FR2530026A1 - Procede pour identifier et pour determiner les origines bio- et/ou techno-synthetiques de substances organiques - Google Patents
Procede pour identifier et pour determiner les origines bio- et/ou techno-synthetiques de substances organiques Download PDFInfo
- Publication number
- FR2530026A1 FR2530026A1 FR8212148A FR8212148A FR2530026A1 FR 2530026 A1 FR2530026 A1 FR 2530026A1 FR 8212148 A FR8212148 A FR 8212148A FR 8212148 A FR8212148 A FR 8212148A FR 2530026 A1 FR2530026 A1 FR 2530026A1
- Authority
- FR
- France
- Prior art keywords
- isotopic
- carbon
- analysis
- deuterium
- techno
- 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
- 238000000034 method Methods 0.000 title claims abstract description 40
- 239000000126 substance Substances 0.000 title claims abstract description 24
- 230000008569 process Effects 0.000 title claims abstract description 20
- OKTJSMMVPCPJKN-OUBTZVSYSA-N Carbon-13 Chemical compound [13C] OKTJSMMVPCPJKN-OUBTZVSYSA-N 0.000 claims abstract description 35
- 238000004458 analytical method Methods 0.000 claims abstract description 17
- 238000009826 distribution Methods 0.000 claims abstract description 17
- YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 claims abstract description 15
- 229910052805 deuterium Inorganic materials 0.000 claims abstract description 15
- 238000003795 desorption Methods 0.000 claims abstract description 4
- 235000013305 food Nutrition 0.000 claims abstract description 3
- 235000013361 beverage Nutrition 0.000 claims abstract 2
- 230000000155 isotopic effect Effects 0.000 claims description 46
- 239000000523 sample Substances 0.000 claims description 19
- 150000001875 compounds Chemical class 0.000 claims description 16
- 238000005481 NMR spectroscopy Methods 0.000 claims description 9
- 238000004949 mass spectrometry Methods 0.000 claims description 7
- 230000001851 biosynthetic effect Effects 0.000 claims description 6
- 229910052799 carbon Inorganic materials 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 5
- 230000002209 hydrophobic effect Effects 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 230000004060 metabolic process Effects 0.000 claims description 3
- 230000003595 spectral effect Effects 0.000 claims description 3
- 239000011159 matrix material Substances 0.000 claims 2
- 241001465754 Metazoa Species 0.000 claims 1
- 230000002159 abnormal effect Effects 0.000 claims 1
- 235000019568 aromas Nutrition 0.000 claims 1
- 238000003745 diagnosis Methods 0.000 claims 1
- 230000007613 environmental effect Effects 0.000 claims 1
- 239000003344 environmental pollutant Substances 0.000 claims 1
- 239000003205 fragrance Substances 0.000 claims 1
- 230000000877 morphologic effect Effects 0.000 claims 1
- 230000000144 pharmacologic effect Effects 0.000 claims 1
- 239000002574 poison Substances 0.000 claims 1
- 231100000614 poison Toxicity 0.000 claims 1
- 231100000719 pollutant Toxicity 0.000 claims 1
- 239000013074 reference sample Substances 0.000 claims 1
- 230000005291 magnetic effect Effects 0.000 abstract description 5
- 238000004611 spectroscopical analysis Methods 0.000 abstract description 3
- 239000000796 flavoring agent Substances 0.000 abstract 1
- 235000019634 flavors Nutrition 0.000 abstract 1
- 239000002304 perfume Substances 0.000 abstract 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 48
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 27
- 235000019441 ethanol Nutrition 0.000 description 18
- 229960000583 acetic acid Drugs 0.000 description 17
- 239000000047 product Substances 0.000 description 13
- 238000001228 spectrum Methods 0.000 description 10
- 235000001014 amino acid Nutrition 0.000 description 9
- 150000001413 amino acids Chemical class 0.000 description 9
- 238000002360 preparation method Methods 0.000 description 8
- XLYOFNOQVPJJNP-ZSJDYOACSA-N Heavy water Chemical compound [2H]O[2H] XLYOFNOQVPJJNP-ZSJDYOACSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 6
- 241000282552 Chlorocebus aethiops Species 0.000 description 5
- 235000014101 wine Nutrition 0.000 description 5
- OKTJSMMVPCPJKN-IGMARMGPSA-N Carbon-12 Chemical compound [12C] OKTJSMMVPCPJKN-IGMARMGPSA-N 0.000 description 4
- 241000196324 Embryophyta Species 0.000 description 4
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 description 4
- 241000894007 species Species 0.000 description 4
- MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 description 3
- AYFVYJQAPQTCCC-GBXIJSLDSA-N L-threonine Chemical compound C[C@@H](O)[C@H](N)C(O)=O AYFVYJQAPQTCCC-GBXIJSLDSA-N 0.000 description 3
- 240000008042 Zea mays Species 0.000 description 3
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 3
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 244000309464 bull Species 0.000 description 3
- 238000002485 combustion reaction Methods 0.000 description 3
- 235000005822 corn Nutrition 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 230000029553 photosynthesis Effects 0.000 description 3
- 238000010672 photosynthesis Methods 0.000 description 3
- 238000011084 recovery Methods 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- 239000000052 vinegar Substances 0.000 description 3
- 235000021419 vinegar Nutrition 0.000 description 3
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 2
- 235000016068 Berberis vulgaris Nutrition 0.000 description 2
- 241000335053 Beta vulgaris Species 0.000 description 2
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- 229910052688 Gadolinium Inorganic materials 0.000 description 2
- 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 description 2
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- YZCKVEUIGOORGS-IGMARMGPSA-N Protium Chemical compound [1H] YZCKVEUIGOORGS-IGMARMGPSA-N 0.000 description 2
- 241000720974 Protium Species 0.000 description 2
- 229930006000 Sucrose Natural products 0.000 description 2
- 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 description 2
- 238000013459 approach Methods 0.000 description 2
- 235000003704 aspartic acid Nutrition 0.000 description 2
- OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 description 2
- 239000012472 biological sample Substances 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- LFQSCWFLJHTTHZ-LIDOUZCJSA-N ethanol-d6 Chemical compound [2H]OC([2H])([2H])C([2H])([2H])[2H] LFQSCWFLJHTTHZ-LIDOUZCJSA-N 0.000 description 2
- 238000013467 fragmentation Methods 0.000 description 2
- 238000006062 fragmentation reaction Methods 0.000 description 2
- UIWYJDYFSGRHKR-UHFFFAOYSA-N gadolinium atom Chemical compound [Gd] UIWYJDYFSGRHKR-UHFFFAOYSA-N 0.000 description 2
- 239000012362 glacial acetic acid Substances 0.000 description 2
- 239000008103 glucose Substances 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 230000006641 stabilisation Effects 0.000 description 2
- 238000011105 stabilization Methods 0.000 description 2
- 229960004793 sucrose Drugs 0.000 description 2
- 239000002023 wood Substances 0.000 description 2
- 241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 1
- 241000208199 Buxus sempervirens Species 0.000 description 1
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 1
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical class OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 1
- AUNGANRZJHBGPY-SCRDCRAPSA-N Riboflavin Chemical compound OC[C@@H](O)[C@@H](O)[C@@H](O)CN1C=2C=C(C)C(C)=CC=2N=C2C1=NC(=O)NC2=O AUNGANRZJHBGPY-SCRDCRAPSA-N 0.000 description 1
- CZMRCDWAGMRECN-UHFFFAOYSA-N Rohrzucker Natural products OCC1OC(CO)(OC2OC(CO)C(O)C(O)C2O)C(O)C1O CZMRCDWAGMRECN-UHFFFAOYSA-N 0.000 description 1
- 240000000111 Saccharum officinarum Species 0.000 description 1
- 235000007201 Saccharum officinarum Nutrition 0.000 description 1
- MTCFGRXMJLQNBG-UHFFFAOYSA-N Serine Natural products OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 235000021536 Sugar beet Nutrition 0.000 description 1
- AYFVYJQAPQTCCC-UHFFFAOYSA-N Threonine Natural products CC(O)C(N)C(O)=O AYFVYJQAPQTCCC-UHFFFAOYSA-N 0.000 description 1
- 239000004473 Threonine Substances 0.000 description 1
- JRQLBJPVSRTDBJ-WZTVWXICSA-N [1-[(3,4-dihydroxyphenyl)methyl]-7-hydroxyisoquinolin-6-yl] hydrogen sulfate;(2r,3r,4r,5s)-6-(methylamino)hexane-1,2,3,4,5-pentol Chemical compound CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.C1=C(O)C(O)=CC=C1CC1=NC=CC2=CC(OS(O)(=O)=O)=C(O)C=C12 JRQLBJPVSRTDBJ-WZTVWXICSA-N 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical class [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 239000002249 anxiolytic agent Substances 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000009141 biological interaction Effects 0.000 description 1
- 210000000988 bone and bone Anatomy 0.000 description 1
- 239000011449 brick Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 238000001460 carbon-13 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 238000002144 chemical decomposition reaction Methods 0.000 description 1
- 239000000571 coke Substances 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 230000001066 destructive effect Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 239000011903 deuterated solvents Substances 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 230000002255 enzymatic effect Effects 0.000 description 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000000855 fermentation Methods 0.000 description 1
- 230000004151 fermentation Effects 0.000 description 1
- 230000004907 flux Effects 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 235000013922 glutamic acid Nutrition 0.000 description 1
- 239000004220 glutamic acid Substances 0.000 description 1
- 230000003760 hair shine Effects 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000010354 integration Effects 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 238000002372 labelling Methods 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 239000003550 marker Substances 0.000 description 1
- 230000002503 metabolic effect Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- -1 methyl hydrogen Chemical group 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 230000035772 mutation Effects 0.000 description 1
- 230000001818 nuclear effect Effects 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000005298 paramagnetic effect Effects 0.000 description 1
- 238000005120 petroleum cracking Methods 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 230000000243 photosynthetic effect Effects 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 102000004196 processed proteins & peptides Human genes 0.000 description 1
- 108090000765 processed proteins & peptides Proteins 0.000 description 1
- NQCBIMOYRRMVNA-UHFFFAOYSA-N propane-1,2,3-triol;hydrochloride Chemical compound Cl.OCC(O)CO NQCBIMOYRRMVNA-UHFFFAOYSA-N 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000004445 quantitative analysis Methods 0.000 description 1
- 235000020095 red wine Nutrition 0.000 description 1
- 230000001932 seasonal effect Effects 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 238000004088 simulation Methods 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 230000009897 systematic effect Effects 0.000 description 1
- 235000020049 table wine Nutrition 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 238000002604 ultrasonography Methods 0.000 description 1
- 235000020097 white wine Nutrition 0.000 description 1
Classifications
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01R—MEASURING ELECTRIC VARIABLES; MEASURING MAGNETIC VARIABLES
- G01R33/00—Arrangements or instruments for measuring magnetic variables
- G01R33/20—Arrangements or instruments for measuring magnetic variables involving magnetic resonance
- G01R33/44—Arrangements or instruments for measuring magnetic variables involving magnetic resonance using nuclear magnetic resonance [NMR]
- G01R33/46—NMR spectroscopy
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01R—MEASURING ELECTRIC VARIABLES; MEASURING MAGNETIC VARIABLES
- G01R33/00—Arrangements or instruments for measuring magnetic variables
- G01R33/20—Arrangements or instruments for measuring magnetic variables involving magnetic resonance
- G01R33/44—Arrangements or instruments for measuring magnetic variables involving magnetic resonance using nuclear magnetic resonance [NMR]
- G01R33/46—NMR spectroscopy
- G01R33/465—NMR spectroscopy applied to biological material, e.g. in vitro testing
Landscapes
- Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- High Energy & Nuclear Physics (AREA)
- Condensed Matter Physics & Semiconductors (AREA)
- General Physics & Mathematics (AREA)
- Other Investigation Or Analysis Of Materials By Electrical Means (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Investigating Or Analysing Biological Materials (AREA)
- Magnetic Resonance Imaging Apparatus (AREA)
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8212148A FR2530026A1 (fr) | 1982-07-09 | 1982-07-09 | Procede pour identifier et pour determiner les origines bio- et/ou techno-synthetiques de substances organiques |
| GR71861A GR78628B (enExample) | 1982-07-09 | 1983-07-04 | |
| PCT/FR1983/000140 WO1984000419A1 (fr) | 1982-07-09 | 1983-07-08 | Procede pour determiner les origines bio- et/ou techno-synthetiques de substances organiques et moyens pour sa mise en oeuvre |
| EP83401414A EP0099810B1 (fr) | 1982-07-09 | 1983-07-08 | Procédé pour déterminer les origines bio- et/ou techno-synthétiques de substances organiques et moyens pour sa mise en oeuvre |
| JP58502224A JPS59501228A (ja) | 1982-07-09 | 1983-07-08 | 有機物質の生合成もしくは人工合成由来を測定する方法およびその実現手段 |
| ES523985A ES523985A0 (es) | 1982-07-09 | 1983-07-08 | Un procedimiento para identificar y, en su caso, para determinar cuantitativamente los origenes biosinteticos yno tecnosinteticos de sustancias organicas |
| DE8383401414T DE3376683D1 (en) | 1982-07-09 | 1983-07-08 | Process for determining the biological and/or techno-synthetic origins of organic substances, and device for carrying it out |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8212148A FR2530026A1 (fr) | 1982-07-09 | 1982-07-09 | Procede pour identifier et pour determiner les origines bio- et/ou techno-synthetiques de substances organiques |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2530026A1 true FR2530026A1 (fr) | 1984-01-13 |
| FR2530026B1 FR2530026B1 (enExample) | 1985-01-18 |
Family
ID=9275882
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR8212148A Granted FR2530026A1 (fr) | 1982-07-09 | 1982-07-09 | Procede pour identifier et pour determiner les origines bio- et/ou techno-synthetiques de substances organiques |
Country Status (7)
| Country | Link |
|---|---|
| EP (1) | EP0099810B1 (enExample) |
| JP (1) | JPS59501228A (enExample) |
| DE (1) | DE3376683D1 (enExample) |
| ES (1) | ES523985A0 (enExample) |
| FR (1) | FR2530026A1 (enExample) |
| GR (1) | GR78628B (enExample) |
| WO (1) | WO1984000419A1 (enExample) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GR1002879B (el) * | 1997-06-06 | 1998-03-11 | Νεα αναλυτικη προσεγγιση ανιχνευσης νοθειας αγνου παρθενου ελαιολαδου με τη χρηση πυρηνικου μαγνητικου συντονισμου ανθρακα-13 | |
| ID30478A (id) | 1999-02-10 | 2001-12-13 | Oxford Natury Products Plc | Proses pengendalian mutu dan standardisasi produk-produk tanaman obat |
| MXPA05000724A (es) * | 2002-07-17 | 2005-04-08 | Univ California | Metodos y dispositivos para el analisis de recipientes sellados. |
| CN108956417B (zh) * | 2018-06-09 | 2019-09-24 | 中国石油大学(华东) | 分析岩石孔隙无效吸水量的同位素核磁方法 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3925721A (en) * | 1974-11-29 | 1975-12-09 | Peter D Petroff | Processed sewage effluent |
-
1982
- 1982-07-09 FR FR8212148A patent/FR2530026A1/fr active Granted
-
1983
- 1983-07-04 GR GR71861A patent/GR78628B/el unknown
- 1983-07-08 DE DE8383401414T patent/DE3376683D1/de not_active Expired
- 1983-07-08 ES ES523985A patent/ES523985A0/es active Granted
- 1983-07-08 JP JP58502224A patent/JPS59501228A/ja active Pending
- 1983-07-08 EP EP83401414A patent/EP0099810B1/fr not_active Expired
- 1983-07-08 WO PCT/FR1983/000140 patent/WO1984000419A1/fr not_active Ceased
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3925721A (en) * | 1974-11-29 | 1975-12-09 | Peter D Petroff | Processed sewage effluent |
Non-Patent Citations (2)
| Title |
|---|
| ANALYTICAL CHEMISTRY, vol. 42, no. 4, avril 1970, NEW YORK (US); T.C. FARRAR: "Pulsed and Fourier Transform NMR Spectroscopy". pages 109A-112A. * |
| ANALYTICAL CHEMISTRY, vol. 51, no. 2, février 1979, NEW YORK (US); C.A. LUCCHESI: "The Analytical Approach". pages 224A-232A. * |
Also Published As
| Publication number | Publication date |
|---|---|
| WO1984000419A1 (fr) | 1984-02-02 |
| FR2530026B1 (enExample) | 1985-01-18 |
| ES8407585A1 (es) | 1984-10-01 |
| EP0099810A1 (fr) | 1984-02-01 |
| EP0099810B1 (fr) | 1988-05-18 |
| JPS59501228A (ja) | 1984-07-12 |
| GR78628B (enExample) | 1984-09-27 |
| ES523985A0 (es) | 1984-10-01 |
| DE3376683D1 (en) | 1988-06-23 |
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