Identification |
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YMDB ID | YMDB00849 |
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Name | D-Asparagine |
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Species | Saccharomyces cerevisiae |
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Strain | Baker's yeast |
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Description | D-Asparagine, also known as DSG, belongs to the class of organic compounds known as asparagine and derivatives. Asparagine and derivatives are compounds containing asparagine or a derivative thereof resulting from reaction of asparagine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Based on a literature review a significant number of articles have been published on D-Asparagine. |
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Structure | |
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Synonyms | - (-)-Asparagine
- (2R)-2-amino-3-carbamoylpropanoic acid
- (2R)-2,4-diamino-4-oxobutanoic acid
- (R)-2-amino-3-carbamoylpropanoic acid
- (S)-2,4-Diamino-4-oxobutanoate
- (S)-2,4-Diamino-4-oxobutanoic acid
- (S)-Asparagine
- 2-Aminosuccinamate
- 2-Aminosuccinamic acid
- a-Aminosuccinamate
- a-Aminosuccinamic acid
- Agedoite
- alpha Amminosuccinamate
- alpha Amminosuccinamic acid
- alpha-Aminosuccinamate
- alpha-Aminosuccinamic acid
- Altheine
- Asn
- Asparagine
- Asparagine acid
- Asparagine, L-
- Asparamide
- Aspartamate
- Aspartamic acid
- Aspartic acid amide
- Aspartic acid b-amide
- Aspartic acid beta amide
- B2,4-(S)-diamino-4-oxo-utanoate
- B2,4-(S)-diamino-4-oxo-utanoic acid
- D-2-aminosuccinamic acid
- D-Asparagin
- D-Asparagine
- D-aspartic acid beta-amide
- L-2,4-Diamino-4-oxobutanoate
- L-2,4-Diamino-4-oxobutanoic acid
- l-Asparagine
- L-Aspartamine
- L-b-Asparagine
- L-beta-Asparagine
- DSG
- (2R)-2,4-Diamino-4-oxobutanoate
- (2R)-2-Amino-3-carbamoylpropanoate
- (R)-2-Amino-3-carbamoylpropanoate
- D-2-Aminosuccinamate
- D-Aspartate b-amide
- D-Aspartate beta-amide
- D-Aspartate β-amide
- D-Aspartic acid b-amide
- D-Aspartic acid β-amide
- (R)-2-Aminosuccinamic acid
- (R)-2-Aminosuccinic acid 4-amide
- D-Aspartic acid 4-amide
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CAS number | 2058-58-4 |
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Weight | Average: 132.1179 Monoisotopic: 132.053492132 |
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InChI Key | DCXYFEDJOCDNAF-UWTATZPHSA-N |
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InChI | InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/t2-/m1/s1 |
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IUPAC Name | (2R)-2-amino-3-carbamoylpropanoic acid |
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Traditional IUPAC Name | D-asparagine |
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Chemical Formula | C4H8N2O3 |
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SMILES | N[C@H](CC(N)=O)C(O)=O |
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Chemical Taxonomy |
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Description | belongs to the class of organic compounds known as asparagine and derivatives. Asparagine and derivatives are compounds containing asparagine or a derivative thereof resulting from reaction of asparagine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. |
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Kingdom | Organic compounds |
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Super Class | Organic acids and derivatives |
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Class | Carboxylic acids and derivatives |
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Sub Class | Amino acids, peptides, and analogues |
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Direct Parent | Asparagine and derivatives |
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Alternative Parents | |
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Substituents | - Asparagine or derivatives
- Alpha-amino acid
- D-alpha-amino acid
- Fatty amide
- Fatty acyl
- Fatty acid
- Carboxamide group
- Amino acid
- Primary carboxylic acid amide
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Organic nitrogen compound
- Primary amine
- Organooxygen compound
- Organonitrogen compound
- Hydrocarbon derivative
- Primary aliphatic amine
- Organic oxide
- Organopnictogen compound
- Organic oxygen compound
- Carbonyl group
- Amine
- Aliphatic acyclic compound
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Molecular Framework | Aliphatic acyclic compounds |
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External Descriptors | |
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Physical Properties |
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State | Solid |
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Charge | 0 |
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Melting point | 234-235 °C |
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Experimental Properties | Property | Value | Reference |
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Water Solubility | 29.4 mg/mL at 25 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)] | PhysProp | LogP | -3.82 [CHMELIK,J ET AL. (1991)] | PhysProp |
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Predicted Properties | |
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Biological Properties |
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Cellular Locations | Not Available |
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Organoleptic Properties | Not Available |
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SMPDB Pathways | |
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KEGG Pathways | Not Available |
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SMPDB Reactions | Not Available |
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KEGG Reactions | Not Available |
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Concentrations |
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Intracellular Concentrations | Not Available |
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Extracellular Concentrations | Not Available |
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Spectra |
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Spectra | Spectrum Type | Description | Splash Key | View |
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Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-000f-9100000000-5881591331bd059b7e7d | JSpectraViewer | Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive | splash10-000i-9200000000-486021baa3768a16df83 | JSpectraViewer | Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | Not Available | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-015i-9700000000-74565d33539905a7f4e3 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-00dr-9100000000-439d8b494bcc2c657584 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0006-9000000000-3d057971482c08a22ae1 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-001i-4900000000-44107cc9e625603aa1d4 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0016-9300000000-887eb70e6788b4b7c513 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0006-9000000000-d76a7af45b6c73471794 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-03di-1900000000-831feb8b7ce011d73c8e | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0076-9200000000-1bed3281e3ab973b1841 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0006-9000000000-b990d7063181be79cb69 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-00xr-9300000000-e07b80cc3c9fd3b9281d | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-00di-9000000000-5c032b7eeb69c0213827 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0006-9000000000-a7471da8aeb0443ffb99 | JSpectraViewer | 1D NMR | 13C NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 13C NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 1H NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 13C NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 1H NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 13C NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 1H NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 13C NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 1H NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 13C NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 1H NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 13C NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 1H NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 13C NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 1H NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 13C NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 1H NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 13C NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 1H NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 13C NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 1H NMR Spectrum | Not Available | JSpectraViewer |
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References |
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References: | - Scheer, M., Grote, A., Chang, A., Schomburg, I., Munaretto, C., Rother, M., Sohngen, C., Stelzer, M., Thiele, J., Schomburg, D. (2011). "BRENDA, the enzyme information system in 2011." Nucleic Acids Res 39:D670-D676.21062828
- Yow, G. Y., Uo, T., Yoshimura, T., Esaki, N. (2004). "D-amino acid N-acetyltransferase of Saccharomyces cerevisiae: a close homologue of histone acetyltransferase Hpa2p acting exclusively on free D-amino acids." Arch Microbiol 182:396-403.15375647
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Synthesis Reference: | Not Available |
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External Links: | |
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