Record Information |
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Version | 1.0 |
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Created at | 2020-11-23 19:39:29 UTC |
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Updated at | 2021-08-12 19:52:02 UTC |
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NP-MRD ID | NP0002750 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | DL-beta-Leucine |
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Provided By | BMRB |
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Description | (3R)-beta-leucine is also known as L-b-leucine. DL-beta-Leucine is found in Apis cerana and Daphnia pulex. It was first documented in 1985 (PMID: 4091288). Based on a literature review a small amount of articles have been published on (3R)-beta-leucine (PMID: 3356699) (PMID: 17984079) (PMID: 34380192) (PMID: 3241559). |
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Structure | [H][C@@](N)(CC(O)=O)C(C)C InChI=1S/C6H13NO2/c1-4(2)5(7)3-6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t5-/m1/s1 |
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Synonyms | Value | Source |
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(3R)-3-Amino-4-methylpentanoic acid | ChEBI | (3R)-3-Amino-4-methylvaleric acid | ChEBI | (3R)-beta-2-Amino-4-methylvaleric acid | ChEBI | L-beta-Leucine | ChEBI | (3R)-3-Amino-4-methylpentanoate | Generator | (3R)-3-Amino-4-methylvalerate | Generator | (3R)-b-2-Amino-4-methylvalerate | Generator | (3R)-b-2-Amino-4-methylvaleric acid | Generator | (3R)-beta-2-Amino-4-methylvalerate | Generator | (3R)-Β-2-amino-4-methylvalerate | Generator | (3R)-Β-2-amino-4-methylvaleric acid | Generator | L-b-Leucine | Generator | L-Β-leucine | Generator | (3R)-b-Leucine | Generator | (3R)-Β-leucine | Generator | 3-Amino-4-methylpentanoic acid | MeSH | beta-Leucine | MeSH | (R)-3-Amino-4-methylpentanoate | Generator |
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Chemical Formula | C6H13NO2 |
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Average Mass | 131.1729 Da |
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Monoisotopic Mass | 131.09463 Da |
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IUPAC Name | (3R)-3-amino-4-methylpentanoic acid |
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Traditional Name | (3R)-β-leucine |
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CAS Registry Number | Not Available |
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SMILES | [H][C@@](N)(CC(O)=O)C(C)C |
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InChI Identifier | InChI=1S/C6H13NO2/c1-4(2)5(7)3-6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t5-/m1/s1 |
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InChI Key | GLUJNGJDHCTUJY-RXMQYKEDSA-N |
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Experimental Spectra |
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| Spectrum Type | Description | Depositor Email | Depositor Organization | Depositor | Deposition Date | View |
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1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, experimental) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| Predicted Spectra |
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| Not Available | Chemical Shift Submissions |
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| Not Available | Species |
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Species of Origin | |
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Chemical Taxonomy |
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Description | This compound belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom. |
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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 | Beta amino acids and derivatives |
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Alternative Parents | |
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Substituents | - Beta amino acid or derivatives
- Amino fatty acid
- Branched fatty acid
- Methyl-branched fatty acid
- Fatty acyl
- Fatty acid
- Amino acid
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Amine
- Primary amine
- Organooxygen compound
- Organonitrogen compound
- Hydrocarbon derivative
- Primary aliphatic amine
- Organic oxide
- Carbonyl group
- Organopnictogen compound
- Organic oxygen compound
- Organic nitrogen compound
- 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 | Not Available |
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Experimental Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
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Predicted Properties | |
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General References | - Stabler SP, Lindenbaum J, Allen RH: Failure to detect beta-leucine in human blood or leucine 2,3-aminomutase in rat liver using capillary gas chromatography-mass spectrometry. J Biol Chem. 1988 Apr 25;263(12):5581-8. [PubMed:3356699 ]
- Ulrich EL, Akutsu H, Doreleijers JF, Harano Y, Ioannidis YE, Lin J, Livny M, Mading S, Maziuk D, Miller Z, Nakatani E, Schulte CF, Tolmie DE, Kent Wenger R, Yao H, Markley JL: BioMagResBank. Nucleic Acids Res. 2008 Jan;36(Database issue):D402-8. doi: 10.1093/nar/gkm957. Epub 2007 Nov 4. [PubMed:17984079 ]
- Kim S, Park KY, Chung J, Kim YB, Lee JW, Huh SK: Comparative Analysis of Feasibility of the Retrograde Suction Decompression Technique for Microsurgical Treatment of Large and Giant Internal Carotid Artery Aneurysms. J Korean Neurosurg Soc. 2021 Aug 12. pii: jkns.2021.0066. doi: 10.3340/jkns.2021.0066. [PubMed:34380192 ]
- Aberhart DJ, Cotting JA: High-performance liquid chromatographic separation of (3R)- and (3S)-beta-leucine using Marfey's reagent. Methods Enzymol. 1988;166:14-7. doi: 10.1016/s0076-6879(88)66005-8. [PubMed:3241559 ]
- Aberhart DJ, Cotting JA, Lin HJ: Separation by high-performance liquid chromatography of (3R)- and (3S)-beta-leucine as diastereomeric derivatives. Anal Biochem. 1985 Nov 15;151(1):88-91. doi: 10.1016/0003-2697(85)90056-9. [PubMed:4091288 ]
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