Glycolaldehyde dimer (CAS 23147-58-2)
QUICK LINKS
Glycolaldehyde dimer, consisting of two molecules of glycolaldehyde linked together, is a compound of interest in prebiotic chemistry research. This dimer serves as a key subject in studies investigating the origins of life, as it can participate in the formation of more complex sugars under prebiotic conditions. In astrochemistry, glycolaldehyde dimer is examined for its potential to form in interstellar space and its role in the chemical evolution of molecular clouds leading to the synthesis of biologically relevant molecules. Additionally, researchers explore its reactivity and stability under various environmental conditions to understand the chemical pathways that could lead to the emergence of carbohydrates on early Earth. Glycolaldehyde dimer also acts as a model compound in synthetic organic chemistry for the development of new routes to synthesize complex carbohydrates and for understanding the mechanisms of carbohydrate formation.
Glycolaldehyde dimer (CAS 23147-58-2) References
- An efficient synthesis of morpholin-2-one derivatives using glycolaldehyde dimer by the Ugi multicomponent reaction. | Kim, YB., et al. 2001. Org Lett. 3: 4149-52. PMID: 11784164
- The in situ oxidation-Wittig reaction of alpha-hydroxyketones. | Runcie, KA. and Taylor, RJ. 2002. Chem Commun (Camb). 974-5. PMID: 12123075
- Synthesis of novel nocathiacin-class antibiotics. Condensation of glycolaldehyde with primary amides and tandem reductive amination of amadori-rearranged 2-oxoethyl intermediates. | Hrnciar, P., et al. 2002. J Org Chem. 67: 8789-93. PMID: 12467390
- Glycated human serum albumin enhances macrophage inflammatory protein-1beta mRNA expression through protein kinase C-delta and NADPH oxidase in macrophage-like differentiated U937 cells. | Higai, K., et al. 2008. Biochim Biophys Acta. 1780: 307-14. PMID: 18155175
- Glycolaldehyde monomer and oligomer equilibria in aqueous solution: comparing computational chemistry and NMR data. | Kua, J., et al. 2013. J Phys Chem A. 117: 2997-3008. PMID: 23477589
- Molecular recognition in glycolaldehyde, the simplest sugar: two isolated hydrogen bonds win over one cooperative pair. | Altnöder, J., et al. 2012. ChemistryOpen. 1: 269-75. PMID: 24551516
- Understanding the Aldo-Enediolate Tautomerism of Glycolaldehyde in Basic Aqueous Solutions. | Azofra, LM., et al. 2015. Chemphyschem. 16: 2226-36. PMID: 25943252
- Pyrolysis of the Simplest Carbohydrate, Glycolaldehyde (CHO-CH2OH), and Glyoxal in a Heated Microreactor. | Porterfield, JP., et al. 2016. J Phys Chem A. 120: 2161-72. PMID: 26979134
- High-Resolution Rotational Spectroscopy Study of the Smallest Sugar Dimer: Interplay of Hydrogen Bonds in the Glycolaldehyde Dimer. | Zinn, S., et al. 2016. Angew Chem Int Ed Engl. 55: 5975-80. PMID: 27060475
- Shape-selective Valorization of Biomass-derived Glycolaldehyde using Tin-containing Zeolites. | Tolborg, S., et al. 2016. ChemSusChem. 9: 3054-3061. PMID: 27562820
- α-Unsubstituted Pyrroles by NHC-Catalyzed Three-Component Coupling: Direct Synthesis of a Versatile Atorvastatin Derivative. | Fleige, M. and Glorius, F. 2017. Chemistry. 23: 10773-10776. PMID: 28666059
- A family AA5_2 carbohydrate oxidase from Penicillium rubens displays functional overlap across the AA5 family. | Mollerup, F., et al. 2019. PLoS One. 14: e0216546. PMID: 31091286
- Glycolaldehyde as a Bio-Based C1 Building Block for Selective N-Formylation of Secondary Amines. | Flynn, MT., et al. 2022. ChemSusChem. 15: e202201264. PMID: 35947792
- Purification and characterization of triokinase from porcine kidney. | Miwa, I., et al. 1994. Prep Biochem. 24: 203-23. PMID: 7831203
- Acid-stable fluorescent advanced glycation end products: vesperlysines A, B, and C are formed as crosslinked products in the Maillard reaction between lysine or proteins with glucose. | Nakamura, K., et al. 1997. Biochem Biophys Res Commun. 232: 227-30. PMID: 9125137
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Glycolaldehyde dimer, 1 g | sc-215101 | 1 g | $63.00 | |||
Glycolaldehyde dimer, 5 g | sc-215101A | 5 g | $207.00 |