Polyphosphates and Pyrophosphates of Hexopyranoses as Allosteric Effectors of Human Hemoglobin: Synthesis, Molecular Recognition, and Effect on Oxygen Release
| العنوان: | Polyphosphates and Pyrophosphates of Hexopyranoses as Allosteric Effectors of Human Hemoglobin: Synthesis, Molecular Recognition, and Effect on Oxygen Release |
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| المؤلفون: | Jean-Marie Lehn, Carolina D. Duarte, Alexandros E. Koumbis, Konstantina C. Fylaktakidou, Claude Nicolau |
| المساهمون: | Institut de Science et d'ingénierie supramoléculaires (ISIS), Université Louis Pasteur - Strasbourg I-Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC), Collège de France (CdF (institution)) |
| المصدر: | ChemMedChem ChemMedChem, Wiley-VCH Verlag, 2011, pp.153-168. ⟨10.1002/cmdc.201000366⟩ |
| بيانات النشر: | Wiley, 2010. |
| سنة النشر: | 2010 |
| مصطلحات موضوعية: | Phytic Acid, Stereochemistry, Kinetics, Allosteric regulation, chemistry.chemical_element, Disaccharides, Binding, Competitive, 01 natural sciences, Biochemistry, Oxygen, Hemoglobins, Structure-Activity Relationship, 03 medical and health sciences, Molecular recognition, Allosteric Regulation, Polyphosphates, Drug Discovery, Humans, [CHIM]Chemical Sciences, Monosaccharide, Structure–activity relationship, General Pharmacology, Toxicology and Pharmaceutics, Hypoxia, ComputingMilieux_MISCELLANEOUS, 030304 developmental biology, Pharmacology, chemistry.chemical_classification, 0303 health sciences, 010405 organic chemistry, Chemistry, Monosaccharides, Organic Chemistry, Carbohydrate, 0104 chemical sciences, Diphosphates, Molecular Medicine, Hemoglobin, Protein Binding |
| الوصف: | Polyphosphorylated and perphosphorylated hexopyranose monosaccharides and disaccharides were synthesized from parent or partially protected carbohydrates as potential allosteric effectors of hemoglobin. A study toward the construction of seven- and eight-membered cyclic pyrophosphates was also performed on the sugars which had the proper orientation, protection, and number of phosphates. All final compounds were tested for their efficiency on oxygen release from human hemoglobin. Several compounds presented higher potency than myo-inositol hexakisphosphate, which is the most efficient of the known allosteric effectors of hemoglobin. Structure-activity relationships were analyzed. The affinity and efficiency depend on the number of phosphates attached to the carbohydrate skeleton and are related primarily to the number of negative charges present. Other effects operate, but play a lesser role. |
| تدمد: | 1860-7179 1860-7187 |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::5db0f65906b2fa4184184d75a65d47c2 https://doi.org/10.1002/cmdc.201000366 |
| حقوق: | CLOSED |
| رقم الأكسشن: | edsair.doi.dedup.....5db0f65906b2fa4184184d75a65d47c2 |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 18607179 18607187 |
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