80-68-2
DL-Threonine
CAS: 80-68-2
Molecular Formula: C4H9NO3
80-68-2 - Names and Identifiers
| Name | DL-Threonine |
| Synonyms | H-DL-THR-OH DL-Threonin H-DL-Thr-OH DL-Threonine dl-tthreonine ALLOTHREONINE, DL-(RG) H-DL-Thr-OH (DL-Threonine) DL-AMINO-HYDROXYBUTYRIC ACID THREONINE(allo-free), DL-(RG) DL-ALPHA-AMINO-BETA-HYDROXYBUTYRIC ACID |
| CAS | 80-68-2 |
| EINECS | 201-300-6 |
| InChI | InChI=1/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8) |
80-68-2 - Physico-chemical Properties
| Molecular Formula | C4H9NO3 |
| Molar Mass | 119.12 |
| Density | 1.3126 (rough estimate) |
| Melting Point | 244°C (dec.)(lit.) |
| Boling Point | 222.38°C (rough estimate) |
| Specific Rotation(α) | [α]D20 0±1.0゜ (c=6, H2O) |
| Flash Point | 162.9°C |
| Water Solubility | 200 g/L (25 ºC) |
| Vapor Presure | 3.77E-06mmHg at 25°C |
| Appearance | White crystalline powder |
| Color | White |
| Merck | 14,9380 |
| BRN | 1721647 |
| pKa | 2.09(at 25℃) |
| Storage Condition | Store at RT. |
| Refractive Index | 1.4183 (estimate) |
| MDL | MFCD00063722 |
| Physical and Chemical Properties | Melting point 244°C water-soluble 200g/L (25°C) |
80-68-2 - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S24/25 - Avoid contact with skin and eyes. S37/39 - Wear suitable gloves and eye/face protection S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| WGK Germany | 3 |
| TSCA | Yes |
| HS Code | 29225000 |
80-68-2 - Reference
| Reference Show more | 1. Wang Jian, Sun Yu, Chen Lili, Han Zhenzhen, Sun proficient. Evaluation of different metabolites in processed products of Polygonum multiflorum Thunb based on ~ 1H-NMR metabolomics [J]. Modern medicine and clinic, 2020,35(08):1537-1543. 2. Qu, Fei, et al. "Fluorecent Detection of 2, 4-dichlorophonic Acid in Food Samples Based on Covalent Organic Frameworks and MnO 2 Nanosheets." Food Analytical Methods 13.10 (2020): 1842-1851.https://doi.org/10.1007/s12161-020-01807-2 3. [IF=4.759] Jingtang Li et al."Synthesis and application of ionic liquid functionalized β-cyclodextrin, mono-6-deoxy-6-(4-amino-1,2,4-triazolium)-β-cyclodextrin chloride, as chiral selector in capillary electrophoresis."J Chromatogr A. 2018 Jul;1559:178 |
80-68-2 - Trait
Authoritative Data Verified Data
- This product is white crystal or crystalline powder; Odorless.
- This product is soluble in water and almost insoluble in ethanol.
specific rotation
take this product, precision weighing, add water to dissolve and quantitatively dilute to prepare a solution containing about 60mg per lml, and determine according to law (General rule 0621), the specific rotation was -26.0 ° to -29.0 °.
Last Update：2022-01-01 11:56:04
80-68-2 - Standard
Authoritative Data Verified Data
This product is L-2-amino -3-Hydroxybutyric acid. The content of C4H9N03 shall not be less than 98.5% calculated as dried product.
Last Update：2024-01-02 23:10:35
80-68-2 - Differential diagnosis
Authoritative Data Verified Data
- take this product O. 1G, add 50ml of water to dissolve, take 1ml, add 2% Sodium periodate solution 1ml, add 0.2ml of piperidine and 0.1ml of 2.5% sodium nitrosoferricyanide solution, the solution is blue, after standing for several minutes, the solution turns yellow.
- appropriate amounts of the product and the threonine reference substance were dissolved and diluted with water to prepare a solution containing about 10 mg per 1 ml as the test solution and the reference solution. According to the chromatographic condition test under other amino acids, the position and color of the main spot of the test solution should be the same as that of the reference solution.
- The infrared absorption spectrum of this product should be consistent with that of the control (Spectrum set 957).
Last Update：2022-01-01 11:56:04
80-68-2 - Exam
Authoritative Data Verified Data
acidity
take 0.20g of this product, add 20ml of water to dissolve, and then measure it according to law (General rule 0631). The pH value should be 5.0~6.5.
transmittance of solution
take 1.0g of this product, add water 20ml to dissolve, according to UV-visible spectrophotometry (General rule 0401), measure the transmittance at 430nm wavelength, not less than 98.0%.
chloride
take 0.30g of this product and check it according to law (General rule 0801). Compared with the control solution made of 6.0ml of standard sodium chloride solution, it should not be more concentrated (0.02%).
sulfate
take l.Og of this product and check it according to law (General rule 0802). Compared with the control solution made of 0.02% of standard potassium sulfate solution, it should not be more concentrated ().
ammonium salt
take 0.10g of this product and check it according to law (General rule 0808). Compared with the control solution made of 0.02% of standard ammonium chloride solution, it shall not be deeper ().
other amino acids
take an appropriate amount of this product, add water to dissolve and dilute to make a solution containing about 10 mg per lml as a test solution; Take 1ml for precision measurement and put it in a 200ml measuring flask, dilute to the scale with water, shake well, as a control solution; Take the appropriate amount of threonine reference and proline reference, and place in the same measuring flask, water was added to dissolve and diluted to make about 10 mg and 0, respectively, per 1ml. A solution of 1 mg, as a system-suitable solution. According to the thin layer chromatography (General 0502) test, absorb the above three solutions each 5 u1, respectively, on the same silica gel G thin layer plate, with n-butanol-glacial acetic acid-water (6:2:2) to develop, spread, dry, spray with ninhydrin in acetone solution (1-50), heat at 90°C until spots appear, and immediately inspect. The control solution should show a clear spot, and the system applicable solution should show two completely separated spots. If the test solution shows impurity spots, its color shall not be deeper (0.5%) than that of the main spot of the control solution, and shall not exceed 1.
loss on drying
take this product, dry at 105°C for 3 hours, loss of weight shall not exceed 0.2% (General rule 0831).
ignition residue
take l.Og of this product and check it according to law (General rule 0841). The residue left shall not exceed 0.1%.
Iron Salt
take this product L. 0g, check according to law (General rule 0807), compared with the standard iron solution 1. 0ml made of the control solution, not deeper (0.001%).
Heavy metals
The residue left under the item of taking the ignition residue shall not contain more than 10 parts per million of heavy metal when examined by law (General Principles 0821, Law II).
arsenic salt
take 2.0g of this product, add 23ml of water to dissolve, add 5ml of hydrochloric acid, and check according to law (General Principles 0822 first law), should comply with the provisions (0. 0001).
bacterial endotoxin
take this product, check according to law (General 1143), the amount of endotoxin in each lg threonine should be less than 12EU. (For injection)
Last Update：2022-01-01 11:56:05
80-68-2 - Content determination
Authoritative Data Verified Data
take this product about O.lg, precision weighing, add anhydrous formic acid 3ml to dissolve, then add glacial acetic acid 50ml, according to the potentiometric titration method (General 0701), with perchloric acid titration solution (0.1 mol/L) titration, and the results of the titration were corrected with a blank test. Each 1 ml of perchloric acid titration solution (0.1 mol/L) corresponds to 11.91mg of C4H9NO3.
Last Update：2022-01-01 11:56:06
80-68-2 - Category
Authoritative Data Verified Data
amino acid drugs.
Last Update：2022-01-01 11:56:06
80-68-2 - Storage
Authoritative Data Verified Data
sealed storage.
Last Update：2022-01-01 11:56:06
80-68-2 - Reference Information
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Introduction | L-threonine is an essential amino acid, the physiological utility of DL-threonine is L-threonine 1/2, lack of susceptibility to loss of appetite, fatty liver disease, threonine in higher animals can not be synthesized, must be supplied in vitro. DL-threonine as a nutritional supplement, for the best use of cross fruit, can be used with glycine in rice, and glycine and valine in wheat flour, and glycine and methionine share barley, oats, co-used with glycine and tryptophan for corn. With the grape heat easily produce the aroma of Coke and chocolate, has the function of flavoring. It is also used for the preparation of L-threonine and the preparation of amino acid infusion and comprehensive amino acid preparation. |
| content analysis | is the same as the content analysis method of "DL-Alanine. Each ml of 0.1mol/L perchloric acid solution corresponds to 11.91mg of DL-threonine (C4H 9NO3). |
| toxicity | L-type: LD50 26mmol/kg (rat, intraperitoneal injection);D-type: LD50 45mmol/kg (rats, intraperitoneal injection). Safe for use in food (FDA,§ 172.320,2000). |
| purpose | threonine is a feed Nutrition Fortifier, and an essential amino acid for the growth of livestock and poultry fish. Mainly added to wheat, barley and other grain-based feed. for biochemical studies. nutritional supplements. Requirement (mg/k? d): children 60~87, adults 310~560, the difference is very big, still affected by the total protein and amino acids in food. The first limiting amino acid of rice, wheat, bread, corn, etc. is glycine, and threonine of the second limiting amino acid may be added to supplement. Can be fortified with peanut powder, oats, etc. For best use, it can be used with glycine in white rice, with glycine and valine in wheat flour, with glycine and methionine in barley, oats, and glycine and tryptophan in corn. Co-heating with glucose easily produces the aroma of Coke and chocolate. It has the function of flavoring. L-threonine ([72-19-5]) is an essential amino acid, and the physiological effect of DL-threonine is L-threonine 1/2, threonine cannot be synthesized in higher animals and must be supplied in vitro. Cereal protein in addition to the need to supplement L-lysine, followed by L-threonine. This is because the content of L-threonine is large, but the binding of threonine and peptide in protein is difficult to hydrolyze. Not easy to digest and absorb. As a nutritional supplement, for the best use of fruit, can be used with glycine for white rice, It is used in wheat flour with glycine and valine, barley and oat with glycine and methionine, and corn with glycine and tryptophan. Co-heating with grapes easily produces the aroma of Coke and chocolate. It has the function of flavoring. It is also used for the preparation of L-threonine and the preparation of amino acid infusion and comprehensive amino acid preparation. |
| production method | there are fermentation and synthesis methods. The fermentation method is obtained by fermenting saccharides, ammonia and homoserine with Micrococcus glutamicum or Brevibacterium, Corynebacterium, etc. The synthesis method from copper glycine as raw material, the synthetic route of high yield, more economic. fermentation method: using Micrococcus glutamicum (M? glutamicus) or Brevibacterium, Corynebacterium and the like are obtained by fermentation of saccharides, ammonia and homoserine, and the concentration of the culture solution can reach 0.5-2G. Synthesis method: the synthesis of copper glycine, high yield, the most economical. With casein, silk protein as raw material, after acid, alkali, enzyme hydrolysis, in crotonic acid and bromine in methanol liquid interaction, and ammonia from. with glycine and acetaldehyde as raw materials, in the presence of excess copper carbonate and alkaline conditions, then by column chromatography, crystallization, acidification to obtain pure product. 1 chemical synthesis (1) crotonic acid as raw material synthesis (2) glycine as raw material synthesis. (3) using ethyl acetoacetate as raw material synthesis. Ethyl acetoacetate (Ⅰ) was reacted with phenyl azide chloride to obtain phenyl acetoacetate (Ⅱ).. This was then placed in acetic acid, acetic anhydride and the α-acetamidoacetoacetate (III) was reduced with zinc. Then it was reduced under pressure with platinum oxide as catalyst to produce α-acetamido-β-Hydroxybutyric acid ethyl ester (Ⅳ). Finally, the product was obtained by hydrolysis. At this point in the product of different body threonine accounted for 80%-85%, can be placed in benzene, (CH3CO)2SOCL2 reaction, and then the obtained product (v) heated hydrolysis, 83.2% DL-Threonine was obtained. The overall yield was about 57.2%. 2 fermentation method amino acids of fructose or glucose were used as medium. L-threonine is refined by fermentation of a threonine-producing bacterium mutagenized by Escherichia coli, Brevibacterium flavum, Bacillus glutamicum or Corynebacterium crenatum. Mizukami et al. used KY8366 producing bacteria to accumulate L-threonine 28g/L in a 2L fermentor containing 12% glucose for 72H. Furukawa et al. used H-4290 producing bacteria, L-threonine (58g/L) can be accumulated by continuously adding 60% glucose to a 2L fermentor; Furnckaw et al. uses H-4578 producing bacteria. Add 60% glucose in continuous continuous flow in 2L fermentor, fermentation 75H acid production rate of 76g/L; Domestic Zhang Bingrong and other ET-1 production bacteria, shake flask production, the average yield of 20-25g/L,6000L fermentation tank acid production rate of up to 20g/L. |
Last Update：2024-04-09 20:49:11
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