D-Alanine CAS 338-69-2
Introduction：Basic information about D-Alanine CAS 338-69-2, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
D-Alanine Basic information
| Product Name: | D-Alanine |
| Synonyms: | D-ALANINE, >=98% (HPLC);291°C (dec);D-Alanine≥ 98% (Titration: Dried basis);D-2-AMINOPROPIONIC ACID;D-2-AMINOPROPANOIC ACID;D-ALPHA-ALANINE;D-ALA;D-ALANINE |
| CAS: | 338-69-2 |
| MF: | C3H7NO2 |
| MW: | 89.09 |
| EINECS: | 206-418-1 |
| Product Categories: | Alanine [Ala, A];Amino Acids and Derivatives;alpha-Amino Acids;Biochemistry;Amino Acids and Derivatives;PROTECTED AMINO ACID & PEPTIDES;Amino Acids Derivatives;Amino ACIDS SERIES;Amino Acids;Pyrazoles;amino;GABA/Glycine receptor;alanine;amino acid;organic acids;pharmaceutical intermediate;bc0001;Elisa Kit-Mouse Elisa Kit |
| Mol File: | 338-69-2.mol |
D-Alanine Chemical Properties
| Melting point | 291 °C (dec.)(lit.) |
| alpha | -14.5 º (c=10, 6N HCl) |
| Boiling point | 212.9±23.0 °C(Predicted) |
| density | 1.4310 (estimate) |
| refractive index | -14 ° (C=2, 6mol/L HCl) |
| storage temp. | Keep in dark place,Inert atmosphere,Room temperature |
| solubility | H2O: soluble |
| pka | 2.31±0.10(Predicted) |
| form | Crystalline Powder or Crystals |
| color | White to off-white |
| Odor | odorless |
| Optical Rotation | Consistent with structure |
| Water Solubility | 155 g/L (20 ºC) |
| Merck | 14,204 |
| BRN | 1720249 |
| Major Application | detection peptide synthesis |
| InChI | 1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m1/s1 |
| InChIKey | QNAYBMKLOCPYGJ-UWTATZPHSA-N |
| SMILES | C[C@@H](N)C(O)=O |
| LogP | -0.574 (est) |
| CAS DataBase Reference | 338-69-2(CAS DataBase Reference) |
| NIST Chemistry Reference | D-Alanine(338-69-2) |
| EPA Substance Registry System | D-Alanine (338-69-2) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 24/25-36-26 |
| WGK Germany | 3 |
| TSCA | TSCA listed |
| HazardClass | IRRITANT |
| HS Code | 29224995 |
| Storage Class | 11 - Combustible Solids |
| Chemical Properties | A white crystalline Powder with no peculiar smell and a sweet taste. It is easily soluble in water, slightly soluble in ethanol, and insoluble in acetone and ether. The decomposition point is 297°C. The specific rotation is [α]25D -1.8° (0.5–2.0 mg/ml, H2O) and [α]25D -14.6° (0.5–2.0 mg/ml, 5 mol/L HCl). |
| Uses | D-Alanine is essential for the biosynthesis of peptidoglycan crosslinking sub-units that are used for bacterial cell walls. |
| Definition | ChEBI: D-alanine is the D-enantiomer of alanine. It has a role as a human metabolite, an EC 4.3.1.15 (diaminopropionate ammonia-lyase) inhibitor and an Escherichia coli metabolite. It is a D-alpha-amino acid and an alanine. It is a conjugate base of a D-alaninium. It is a conjugate acid of a D-alaninate. It is an enantiomer of a L-alanine. It is a tautomer of a D-alanine zwitterion. |
| Application | D-Alanine is a LHRH-antagonists, e.g., Abarelix (antineoplas-tic) |
| Preparation | D-Alanine can be obtained by hydrolysis and refining of proteins such as gelatin, sericin and corn protein, or it can be synthesized by chemical methods. |
| General Description | Alanine is a non essential amino acid. |
| Biochem/physiol Actions | D-Alanine is the non-proteinogenic form of alanine which is used in bacterial cell wall biosynthesis. D-Alanine is used to study the specificity and kinetics of alanine racemase(s) (alaR). |
| Purification Methods | Crystallise alanine from H2O or aqueous EtOH, i.e. crystallise it from 25% EtOH in water, or recrystallise it from 62.5% EtOH, wash it with EtOH and dry it to constant weight in vacuo over P2O5. [Gutter & Kegeles J Am Chem Soc 75 3893 1953, Walsh J Biol Chem 264 2394 1989.] 2,2'-Iminodipropionic acid is a likely impurity. [Beilstein 4 IV 2480. 2481.] |
| References | [1] ISAO UMEMURA. d-Alanine production from dl-alanine by Candida maltosa with asymmetric degrading activity[J]. Applied Microbiology and Biotechnology, 1992, 36 6: 722-726. DOI:10.1007/BF00172182. [2] TIAN (AUTUMN) QIU. Biodistribution and racemization of gut-absorbed l/d-alanine in germ-free mice[J]. Communications Biology, 2023: 1-11. DOI:10.1038/s42003-023-05209-y. [3] AMIT PRIYADARSHI . Structural insights into the alanine racemase from Enterococcus faecalis[J]. Biochimica et biophysica acta. Proteins and proteomics, 2009, 1794 7: Pages 1030-1040. DOI:10.1016/j.bbapap.2009.03.006. [4] CINDY J. LEE Jonathan V S Tian A Qiu. d-Alanine: Distribution, origin, physiological relevance, and implications in disease[J]. Biochimica et biophysica acta. Proteins and proteomics, 2020, 1868 11: Article 140482. DOI:10.1016/j.bbapap.2020.140482. |
D-Alanine Preparation Products And Raw materials
| Raw materials | 2-Acetylamino-propionic acid-->(S)-(+)-1-METHYL-3-PHENYLPROPYLAMINE-->Benzylacetone-->D-Valine-->(S)-1-(4-FLUOROPHENYL)ETHYLAMINE-->(R)-(-)-1-Aminoindan-->1-(4-FLUOROPHENYL)ETHYLAMINE-->1-Aminoindan-->1-Indanone-->L-1-Phenylethylamine |
| Preparation Products | Glycine-->Enalapril-->DL-Alanine-->Imidapril-->Bilirubin-->D-Cycloserine-->D-Alaninamide, L-.alpha.-aspartyl-N-(2,2,4,4-tetramethyl-3-thietanyl)-, hydrate (2:5)-->BOC-D-Alanine-->Alitame |
