use.
The invention provides a method for estimating the quantity of a vanillin-positive ionophore in a feedstuff, which comprises mixing the feedstuff with an alcoholic solvent, adding an add having a pKa value of less than 4 and a colour-producing aryl aldehyde, both in solid form, to the resulting solution, 20 at a temperature sufficient to generate a colour reaction, and comparing the colour thus produced with a standard.
The use of solid test ingredients, and in particular acid in solid form, in the test method has been found to give practical improvements. The colour-producing aryl aldehydes are 25 aryl aldehydes that produce a colour in the presence of the ionophore. Examples include vanillin, ethyl vanillin, 2,4-dimethoxybenz- 3 354906 aldehyde, 3,4-dimethoxybenzaldehyde, 2,4,5-trimethoxybenzaldehyde, 4-dlmethylaminobenzaldehyde, cinnamaldehyde, and other aryl aldehydes with electron-donating substituents» the most preferred aldehyde being vanillin. The aldehyde need not be a solid, as such, provided that it is employed in solid form as for example when absorbed on a solid carrier.
Dae of liquid ingredients in tests for estimating ionophore, such as for example solutions of vanillin and of liquid acid required to catalyse the reaction of vanillin with ionophore, results in considerable inconvenience when a quick estimate needs to be made under practical conditions and has been found to give unreliable results. Surprisingly, the method of the present invention, as well as being more convenient, gives greater reliability. The method of the invention can also be employed to confirm the absence of a vanillin-positive ionophore in a feedstuff when for example it is intended to use the feed for animals such as a horse which react adversely to lonophores.
The method of the invention is applicable to the estimation of vanillin-positive lonophores such as for example narasin and salinomycin and especially monensin. Solid acids that may be employed include for example 5-sulphosallcylic acid, sulphamic acid, hydroxylamine 0-sulphonic acid and p-toluene-sulphonic acid, and the preferred material is 5-sul-phosallcylic acid. The preferred solvent for mixing with the feedstuff is methanol but other alcoholic solvents such as for example ethanol can be used either alone or aa an aqueous alcoholic mixture comprising sufficient of the alcohol to extract the ionophore component efficiently. 54906 The colour produced by the interaction of vanillin-positive ionophore in the feedstuff with aryl aldehyde and acid is estimated by comparison with a standard which can be for example a colour solution prepared by mixing a known quantity 5 of ionophore with aldehyde and acid, or by use of a calibrated colour chart. In order to produce a colour it la necessary to ensure that the reaction takes place at a suitable temperature which is preferably in the range of from 50'C to 70*C, especially 60'C, applied for example by dipping a container holding the 10 solution in a heated waterbath.
In practice it is often best to decant the solution formed from mixing the feedstuff with alcoholic solvent and then to mix the supernatant vith and aldehyde and acid on a supporting medium such as for example a disc of filter material 15 or, more preferably with tablets of aryl aldehyde and acid.
' Since the acid component and the aryl aldehyde may be difficult to formulate together in stable form it is preferred to employ two separate tablets each comprising one of the components.
Both solid acid and aryl aldehyde can be readily prepared in 20 tablet form. In the case of liquid aldehydes the material may be adsorbed on suitable carriers in the tablet formulation. Accordingly a preferred method of the invention is one which comprises the steps of (a) mixing a feedstuff containing a vanillin-positive 25 ionophore with an alcoholic solvent, (b) decanting a portion of the supernatant, (c) adding one or more tablets comprising a solid acid having a pKa of less than 4 and one or more tablets 5 554906 comprising vanillin to said portion of supernatant, at a temperature sufficient to generate a colour reaction, and (d) comparing the colour thus formed vlth a standard 5 chosen according to the specific quantities and volumes of test materials employed.
It will be understood that the quantity of feedstuff, volume of solvent and other quantities employed have to be carefully chosen so as to match the requirements of the standard. 10 For practical requirements the quantity of feedstuff will preferably be set at a value of 3, A or 5 gm which may be measured by, for example, filling a container such as a bottle or tube up to a specified mark. Solvent of specified volume for example 8 ml to 12 ml may then be added and the mixture 15 heated for a period of one to two minutes. A specified portion of the supernatant, for example 1.5 ml to 2.5 ml, is chen decanted into a second container to which are added the tablets of acid and aryl aldehyde, generally one each of these two components. The tablets contain an appropriate quantity 20 of the acid catalyst or vanillin so as to produce a quantifiable colour reaction when matched with the standard colour solution or calibrated colour chart. Preferably an excess of acid and vanillin is employed and for example che quantity per tablet of acid can be AO to 60 mg and of vanillin AO mg and 60 mg. The 25 standard colour solution may be prepared by mixing a tablet comprising for example a specified quantity of vanillin-positive ionophore 100, 200 or 300 meg with an appropriate quantity of solvent. 6 6 54906 As stated above the test oust be carried out at a temperature which is sufficient to generate a colour reaction between the components. He have found that the optimum temperature is 60*C and that it is most convenient to apply 5 heat after the aryl aldehyde and acid have been added to the alcoholic solution. Alternatively however the solvent can first be warmed to 60°C before mixing with the feedstuff or subsequently warmed Immediately before addition of acid and aldehyde.
The tablets employed can be made by conventional means in which the solid acid or aldehyde is mixed with an appropriate quantity of filler and surfactant. Typical formulations for such tablets are as follows: Tablet 1 5-sulphosalicylic acid 50 mg magnesium stearate 0.25 mg Aerosil (registered Trade Mark) 0.25 mg Tablet 2 vanillin 50 mg magnesium stearate 0.25 mg Aerosil 0.25 mg 20 The invention also includes a test Icit adapted for use in the method of the invention, comprising an extraction vessel preferably graduated according to the quantity of feedstuff to be extracted, the volume of solvent to be added and the volume of supernatant to be decanted, a test vessel for 25 observation of the colour of the supernatant, a vessel containing solvent, tablets of standard quantities of solid acid and colour-producing aryl aldehyde, and a colour chart or one or more tablets of standard quantity of vanillin-positive ionophore. 7 754906 The invention is further illustrated by the following Example.
EXAMPLE A standard colour solution was first prepared by mixing a tablet containing 100 meg monensin with 2 ml of methanol in a test tube, adding 50 mg of 5-sulphosalicylic acid and 50 mg vanillin in separate tablet form, and maintaining the mixture at 60°C by immersion in a water bath. When the 10 components dissolve a red colouration was produced.
For comparison with this standard solution, 5 gm of cattle feedstuff containing a known quantity of 50 parts per million of monensin was placed in an extraction bottle, 10 ml of methanol added to it, the mixture shaken and the supernatant 15 tested for its colour reaction. Some (2 ml) of the supernatant was poured into a test tube and 50 mg of 5-sulphosalicylic acid and 50 mg vanillin added in separate tablet form. The test tube was immersed in a water bath at 60°C and held at this temperature until both tablets had dissolved. A red colouration 20 developed and when compared with the standard colour solution it was noted chat the colour was less intense. From this two conclusions could be drawn (a) that ionophore was present in the feedstuff and (b) that the ionophore was present to the extent of less than 100 parts per million.
Claims (9)
1. 854906
2. 1. A method for estimating the quantity of a vanillin-positive ionophoie in a feedstuff, which comprises mixing the feedstuff with an alcoholic solvent, adding an acid having a 5 pKa value of less than 4 and a colour-producing aryl aldehyde, both in solid form, to the resulting solution, at a temperature sufficient to generate a colour reaction, and comparing the colour thus produced with a standard.
3. 2. A method according to claim 1 in which the colour-10 producing aryl aldehyde is vanillin.
4. 3. A method according to either of claims 1 and 2 in which the acid is 5-sulphosalicylic acid.
5. 4. A method according to claim 1 which comprises the steps of 15 (a) Cb) (c) 20 (d) mixing a feedstuff containing a vanillin-positive lonophore with an alcoholic solvent, decanting a portion of the supernatant, adding one or more tablets comprising a solid acid having a pKa of less than 4 and one or more tablets comprising vanillin to said portion of supernatant, at a temperature sufficient to generate a colour reaction, and comparing the colour thus formed with a standard related to the specific quantities and. volumes of test materials employed. 25 854806
6. 5. A method according to any of the preceding claims for estimating the quantity of monensin in a feedstuff.
7. 6. A test kit adapted for use in a method according to any o'f the preceding claims, 'which comprises an extraction 5 vessel, a test vessel for observation of the colour of the supernatant, a vessel containing an alcoholic solvent, tablets of standard quantities of solid acid and colour-producing aryl aldehyde, and a colour chart or one or more tablets of standard quantity of vanillin-positive ionophore. 10 7. A test kit according to claim 6 in which the extraction vessel is graduated according to the quantity of«feedstuff to be extracted, the volume of solvent to be added and the volume of supernatant to be decanted.
8. A method according to claim 1 for estimating the quantity 15 of a vanillin-positive ioncphore in a feedstuff, substantially as hereinbefore described with particular reference to the accompanying Example.
9. A test kit according to claim 6, substantially as hereinbefore described. F.R. KELLY & CO., AGENTS FOR THE APPLICANTS.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB8215419 | 1982-05-26 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE831212L IE831212L (en) | 1983-11-26 |
| IE54906B1 true IE54906B1 (en) | 1990-03-14 |
Family
ID=10530654
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE1212/83A IE54906B1 (en) | 1982-05-26 | 1983-05-23 | Method of estimating feed additives |
Country Status (22)
| Country | Link |
|---|---|
| JP (1) | JPS58223753A (en) |
| AT (1) | AT391760B (en) |
| BE (1) | BE896809A (en) |
| CH (1) | CH656959A5 (en) |
| CS (1) | CS258112B2 (en) |
| DD (1) | DD209914A5 (en) |
| DE (1) | DE3318597A1 (en) |
| DK (1) | DK157713C (en) |
| ES (1) | ES8407588A1 (en) |
| FI (1) | FI76643C (en) |
| FR (1) | FR2527777B1 (en) |
| GR (1) | GR79289B (en) |
| HU (1) | HU185599B (en) |
| IE (1) | IE54906B1 (en) |
| IL (1) | IL68741A0 (en) |
| IT (1) | IT1203653B (en) |
| LU (1) | LU84814A1 (en) |
| NL (1) | NL8301798A (en) |
| NO (1) | NO163507C (en) |
| PL (1) | PL136878B1 (en) |
| RO (1) | RO86696B (en) |
| SE (1) | SE8302832L (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20090232949A1 (en) * | 2008-03-12 | 2009-09-17 | Zinpro Corporation | Fluorescent dye tracer method for animal feed supplement products |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA998873A (en) * | 1972-11-17 | 1976-10-26 | Naremco | Prevention of fungi and molds in poultry and animal feedstuffs |
| US3915637A (en) * | 1973-03-16 | 1975-10-28 | A H P Inc | Analysis for water and feed additives |
-
1983
- 1983-03-19 RO RO110998A patent/RO86696B/en unknown
- 1983-05-19 SE SE8302832A patent/SE8302832L/en unknown
- 1983-05-19 CH CH2740/83A patent/CH656959A5/en not_active IP Right Cessation
- 1983-05-19 FI FI831773A patent/FI76643C/en not_active IP Right Cessation
- 1983-05-20 IL IL68741A patent/IL68741A0/en not_active IP Right Cessation
- 1983-05-20 PL PL1983242095A patent/PL136878B1/en unknown
- 1983-05-20 NL NL8301798A patent/NL8301798A/en not_active Application Discontinuation
- 1983-05-20 LU LU84814A patent/LU84814A1/en unknown
- 1983-05-20 BE BE6/47829A patent/BE896809A/en not_active IP Right Cessation
- 1983-05-20 CS CS833610A patent/CS258112B2/en unknown
- 1983-05-21 DE DE19833318597 patent/DE3318597A1/en not_active Withdrawn
- 1983-05-23 IE IE1212/83A patent/IE54906B1/en not_active IP Right Cessation
- 1983-05-24 IT IT48357/83A patent/IT1203653B/en active
- 1983-05-24 NO NO831836A patent/NO163507C/en unknown
- 1983-05-24 DK DK231483A patent/DK157713C/en not_active IP Right Cessation
- 1983-05-24 ES ES522640A patent/ES8407588A1/en not_active Expired
- 1983-05-24 AT AT0187683A patent/AT391760B/en not_active IP Right Cessation
- 1983-05-24 GR GR71443A patent/GR79289B/el unknown
- 1983-05-25 HU HU831848A patent/HU185599B/en not_active IP Right Cessation
- 1983-05-25 JP JP58092209A patent/JPS58223753A/en active Granted
- 1983-05-25 DD DD83251247A patent/DD209914A5/en not_active IP Right Cessation
- 1983-05-25 FR FR8308588A patent/FR2527777B1/en not_active Expired
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Koepsell et al. | Microdetermination of pyruvic and α-ketoglutaric acids | |
| US3212855A (en) | Diagnostic device | |
| US4717671A (en) | Stabilized water indicating paste composition | |
| US4578357A (en) | Stabilized water indicating paste composition | |
| IE54906B1 (en) | Method of estimating feed additives | |
| GB2120787A (en) | Method of estimating feed additives | |
| US3446599A (en) | Method and composition for the detection of urobilinogen in fluids | |
| Komarek et al. | Lipid composition of bovine spermatozoa and seminal plasma | |
| US4097240A (en) | Process for the production of a diagnostic agent for the detection of ketones | |
| Hood et al. | A rapid method for the direct chemical determination of water in fermented feeds | |
| Schwope et al. | Migration of Irganox 1010 from ethylene-vinyl acetate films to foods and food-simulating liquids | |
| Crim et al. | Testosterone concentration in spermatic vein plasma of the developing ram | |
| AU2020412378A1 (en) | Water-indicating paste compositions | |
| EP0130675A2 (en) | Chemical composition for the detection of water and probe containing it | |
| FI88310C (en) | FOERFARANDE OCH MEDEL FOER BESTAEMNING AV UREA | |
| Baugh et al. | Stability of phenylbutazone in presence of pharmaceutical colors | |
| US3335097A (en) | Digestion catalyst | |
| Supartono | Karl Fischer Titration as An Alternative Method for Determing The Water Content of Indonesian Spices | |
| Zollinger et al. | Polarographic determination of malononitrile | |
| SU905257A1 (en) | Water repellant composition | |
| Shibaeva | Detection of intermediate products of oxidation of lipids in tissue sections | |
| Kunavongkrit et al. | Study on boar infertilities: Epididymal dysfunction | |
| SATO et al. | STUDIES ON VITAMIN A DETERMINATION BY CYCLOHEXANE EXTRACTION METHOD | |
| JPS562554A (en) | Measuring method for hapten | |
| Mishra et al. | Age-dependent changes in water soluble components (after 10 min incubation at 65° C) of the garden lizard skin |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | Patent lapsed |