Record Information |
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Version | 2.0 |
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Created at | 2020-11-23 18:26:10 UTC |
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Updated at | 2022-02-10 15:50:21 UTC |
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NP-MRD ID | NP0002654 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | L-(+)-Arabinose |
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Provided By | BMRB |
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Description | L-Arabinose, also known as BETA-L-arabinose or L-arabinopyranose, belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms. L-Arabinose is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. L-Arabinose, with regard to humans, has been found to be associated with several diseases such as colorectal cancer and eosinophilic esophagitis; L-arabinose has also been linked to the inborn metabolic disorder ribose-5-phosphate isomerase deficiency. L-(+)-Arabinose was first documented in 2021 (PMID: 34543107). Based on a literature review a significant number of articles have been published on L-Arabinose (PMID: 34541742) (PMID: 34531843) (PMID: 34515844) (PMID: 34507733) (PMID: 34499201). |
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Structure | O[C@H]1CO[C@H](O)[C@H](O)[C@H]1O InChI=1S/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2/t2-,3-,4+,5-/m0/s1 |
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Synonyms | Value | Source |
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BETA-L-ARABINOSE | ChEBI | WURCS=2.0/1,1,0/[a211h-1b_1-5]/1/ | ChEBI | b-L-ARABINOSE | Generator | Β-L-arabinose | Generator | b-L-Arabinopyranose | HMDB | Β-L-arabinopyranose | HMDB | L-Arabinopyranose | HMDB | Pectinose | HMDB | beta-L-Arabinopyranose | HMDB | Arabinopyranose | HMDB | Arabinose | HMDB | L-Arabinose | HMDB |
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Chemical Formula | C5H10O5 |
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Average Mass | 150.1299 Da |
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Monoisotopic Mass | 150.05282 Da |
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IUPAC Name | (2S,3R,4S,5S)-oxane-2,3,4,5-tetrol |
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Traditional Name | β-L-arabinopyranose |
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CAS Registry Number | Not Available |
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SMILES | O[C@H]1CO[C@H](O)[C@H](O)[C@H]1O |
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InChI Identifier | InChI=1S/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2/t2-,3-,4+,5-/m0/s1 |
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InChI Key | SRBFZHDQGSBBOR-KLVWXMOXSA-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 | 1H NMR Spectrum (1D, 700 MHz, H2O, simulated) | Ahselim | | | 2022-02-10 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, experimental) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, experimental) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 2D NMR | [1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, 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 | Not Available |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms. |
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Kingdom | Organic compounds |
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Super Class | Organic oxygen compounds |
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Class | Organooxygen compounds |
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Sub Class | Carbohydrates and carbohydrate conjugates |
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Direct Parent | Pentoses |
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Alternative Parents | |
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Substituents | - Pentose monosaccharide
- Oxane
- Secondary alcohol
- Hemiacetal
- Oxacycle
- Organoheterocyclic compound
- Polyol
- Hydrocarbon derivative
- Alcohol
- Aliphatic heteromonocyclic compound
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Molecular Framework | Aliphatic heteromonocyclic 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 | - Marghani D, Ma Z, Centone AJ, Huang W, Malik M, Bakshi CS: An AraC/XylS Family Transcriptional Regulator Modulates the Oxidative Stress Response of Francisella tularensis. J Bacteriol. 2021 Nov 5;203(23):e0018521. doi: 10.1128/JB.00185-21. Epub 2021 Sep 20. [PubMed:34543107 ]
- De Doncker M, De Graeve C, Franceus J, Beerens K, Kren V, Pelantova H, Vercauteren R, Desmet T: Exploration of GH94 Sequence Space for Enzyme Discovery Reveals a Novel Glucosylgalactose Phosphorylase Specificity. Chembiochem. 2021 Dec 2;22(23):3319-3325. doi: 10.1002/cbic.202100401. Epub 2021 Oct 7. [PubMed:34541742 ]
- Jeannot K, Hagart K, Dortet L, Kostrzewa M, Filloux A, Plesiat P, Larrouy-Maumus G: Detection of Colistin Resistance in Pseudomonas aeruginosa Using the MALDIxin Test on the Routine MALDI Biotyper Sirius Mass Spectrometer. Front Microbiol. 2021 Aug 31;12:725383. doi: 10.3389/fmicb.2021.725383. eCollection 2021. [PubMed:34531843 ]
- Chen Q, Xu W, Wu H, Guang C, Zhang W, Mu W: An overview of D-galactose utilization through microbial fermentation and enzyme-catalyzed conversion. Appl Microbiol Biotechnol. 2021 Oct;105(19):7161-7170. doi: 10.1007/s00253-021-11568-5. Epub 2021 Sep 13. [PubMed:34515844 ]
- Wen M, Cui Y, Dong CX, Zhang L: Quantitative changes in monosaccharides of Keemun black tea and qualitative analysis of theaflavins-glucose adducts during processing. Food Res Int. 2021 Oct;148:110588. doi: 10.1016/j.foodres.2021.110588. Epub 2021 Jul 3. [PubMed:34507733 ]
- Malan AK, Tuleski T, Catalan AI, de Souza EM, Batista S: Herbaspirillum seropedicae expresses non-phosphorylative pathways for D-xylose catabolism. Appl Microbiol Biotechnol. 2021 Oct;105(19):7339-7352. doi: 10.1007/s00253-021-11507-4. Epub 2021 Sep 9. [PubMed:34499201 ]
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