CA2425473A1 - Composition et procede pour preparer des chelates d'acide amine exempts d'ions interferants - Google Patents
Composition et procede pour preparer des chelates d'acide amine exempts d'ions interferants Download PDFInfo
- Publication number
- CA2425473A1 CA2425473A1 CA002425473A CA2425473A CA2425473A1 CA 2425473 A1 CA2425473 A1 CA 2425473A1 CA 002425473 A CA002425473 A CA 002425473A CA 2425473 A CA2425473 A CA 2425473A CA 2425473 A1 CA2425473 A1 CA 2425473A1
- Authority
- CA
- Canada
- Prior art keywords
- amino acid
- metal
- ligand
- chelate
- molar ratio
- 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.)
- Abandoned
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- 150000001413 amino acids Chemical class 0.000 title claims abstract description 189
- 238000000034 method Methods 0.000 title claims abstract description 46
- 150000002500 ions Chemical class 0.000 title claims abstract description 43
- 230000002452 interceptive effect Effects 0.000 title claims abstract description 30
- 239000000203 mixture Substances 0.000 title abstract description 21
- 229910052751 metal Inorganic materials 0.000 claims abstract description 162
- 239000002184 metal Substances 0.000 claims abstract description 162
- 239000013522 chelant Substances 0.000 claims abstract description 136
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 claims abstract description 101
- 239000003446 ligand Substances 0.000 claims abstract description 84
- 239000000243 solution Substances 0.000 claims abstract description 76
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 claims abstract description 62
- 239000000292 calcium oxide Substances 0.000 claims abstract description 54
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 claims abstract description 51
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims abstract description 29
- 239000000920 calcium hydroxide Substances 0.000 claims abstract description 20
- 229910001861 calcium hydroxide Inorganic materials 0.000 claims abstract description 20
- 150000003467 sulfuric acid derivatives Chemical class 0.000 claims abstract description 20
- 230000007935 neutral effect Effects 0.000 claims abstract description 18
- 239000007864 aqueous solution Substances 0.000 claims abstract description 11
- 229940024606 amino acid Drugs 0.000 claims description 210
- 235000001014 amino acid Nutrition 0.000 claims description 206
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims description 105
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- 238000006243 chemical reaction Methods 0.000 claims description 47
- 239000010949 copper Substances 0.000 claims description 33
- 229910052802 copper Inorganic materials 0.000 claims description 32
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- 239000011651 chromium Substances 0.000 claims description 20
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- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 claims description 18
- 229910052742 iron Inorganic materials 0.000 claims description 18
- GPRLSGONYQIRFK-UHFFFAOYSA-N hydron Chemical compound [H+] GPRLSGONYQIRFK-UHFFFAOYSA-N 0.000 claims description 17
- 229910052804 chromium Inorganic materials 0.000 claims description 15
- 239000011777 magnesium Substances 0.000 claims description 15
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- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 claims description 14
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- 239000000376 reactant Substances 0.000 claims description 12
- 229910052925 anhydrite Inorganic materials 0.000 claims description 11
- BAUYGSIQEAFULO-UHFFFAOYSA-L iron(2+) sulfate (anhydrous) Chemical compound [Fe+2].[O-]S([O-])(=O)=O BAUYGSIQEAFULO-UHFFFAOYSA-L 0.000 claims description 10
- 229910000368 zinc sulfate Inorganic materials 0.000 claims description 10
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 claims description 9
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims description 9
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- 229910000359 iron(II) sulfate Inorganic materials 0.000 claims description 9
- 150000001450 anions Chemical class 0.000 claims description 8
- 238000001035 drying Methods 0.000 claims description 7
- 150000001768 cations Chemical class 0.000 claims description 6
- VVYPIVJZLVJPGU-UHFFFAOYSA-L copper;2-aminoacetate Chemical compound [Cu+2].NCC([O-])=O.NCC([O-])=O VVYPIVJZLVJPGU-UHFFFAOYSA-L 0.000 claims description 6
- SQQMAOCOWKFBNP-UHFFFAOYSA-L manganese(II) sulfate Chemical compound [Mn+2].[O-]S([O-])(=O)=O SQQMAOCOWKFBNP-UHFFFAOYSA-L 0.000 claims description 6
- 108010016626 Dipeptides Proteins 0.000 claims description 5
- 229910015853 MSO4 Inorganic materials 0.000 claims description 5
- JNMKPXXKHWQWFB-UHFFFAOYSA-L 2-aminoacetate;manganese(2+) Chemical compound [Mn+2].NCC([O-])=O.NCC([O-])=O JNMKPXXKHWQWFB-UHFFFAOYSA-L 0.000 claims description 4
- 235000004279 alanine Nutrition 0.000 claims description 4
- 235000018417 cysteine Nutrition 0.000 claims description 4
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- UOXSXMSTSYWNMH-UHFFFAOYSA-L zinc;2-aminoacetate Chemical compound [Zn+2].NCC([O-])=O.NCC([O-])=O UOXSXMSTSYWNMH-UHFFFAOYSA-L 0.000 claims description 4
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 claims description 3
- FFEARJCKVFRZRR-BYPYZUCNSA-N L-methionine Chemical compound CSCC[C@H](N)C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-N 0.000 claims description 3
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 claims description 3
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- MTCFGRXMJLQNBG-UHFFFAOYSA-N Serine Natural products OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 claims description 3
- 229910000366 copper(II) sulfate Inorganic materials 0.000 claims description 3
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- AACACXATQSKRQG-UHFFFAOYSA-L magnesium;2-aminoacetate Chemical compound [Mg+2].NCC([O-])=O.NCC([O-])=O AACACXATQSKRQG-UHFFFAOYSA-L 0.000 claims description 3
- MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 claims description 2
- 239000004475 Arginine Substances 0.000 claims description 2
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- PMMYEEVYMWASQN-DMTCNVIQSA-N Hydroxyproline Chemical compound O[C@H]1CN[C@H](C(O)=O)C1 PMMYEEVYMWASQN-DMTCNVIQSA-N 0.000 claims description 2
- XUJNEKJLAYXESH-REOHCLBHSA-N L-Cysteine Chemical compound SC[C@H](N)C(O)=O XUJNEKJLAYXESH-REOHCLBHSA-N 0.000 claims description 2
- AHLPHDHHMVZTML-BYPYZUCNSA-N L-Ornithine Chemical compound NCCC[C@H](N)C(O)=O AHLPHDHHMVZTML-BYPYZUCNSA-N 0.000 claims description 2
- ONIBWKKTOPOVIA-BYPYZUCNSA-N L-Proline Chemical compound OC(=O)[C@@H]1CCCN1 ONIBWKKTOPOVIA-BYPYZUCNSA-N 0.000 claims description 2
- ODKSFYDXXFIFQN-BYPYZUCNSA-P L-argininium(2+) Chemical compound NC(=[NH2+])NCCC[C@H]([NH3+])C(O)=O ODKSFYDXXFIFQN-BYPYZUCNSA-P 0.000 claims description 2
- DCXYFEDJOCDNAF-REOHCLBHSA-N L-asparagine Chemical compound OC(=O)[C@@H](N)CC(N)=O DCXYFEDJOCDNAF-REOHCLBHSA-N 0.000 claims description 2
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 claims description 2
- LEVWYRKDKASIDU-IMJSIDKUSA-N L-cystine Chemical compound [O-]C(=O)[C@@H]([NH3+])CSSC[C@H]([NH3+])C([O-])=O LEVWYRKDKASIDU-IMJSIDKUSA-N 0.000 claims description 2
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 claims description 2
- HNDVDQJCIGZPNO-YFKPBYRVSA-N L-histidine Chemical compound OC(=O)[C@@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-YFKPBYRVSA-N 0.000 claims description 2
- AGPKZVBTJJNPAG-WHFBIAKZSA-N L-isoleucine Chemical compound CC[C@H](C)[C@H](N)C(O)=O AGPKZVBTJJNPAG-WHFBIAKZSA-N 0.000 claims description 2
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- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 claims description 2
- COLNVLDHVKWLRT-QMMMGPOBSA-N L-phenylalanine Chemical compound OC(=O)[C@@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 claims description 2
- AYFVYJQAPQTCCC-GBXIJSLDSA-N L-threonine Chemical compound C[C@@H](O)[C@H](N)C(O)=O AYFVYJQAPQTCCC-GBXIJSLDSA-N 0.000 claims description 2
- QIVBCDIJIAJPQS-VIFPVBQESA-N L-tryptophane Chemical compound C1=CC=C2C(C[C@H](N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-VIFPVBQESA-N 0.000 claims description 2
- OUYCCCASQSFEME-QMMMGPOBSA-N L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-QMMMGPOBSA-N 0.000 claims description 2
- KZSNJWFQEVHDMF-BYPYZUCNSA-N L-valine Chemical compound CC(C)[C@H](N)C(O)=O KZSNJWFQEVHDMF-BYPYZUCNSA-N 0.000 claims description 2
- ROHFNLRQFUQHCH-UHFFFAOYSA-N Leucine Natural products CC(C)CC(N)C(O)=O ROHFNLRQFUQHCH-UHFFFAOYSA-N 0.000 claims description 2
- AHLPHDHHMVZTML-UHFFFAOYSA-N Orn-delta-NH2 Natural products NCCCC(N)C(O)=O AHLPHDHHMVZTML-UHFFFAOYSA-N 0.000 claims description 2
- UTJLXEIPEHZYQJ-UHFFFAOYSA-N Ornithine Natural products OC(=O)C(C)CCCN UTJLXEIPEHZYQJ-UHFFFAOYSA-N 0.000 claims description 2
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- AYFVYJQAPQTCCC-UHFFFAOYSA-N Threonine Natural products CC(O)C(N)C(O)=O AYFVYJQAPQTCCC-UHFFFAOYSA-N 0.000 claims description 2
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- QIVBCDIJIAJPQS-UHFFFAOYSA-N Tryptophan Natural products C1=CC=C2C(CC(N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-UHFFFAOYSA-N 0.000 claims description 2
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- OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 claims description 2
- KTVIXTQDYHMGHF-UHFFFAOYSA-L cobalt(2+) sulfate Chemical compound [Co+2].[O-]S([O-])(=O)=O KTVIXTQDYHMGHF-UHFFFAOYSA-L 0.000 claims description 2
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- GIPOFCXYHMWROH-UHFFFAOYSA-L 2-aminoacetate;iron(2+) Chemical compound [Fe+2].NCC([O-])=O.NCC([O-])=O GIPOFCXYHMWROH-UHFFFAOYSA-L 0.000 claims 4
- WNUKBOIKJJGIRV-UHFFFAOYSA-L 2-aminoacetate;chromium(2+) Chemical compound [Cr+2].NCC([O-])=O.NCC([O-])=O WNUKBOIKJJGIRV-UHFFFAOYSA-L 0.000 claims 1
- ULRFEZRKKSYJTP-UHFFFAOYSA-K 2-aminoacetate;chromium(3+) Chemical compound [Cr+3].NCC([O-])=O.NCC([O-])=O.NCC([O-])=O ULRFEZRKKSYJTP-UHFFFAOYSA-K 0.000 claims 1
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- 230000002496 gastric effect Effects 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- XBDUTCVQJHJTQZ-UHFFFAOYSA-L iron(2+) sulfate monohydrate Chemical compound O.[Fe+2].[O-]S([O-])(=O)=O XBDUTCVQJHJTQZ-UHFFFAOYSA-L 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229960003646 lysine Drugs 0.000 description 2
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 102000004196 processed proteins & peptides Human genes 0.000 description 2
- 229910052938 sodium sulfate Inorganic materials 0.000 description 2
- 235000011152 sodium sulphate Nutrition 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 210000003813 thumb Anatomy 0.000 description 2
- HZRUTVAFDWTKGD-JEDNCBNOSA-N (2s)-2,6-diaminohexanoic acid;hydrate Chemical compound O.NCCCC[C@H](N)C(O)=O HZRUTVAFDWTKGD-JEDNCBNOSA-N 0.000 description 1
- YJYOLOWXCPIBSY-UHFFFAOYSA-L 2-aminoacetic acid;iron(2+);sulfate Chemical compound [H+].[H+].[Fe+2].NCC([O-])=O.NCC([O-])=O.[O-]S([O-])(=O)=O YJYOLOWXCPIBSY-UHFFFAOYSA-L 0.000 description 1
- 239000004470 DL Methionine Substances 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-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
- 241001124569 Lycaenidae Species 0.000 description 1
- 241000124008 Mammalia Species 0.000 description 1
- 206010028813 Nausea Diseases 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 206010000059 abdominal discomfort Diseases 0.000 description 1
- 239000003929 acidic solution Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000009056 active transport Effects 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 238000006664 bond formation reaction Methods 0.000 description 1
- 244000309464 bull Species 0.000 description 1
- XUDYDGIFOJLDTL-UHFFFAOYSA-L calcium 2-aminoacetate 2-aminoacetic acid Chemical compound [Ca+2].NCC(O)=O.NCC([O-])=O.NCC([O-])=O XUDYDGIFOJLDTL-UHFFFAOYSA-L 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 230000001413 cellular effect Effects 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- ZEDVQPMPKANXKG-UHFFFAOYSA-H chromium(3+) trisulfate hexahydrate Chemical compound O.O.O.O.O.O.S(=O)(=O)([O-])[O-].[Cr+3].S(=O)(=O)([O-])[O-].S(=O)(=O)([O-])[O-].[Cr+3] ZEDVQPMPKANXKG-UHFFFAOYSA-H 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 229910000361 cobalt sulfate Inorganic materials 0.000 description 1
- 229940044175 cobalt sulfate Drugs 0.000 description 1
- 235000014987 copper Nutrition 0.000 description 1
- VILAVOFMIJHSJA-UHFFFAOYSA-N dicarbon monoxide Chemical compound [C]=C=O VILAVOFMIJHSJA-UHFFFAOYSA-N 0.000 description 1
- 229960001781 ferrous sulfate Drugs 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 238000010353 genetic engineering Methods 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 239000000413 hydrolysate Substances 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 230000031891 intestinal absorption Effects 0.000 description 1
- RUTXIHLAWFEWGM-UHFFFAOYSA-H iron(3+) sulfate Chemical compound [Fe+3].[Fe+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O RUTXIHLAWFEWGM-UHFFFAOYSA-H 0.000 description 1
- 229960002306 lysine monohydrate Drugs 0.000 description 1
- 229910001510 metal chloride Inorganic materials 0.000 description 1
- 150000001455 metallic ions Chemical group 0.000 description 1
- FFEARJCKVFRZRR-UHFFFAOYSA-N methionine Chemical compound CSCCC(N)C(O)=O FFEARJCKVFRZRR-UHFFFAOYSA-N 0.000 description 1
- 239000002366 mineral element Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000008693 nausea Effects 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 150000002823 nitrates Chemical class 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 230000000050 nutritive effect Effects 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 230000001863 plant nutrition Effects 0.000 description 1
- 229920001184 polypeptide Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000007065 protein hydrolysis Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- JBQYATWDVHIOAR-UHFFFAOYSA-N tellanylidenegermanium Chemical compound [Te]=[Ge] JBQYATWDVHIOAR-UHFFFAOYSA-N 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/14—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof
- C07C227/16—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof by reactions not involving the amino or carboxyl groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
L'invention concerne des compositions et des procédés permettant de préparer des chélatés d'acide aminé exempts d'ions d'interférants, et éventuellement neutres sur le plan électrique. Dans un mode de réalisation, la composition est préparée par réaction dans une solution aqueuse d'un oxyde et/ou d'un hydroxyde de calcium, d'un acide aminé et d'un sel de sulfate de métal soluble, dans un rapport suffisant pour permettre sensiblement à tous les ions présents en solution de réagir, de manière à former un chélaté d'acide aminé de métal et un sulfate de calcium sensiblement inerte. Le chélaté d'acide aminé de métal comporte un ligand au rapport molaire du métal de l'ordre de 2:1 à 3:1. Dans une autre variante, la composition peut être préparée par réaction dans une solution aqueuse, d'un oxyde et/ou d'un hydroxyde de calcium, d'un acide aminé et d'un sel de sulfate de métal soluble dans un rapport suffisant pour permettre à sensiblement tous les ions présents en solution de réagir de manière à former un chélaté d'acide aminé de métal chargé positivement ayant un ion antagoniste hydroxyde, et un sulfate de calcium, le chélaté d'acide aminé de métal ayant un ligand au rapport molaire du métal de l'ordre de 1:1 à 2:1.
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/686,684 US6407138B1 (en) | 2000-10-11 | 2000-10-11 | Composition and method for preparing electrically neutral amino acid chelates free of interfering ions |
| US09/686,046 US6458981B1 (en) | 2000-10-11 | 2000-10-11 | Composition and method for preparing amino acid chelate hydroxides free of interfering ions |
| US09/686,046 | 2000-10-11 | ||
| US09/686,684 | 2000-10-11 | ||
| PCT/US2001/031758 WO2002030948A2 (fr) | 2000-10-11 | 2001-10-10 | Composition et procede pour preparer des chelates d'acide amine exempts d'ions interferants |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2425473A1 true CA2425473A1 (fr) | 2002-04-18 |
Family
ID=27103727
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002425473A Abandoned CA2425473A1 (fr) | 2000-10-11 | 2001-10-10 | Composition et procede pour preparer des chelates d'acide amine exempts d'ions interferants |
Country Status (4)
| Country | Link |
|---|---|
| EP (1) | EP1325012A4 (fr) |
| AU (1) | AU2002213106A1 (fr) |
| CA (1) | CA2425473A1 (fr) |
| WO (1) | WO2002030948A2 (fr) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4210037B2 (ja) * | 2001-02-16 | 2009-01-14 | 村樫石灰工業株式会社 | 抗菌性組成物 |
| US7994217B2 (en) | 2002-05-02 | 2011-08-09 | Xanodyne Pharmaceuticals, Inc. | Prenatal multivitamin/multimineral supplement |
| CN101062913B (zh) * | 2007-06-05 | 2013-01-23 | 重庆大学 | 羟基脯氨酸-锌螯合物的制备方法 |
| CN103467331B (zh) * | 2013-09-26 | 2015-01-21 | 山东祥维斯生物科技有限公司 | 一种甘氨酸螯合铁的结晶成长方法 |
| CN106858610B (zh) * | 2017-03-01 | 2018-05-22 | 岳智广 | 一种氨基酸螯合钙的制备方法及包括该螯合钙的补钙制剂 |
| KR102058676B1 (ko) * | 2017-07-14 | 2019-12-24 | 씨제이제일제당 주식회사 | 메티오닌-금속 킬레이트 및 이의 제조방법 |
| KR102068016B1 (ko) * | 2017-07-14 | 2020-01-21 | 씨제이제일제당 주식회사 | 메티오닌-금속 킬레이트 및 이의 제조방법 |
| ES2955166T3 (es) * | 2018-12-18 | 2023-11-29 | Phytobiotics Futterzusatzstoffe Gmbh | Producción de un compuesto de lisinato a partir de una solución acuosa de lisina |
| CN110330439A (zh) * | 2019-07-12 | 2019-10-15 | 辽阳华路催化技术研发有限公司 | 一种不引入杂质离子的甘氨酸锌络合物及其制备方法 |
| CN110734331B (zh) * | 2019-10-28 | 2022-03-11 | 内蒙古阜丰生物科技有限公司 | 一种利用谷氨酸发酵废弃物制备的复合肥料 |
| CN111116438B (zh) * | 2019-12-25 | 2022-05-20 | 长沙兴嘉生物工程股份有限公司 | 一种胱氨酸锰的制备方法及其应用 |
| CN121181928B (zh) * | 2025-11-21 | 2026-03-06 | 广东药科大学 | 一种具有美白抗衰功效的双金属配合物及其制备方法和应用 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3950372A (en) * | 1974-07-03 | 1976-04-13 | Zinpro Corporation | 1:1 Manganese alpha amino acid complexes |
| US4425280A (en) * | 1981-03-30 | 1984-01-10 | Ferro Corporation | Metal amino acids |
| US4830716B1 (en) * | 1986-07-03 | 1999-12-07 | Albion Int | Preparation of pharmaceutical grade amino acid chelates |
| US5292729A (en) * | 1992-08-14 | 1994-03-08 | Albion International, Inc. | II-bond aromatic vitamin chelates |
| US5698724A (en) * | 1996-04-30 | 1997-12-16 | Zinpro Corporation | Amino acid metal complexes using hydrolyzed protein as the amino acid source and methods re same |
-
2001
- 2001-10-10 WO PCT/US2001/031758 patent/WO2002030948A2/fr not_active Ceased
- 2001-10-10 CA CA002425473A patent/CA2425473A1/fr not_active Abandoned
- 2001-10-10 AU AU2002213106A patent/AU2002213106A1/en not_active Abandoned
- 2001-10-10 EP EP01981466A patent/EP1325012A4/fr not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| WO2002030948A3 (fr) | 2002-07-18 |
| WO2002030948A2 (fr) | 2002-04-18 |
| EP1325012A2 (fr) | 2003-07-09 |
| EP1325012A4 (fr) | 2005-08-10 |
| AU2002213106A1 (en) | 2002-04-22 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Discontinued |