| Record Information |
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| Version | 2.0 |
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| Created at | 2022-09-08 23:44:28 UTC |
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| Updated at | 2022-09-08 23:44:28 UTC |
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| NP-MRD ID | NP0275858 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | (2s)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-4-methylpentanoic acid |
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| Description | Gamma-Glutamylleucine, also known as γ-L-glutamyl-L-leucine or γ-glu-leu, belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Gamma-Glutamylleucine is a very strong basic compound (based on its pKa). Outside of the human body, gamma-Glutamylleucine has been detected, but not quantified in, soft-necked garlics. (2s)-2-{[(4s)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-4-methylpentanoic acid is found in Phaseolus vulgaris and Vigna radiata. This could make gamma-glutamylleucine a potential biomarker for the consumption of these foods. |
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| Structure | CC(C)C[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O InChI=1S/C11H20N2O5/c1-6(2)5-8(11(17)18)13-9(14)4-3-7(12)10(15)16/h6-8H,3-5,12H2,1-2H3,(H,13,14)(H,15,16)(H,17,18)/t7-,8-/m0/s1 |
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| Synonyms | | Value | Source |
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| g-Glutamylleucine | Generator | | Γ-glutamylleucine | Generator | | Γ-glu-leu | HMDB | | Γ-L-glu-L-leu | HMDB | | Γ-L-glutamyl-L-leucine | HMDB | | L-Γ-glutamyl-L-leucine | HMDB | | N-Γ-glutamylleucine | HMDB | | N-L-Γ-glutamylleucine | HMDB | | N-L-Γ-glutamyl-L-leucine | HMDB | | gamma-Glu-leu | HMDB | | gamma-L-Glu-L-leu | HMDB | | gamma-L-Glutamyl-L-leucine | HMDB | | L-gamma-Glutamyl-L-leucine | HMDB | | N-L-gamma-Glutamylleucine | HMDB | | N-L-gamma-Glutamyl-L-leucine | HMDB | | L-gamma-Glu-L-leu | HMDB | | L-g-Glu-L-leu | HMDB | | L-Γ-glu-L-leu | HMDB | | g-L-Glutamyl-L-leucine | HMDB | | gamma-Glutamyl-leucine | HMDB | | N-Γ-L-glutamyl-L-leucine | HMDB | | N-gamma-Glutamylleucine | HMDB | | N-gamma-L-Glutamyl-L-leucine | HMDB | | g-Glu-leu | HMDB | | gamma-Glutamylleucine | HMDB, MeSH |
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| Chemical Formula | C11H20N2O5 |
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| Average Mass | 260.2869 Da |
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| Monoisotopic Mass | 260.13722 Da |
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| IUPAC Name | (2S)-2-[(4S)-4-amino-4-carboxybutanamido]-4-methylpentanoic acid |
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| Traditional Name | (2S)-2-[(4S)-4-amino-4-carboxybutanamido]-4-methylpentanoic acid |
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| CAS Registry Number | Not Available |
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| SMILES | CC(C)C[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O |
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| InChI Identifier | InChI=1S/C11H20N2O5/c1-6(2)5-8(11(17)18)13-9(14)4-3-7(12)10(15)16/h6-8H,3-5,12H2,1-2H3,(H,13,14)(H,15,16)(H,17,18)/t7-,8-/m0/s1 |
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| InChI Key | MYFMARDICOWMQP-YUMQZZPRSA-N |
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| Experimental Spectra |
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| Not Available | | Predicted Spectra |
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| | Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
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| 1D NMR | 13C NMR Spectrum (1D, 25 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| | 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 | Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. |
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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 | Dipeptides |
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| Alternative Parents | |
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| Substituents | - Alpha-dipeptide
- Gamma-glutamyl alpha-amino acid
- Glutamine or derivatives
- Leucine or derivatives
- N-acyl-alpha-amino acid
- N-acyl-alpha amino acid or derivatives
- N-acyl-l-alpha-amino acid
- Alpha-amino acid
- Alpha-amino acid or derivatives
- L-alpha-amino acid
- Methyl-branched fatty acid
- Branched fatty acid
- N-acyl-amine
- Fatty acyl
- Fatty acid
- Dicarboxylic acid or derivatives
- Fatty amide
- Secondary carboxylic acid amide
- Amino acid or derivatives
- Carboxamide group
- Amino acid
- Carboxylic acid
- Organic nitrogen compound
- Primary aliphatic amine
- Organonitrogen compound
- Organooxygen compound
- Primary amine
- Hydrocarbon derivative
- Carbonyl group
- Organic oxide
- Organopnictogen compound
- Amine
- Organic oxygen 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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