Introduction：Basic information about D-Threonine CAS 632-20-2, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
D-Threonine Basic information
| Product Name: | D-Threonine |
| Synonyms: | D-ALPHA-AMINO-BETA-HYDROXYBUTYRIC ACID;D-2-AMINO-3-HYDROXYBUTANOIC ACID;D-2-AMINO-3-HYDROXYBUTYRIC ACID;H-D-THR-OH;D-Threonine,(2R,3S)-2-Amino-3-hydroxybutyric acid, D-α-Amino-β-hydroxybutyric acid;(2R,3S)-(+)-Threonine;D-β-Hydroxy-2-aMinobutyric acid;D-Threonine (D-2-AMino-3-hydroxybutanoic acid) |
| CAS: | 632-20-2 |
| MF: | C4H9NO3 |
| MW: | 119.12 |
| EINECS: | 211-171-8 |
| Product Categories: | amino;amino acid;Threonine [Thr, T];Amino Acids and Derivatives;alpha-Amino Acids;Amino Acids;Biochemistry;Amino Acids;PROTECTED AMINO ACID & PEPTIDES;Amino ACIDS SERIES;Miscellaneous;bc0001 |
| Mol File: | 632-20-2.mol |
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D-Threonine Chemical Properties
| Melting point | 274 °C |
| alpha | 28 º (c=6, water) |
| Boiling point | 222.38°C (rough estimate) |
| density | 1.3126 (rough estimate) |
| refractive index | 28 ° (C=3, H2O) |
| storage temp. | Keep in dark place,Inert atmosphere,Room temperature |
| solubility | H2O: soluble |
| pka | 2.19±0.10(Predicted) |
| form | Crystals or Crystalline Powder |
| color | White |
| Optical Rotation | 31.2475°(C=1.0036g/100ml H2O) |
| Water Solubility | soluble |
| Merck | 9380 |
| BRN | 1721643 |
| InChI | 1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m0/s1 |
| InChIKey | AYFVYJQAPQTCCC-STHAYSLISA-N |
| SMILES | C[C@H](O)[C@@H](N)C(O)=O |
| CAS DataBase Reference | 632-20-2(CAS DataBase Reference) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 24/25-37/39-26 |
| WGK Germany | 3 |
| RTECS | XO8580000 |
| HS Code | 29225000 |
| Storage Class | 11 - Combustible Solids |
D-Threonine Usage And Synthesis
| Description | D-threonine is the D-form of threonine, which is a kind of amino acids. It can be used for the preparation of enantiomerically pure 1, 3-butanediol. It is also used as the intermediate during the preparation of chiral compounds such as antibiotics. D-threonine is an effective chiral pool reagent which contains an extra stereo-center. For example, people has recently used it as the starting material for total synthesis of protected legionaminic acid. |
| Chemical Properties | white crystalline powder or crystals |
| Uses | D-Threonine is the unnatural isomer of L-Threonine (T405500) and is known to inhibit growth and cell wall synthesis of Mycobacterium smegmatis. D-Threonine is also used as a synthetic intermediate for the production of chiral antibiotics. It is a steroisomer of the proteinogenic amino acid L-threonine. It has the potential to treat hypostatic leg ulceration. |
| Application | D-Threonine is a steroisomer of the proteinogenic amino acid L-threonine. D-threonine is an important organic chiral source, mainly used in the fields of chiral drugs, chiral additives, chiral auxiliaries, etc., as a chiral source for chiral synthesis in the pharmaceutical industry. As an optically active organic acid, it has an irreplaceable role in the asymmetric synthesis of certain chiral compounds. It is mainly used to produce new broad-spectrum antibiotics, D-threonine, and threonine protection in peptide synthesis. |
| Definition | ChEBI: D-threonine is an optically active form of threonine having D-configuration. It has a role as a Saccharomyces cerevisiae metabolite. It is a threonine and a D-alpha-amino acid. It is a conjugate base of a D-threoninium. It is a conjugate acid of a D-threoninate. It is an enantiomer of a L-threonine. It is a tautomer of a D-threonine zwitterion. |
| benefits | Threonine, pronounced three-uh-neen is one of nine essential amino acids your body needs to function properly. Aiding in maintaining healthy skin, teeth, collagen, elastin, and muscle tissue, it also helps with digestion, metabolism and preventing fat buildup in the liver. Threonine has been used to treat intestinal disorders and indigestion and can be used to help those suffering from depression and anxiety. Recently it has been shown to have promising sleep-promoting effects, which may prove helpful for those who have insomnia and other sleep disorders |
| General Description | D-Threonine is sweet and toxic in nature.It acts as an inhibitor of L-threonine dehydratase. L-Threonine orientations differ from D-Threonine, specifically in their angles. The L-Threonine tended to self assemble with other L-Threonine molecules while D-Threonine tended to selfassemble with other D-Threonine molecules. |
| References | https://www.alfa.com/zh-cn/catalog/B21177/
Ikemi, Masahisa, et al. "D-Threonine Aldolase and Its Application to D -β-Hydroxy-£-Amino Acid Synthesis." (1992).
Paek SM, et al. "Recent Advances in Substrate-Controlled Asymmetric Induction Derived from Chiral Pool α-Amino Acids for Natural Product Synthesis." Molecules 21.7(2016):951. |
D-Threonine Preparation Products And Raw materials
| Raw materials | Chloroacetyl chloride-->DL-Threonine-->Aminoacylase |
| Preparation Products | L-Isoleucine-->Cefbuperazone |
