DE733474C - Process for the preparation of water-soluble complex gold-peptone-saccharide compounds - Google Patents
Process for the preparation of water-soluble complex gold-peptone-saccharide compoundsInfo
- Publication number
- DE733474C DE733474C DESCH120454D DESC120454D DE733474C DE 733474 C DE733474 C DE 733474C DE SCH120454 D DESCH120454 D DE SCH120454D DE SC120454 D DESC120454 D DE SC120454D DE 733474 C DE733474 C DE 733474C
- Authority
- DE
- Germany
- Prior art keywords
- gold
- water
- peptone
- preparation
- compounds
- 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.)
- Expired
Links
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 4
- 150000001875 compounds Chemical class 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- 239000003929 acidic solution Substances 0.000 claims 1
- 239000000243 solution Substances 0.000 description 16
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 11
- 239000010931 gold Substances 0.000 description 11
- 229910052737 gold Inorganic materials 0.000 description 11
- 238000006243 chemical reaction Methods 0.000 description 6
- 150000002343 gold Chemical class 0.000 description 6
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Chemical compound OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 4
- 229920002472 Starch Polymers 0.000 description 4
- 230000002378 acidificating effect Effects 0.000 description 4
- 239000008107 starch Substances 0.000 description 4
- 235000019698 starch Nutrition 0.000 description 4
- 239000000047 product Substances 0.000 description 3
- 235000018102 proteins Nutrition 0.000 description 3
- 108090000623 proteins and genes Proteins 0.000 description 3
- 102000004169 proteins and genes Human genes 0.000 description 3
- -1 1Vlaltose Chemical compound 0.000 description 2
- 229920001817 Agar Polymers 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 239000001888 Peptone Substances 0.000 description 2
- 108010080698 Peptones Proteins 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
- 229930006000 Sucrose Natural products 0.000 description 2
- 239000008272 agar Substances 0.000 description 2
- 235000010419 agar Nutrition 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- AIUDWMLXCFRVDR-UHFFFAOYSA-N dimethyl 2-(3-ethyl-3-methylpentyl)propanedioate Chemical class CCC(C)(CC)CCC(C(=O)OC)C(=O)OC AIUDWMLXCFRVDR-UHFFFAOYSA-N 0.000 description 2
- 150000004676 glycans Chemical class 0.000 description 2
- FDWREHZXQUYJFJ-UHFFFAOYSA-M gold monochloride Chemical compound [Cl-].[Au+] FDWREHZXQUYJFJ-UHFFFAOYSA-M 0.000 description 2
- 235000012054 meals Nutrition 0.000 description 2
- 235000013372 meat Nutrition 0.000 description 2
- 235000019319 peptone Nutrition 0.000 description 2
- 229940066779 peptones Drugs 0.000 description 2
- 229920001282 polysaccharide Polymers 0.000 description 2
- 239000005017 polysaccharide Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 229960004793 sucrose Drugs 0.000 description 2
- MCSXGCZMEPXKIW-UHFFFAOYSA-N 3-hydroxy-4-[(4-methyl-2-nitrophenyl)diazenyl]-N-(3-nitrophenyl)naphthalene-2-carboxamide Chemical compound Cc1ccc(N=Nc2c(O)c(cc3ccccc23)C(=O)Nc2cccc(c2)[N+]([O-])=O)c(c1)[N+]([O-])=O MCSXGCZMEPXKIW-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- 244000215068 Acacia senegal Species 0.000 description 1
- UACOWKKZSFRPRK-UHFFFAOYSA-L Br[Au]Br Chemical compound Br[Au]Br UACOWKKZSFRPRK-UHFFFAOYSA-L 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical class [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 108010076119 Caseins Proteins 0.000 description 1
- GUBGYTABKSRVRQ-CUHNMECISA-N D-Cellobiose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-CUHNMECISA-N 0.000 description 1
- 102000009123 Fibrin Human genes 0.000 description 1
- 108010073385 Fibrin Proteins 0.000 description 1
- BWGVNKXGVNDBDI-UHFFFAOYSA-N Fibrin monomer Chemical compound CNC(=O)CNC(=O)CN BWGVNKXGVNDBDI-UHFFFAOYSA-N 0.000 description 1
- 235000019733 Fish meal Nutrition 0.000 description 1
- 239000001828 Gelatine Substances 0.000 description 1
- 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 1
- 229920000084 Gum arabic Polymers 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
- 241000219745 Lupinus Species 0.000 description 1
- 108010058846 Ovalbumin Proteins 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 108010009736 Protein Hydrolysates Proteins 0.000 description 1
- MUPFEKGTMRGPLJ-RMMQSMQOSA-N Raffinose Natural products O(C[C@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@@H](O[C@@]2(CO)[C@H](O)[C@@H](O)[C@@H](CO)O2)O1)[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 MUPFEKGTMRGPLJ-RMMQSMQOSA-N 0.000 description 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 1
- 241000145178 Trichloris Species 0.000 description 1
- MUPFEKGTMRGPLJ-UHFFFAOYSA-N UNPD196149 Natural products OC1C(O)C(CO)OC1(CO)OC1C(O)C(O)C(O)C(COC2C(C(O)C(O)C(CO)O2)O)O1 MUPFEKGTMRGPLJ-UHFFFAOYSA-N 0.000 description 1
- BRSVJNYNWNMJKC-UHFFFAOYSA-N [Cl].[Au] Chemical compound [Cl].[Au] BRSVJNYNWNMJKC-UHFFFAOYSA-N 0.000 description 1
- 239000000205 acacia gum Substances 0.000 description 1
- 235000010489 acacia gum Nutrition 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 108010050181 aleurone Proteins 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 235000021120 animal protein Nutrition 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000012267 brine Substances 0.000 description 1
- 210000001217 buttock Anatomy 0.000 description 1
- 239000005018 casein Substances 0.000 description 1
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
- 235000021240 caseins Nutrition 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000007857 degradation product Substances 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 238000000502 dialysis Methods 0.000 description 1
- 230000029142 excretion Effects 0.000 description 1
- 229950003499 fibrin Drugs 0.000 description 1
- 239000004467 fishmeal Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- IZLAVFWQHMDDGK-UHFFFAOYSA-N gold(1+);cyanide Chemical compound [Au+].N#[C-] IZLAVFWQHMDDGK-UHFFFAOYSA-N 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 235000013336 milk Nutrition 0.000 description 1
- 239000008267 milk Substances 0.000 description 1
- 210000004080 milk Anatomy 0.000 description 1
- 210000003205 muscle Anatomy 0.000 description 1
- 229910000510 noble metal Inorganic materials 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- OXNIZHLAWKMVMX-UHFFFAOYSA-N picric acid Chemical compound OC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O OXNIZHLAWKMVMX-UHFFFAOYSA-N 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000003531 protein hydrolysate Substances 0.000 description 1
- 239000012460 protein solution Substances 0.000 description 1
- 108010009004 proteose-peptone Proteins 0.000 description 1
- MUPFEKGTMRGPLJ-ZQSKZDJDSA-N raffinose 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[C@@H]2[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO)O2)O)O1 MUPFEKGTMRGPLJ-ZQSKZDJDSA-N 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 210000002966 serum Anatomy 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- SDKPSXWGRWWLKR-UHFFFAOYSA-M sodium;9,10-dioxoanthracene-1-sulfonate Chemical compound [Na+].O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2S(=O)(=O)[O-] SDKPSXWGRWWLKR-UHFFFAOYSA-M 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 150000004043 trisaccharides Chemical class 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
Description
Verfahren zur Herstellung von wassexlöslichen komplexen Gold-Pepton-Saccharid-Verbindungen Es wurde gefunden, daß man zu neuen wasserlöslichen komplexen Gold-Pepton-Saccha.rid-Verbindungen gelangt, wenn man Goldsalze, Peptone und wasserlösliche Mono-oder Polysacch,aride in wäßrigsaumer Lösung bzw. Aufschlemmung umsetzt.Process for the preparation of water-soluble complex gold-peptone-saccharide compounds It has been found that new water-soluble complex gold-peptone-Saccha.rid compounds can be obtained If you get gold salts, peptones and water-soluble mono- or polysacch, aride implemented in aqueous solution or suspension.
Für die Darstellung der neuen Verbindungen kommen sowohl Mono-, Di- und Trisaccharide als auch Polysaecharide in. Frage. Genannt seien Glucose, Milchzucker, Rohrzucker, 1Vlaltose, Raffinose, Cellobia@:e, Stärke, Gummiarabikum, Agar usw.Both mono-, di- and trisaccharides as well as polysaccharides in question. Glucose, milk sugar, Cane sugar, 1Vlaltose, raffinose, Cellobia @: e, starch, gum arabic, agar, etc.
Als Peptone, worunter auch Albumosen verstanden werden, kommen die unter diesen Namen bekannten Ehvesßabbauprodukte, die noch einen Teil der Eiweißreaktionen besitzen, in Frage. Diese Verbindungen, von denen zahle eiche Marken im Handel sind, können durch Hydrolyse von, pflanzlichen oder tierischen Eiweißverbindungen (Lupinen, Kleber, Aleuron, Eialbumin, Blutserum; Blutfibrin, Muskeln, Organen, Geweben, Fleischmehl, Fischmehl, Milch, Casein, Seide, Gelatine usw.) in bekannter Weise gewonnen werden (s. z. B. U 11 m a n n, Enzyklopädie der techn. Chemie, 1931, VIII, S.319 bis 3z1).The Ehvesß degradation products known under these names, which still have some of the protein reactions, come into consideration as peptones, which also include albumoses. These compounds, of which many oak brands are on the market, can be produced by hydrolysis of vegetable or animal protein compounds (lupins, glue, aleurone, egg albumin, blood serum; blood fibrin, muscles, organs, tissues, meat meal, fish meal, milk, casein, silk, Gelatine etc.) can be obtained in a known manner ( see e.g. U 11 mann, Enzyklopadie der techn. Chemie, 1931, VIII, p.319 to 3z1).
Für die Darstellung der neuen Komplexverbindungen ist saure Reaktion von ausschlaggebender Bedeutung. Es ist in den meisten: Fällen gar nicht erforderlich, das Reaktionsmedium sauer zu stellen, da Goldsalze ,als Salze eines Edelmetalls sehr leicht Säure abspalten. Alkalische Reaktion führt im Gegensatz zur sauren zu den in der Fachliteratur vielfach beschriebenen roten, violetten bis blauen Goldsolen, die sich deutlich von den grünstichig gelbgefärbten Lösungen der neuen Komplexverbindungen unterscheiden. Als Goldsalze kommen vor allein diejenigen des Handels, insbesondere die Goldchlor- und -bromverbindungen in Frage. Genannt seien Aurochlorid und -bram,id; Goldtrichlori:d,krist.gelb i- AuClo # H Cl+d. H.Ü i, Goldbraniidbromwasserstoff=. ;deren Natrium-, Kalium- und Ammoninimsalze, Goldcyani.d usw.For the preparation of the new complex compounds is acidic reaction of vital importance. In most cases: it is not necessary at all, to make the reaction medium acidic, as gold salts, as salts of a noble metal split off acid very easily. An alkaline reaction leads to in contrast to the acidic one the red, violet to blue gold brine, which is often described in the specialist literature, which differ clearly from the greenish yellow colored solutions of the new complex compounds differentiate. The only gold salts are those of commerce, in particular the gold chlorine and bromine compounds in question. Aurochloride should be mentioned and -bram, id; Gold trichlori: d, crystalline yellow i- AuClo # H Cl + d. H.Ü i, gold bromide bromide =. ; their sodium, potassium and ammonium salts, gold cyanide, etc.
Es ist zwar bekannt, Poptone oder andere wasserlösliche Eiweißabbauprodukte mit Goldsalzen umzusetzen. Diese Verbindungen sind aber in Wasser unlöslich. Durch Behandlung mit überschüssigen Eiweißlösungen können sie zwar in lösliche Form gebracht werden. Sie enthalten aber darin das Gold nicht in chemisch gebundener, sondern in- freier kolloidaler Form. Die wäßrigen Löstingan sind daher tiefrot oder violett gefärbt und neigen in starkem. Maße zur Ausfiockang.It is known to use Poptone or other water-soluble protein breakdown products to implement with gold salts. However, these compounds are insoluble in water. By Treatment with excess protein solutions can bring them into soluble form will. But they do not contain the gold in chemically bound, but rather in free colloidal form. The aqueous Löstingans are therefore deep red or purple colored and tend in strong. Dimensions for Ausfiockang.
Es ist ferner bekannt, wasserlösliche Verbindungen aus Goldsalzen ttnd Eiweißhydrolysaten herzustellen, die das Gold nicht in kolloidaler Form enthalten. Solche Verbindungen sind aber in Lösung nicht stabil; die Lösungen lassen sich weder in der Hitze sterilisieren, noch bei gewöhnlicher Temperatur aufbewahren, da sie sich durch Abscheidung von kolloidalem. Gold zersetzen.It is also known to use water-soluble compounds from gold salts ttnd to produce protein hydrolysates that do not contain the gold in colloidal form. Such compounds are not stable in solution; the solutions can neither Sterilize in the heat, still keep at ordinary temperature as they by separating colloidal. Decompose gold.
Dagegen werden nach vorliegendem Verfahren echte komplexe Verbindungen erhalten, deren 'gelblich gefärbte wäßrige Lösungen unbeschränkt haltbar sind. Dies ist in praktischer Hinsicht, z. B. zur Herstellung von Injektionslösungen, von entscheidender Bedeutung.In contrast, according to the present method, genuinely complex connections become obtained whose 'yellowish colored aqueous solutions can be kept indefinitely. this is in practical terms, e.g. B. for the preparation of injection solutions, is crucial Meaning.
Beispiel 1 io Gewichtstei!e Popton oder Albumoseneiweiß werden in
i oo Gewichtsteilen Wasser gelöst, trenn nötig, vorn Ungelösten abfiltriert und
mit überschüssiger iooioiger Goldchloridlösung in der Kälte versetzt. Das ausgefällte,
wasserunlösliche Produkt wird in eine kochende Lösung von i Gewichtsteil einer beliebigen
Stärkesorte in iooo Gewichtsieilen: Wasser eingetragen und sehr bald zur Lösung
gebracht. Diese Lösung wird weiter erhitzt, bis sich der Gberschul.') an. eingebrachtem
Gold abgeschieden hat, blank filtriert und auf dem Wasserbad langsam bis zur Trockne
eingedampft. Das Produkt ist ein gelblichbraunes Pulver von eigentümlichem, süßlichem
Geruch, welches sich ,im Gegensatz zu entsprechenden Konzentrationen von Popton
oder Stärke in Wasser unverzüglich und klar löst. Es enthält etwa 50o Gold in maskierter
Form. Das I-iidpi.-odükt zeigt die typische Jodreaktion der Stärke bzw. die Goldreaktion
mit Alkalien, nicht mehr. -
Claims (1)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH733474X | 1939-05-20 |
Publications (1)
Publication Number | Publication Date |
---|---|
DE733474C true DE733474C (en) | 1943-03-26 |
Family
ID=4532538
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DESCH120454D Expired DE733474C (en) | 1939-05-20 | 1940-05-21 | Process for the preparation of water-soluble complex gold-peptone-saccharide compounds |
Country Status (1)
Country | Link |
---|---|
DE (1) | DE733474C (en) |
-
1940
- 1940-05-21 DE DESCH120454D patent/DE733474C/en not_active Expired
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