title: Polyphosphates and pyrophosphates of pentopyranoses and pentofuranoses as allosteric effectors of human hemoglobin: synthesis, molecular recognition, and oxygen release.
abstract: Perphosphorylated pentopyranoses and pentofuranoses were synthesized from parent carbohydrates as potential allosteric effectors of hemoglobin (Hb). The construction of seven- and eight-membered cyclic pyrophosphates was also carried out successfully on most of the pentoses. All final compounds were tested for their efficiency on oxygen release from human Hb. Most proved to be efficient allosteric effectors, some of them with an affinity toward Hb and an effect on oxygen release from Hb approaching that of myo-inositol hexakisphosphate, which is one of the most active allosteric effectors of Hb. The efficacy was higher for free phosphates than for pyrophosphates.
authors.affiliation: Institut de Science et d'Ingénierie Supramoléculaires, Université de Strasbourg, 8 Allée Gaspard Monge, 67083 Strasbourg, France.
authors.forename: Konstantina C
authors.initials: KC
authors.lastname: Fylaktakidou
authors.forename: Carolina D
authors.initials: CD
authors.lastname: Duarte
authors.forename: Rajamalleswaramma
authors.initials: R
authors.lastname: Jogireddy
authors.forename: Alexandros E
authors.initials: AE
authors.lastname: Koumbis
authors.forename: Claude
authors.initials: C
authors.lastname: Nicolau
authors.forename: Jean-Marie
authors.initials: JM
authors.lastname: Lehn
mesh_terms: D000494:Allosteric Regulation; D011756:Diphosphates / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D006454:Hemoglobins / Q000737:chemistry* / Q000378:metabolism; D006801:Humans; D010100:Oxygen / Q000378:metabolism*; D010429:Pentoses / Q000737:chemistry*; D011122:Polyphosphates / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D011485:Protein Binding; D013329:Structure-Activity Relationship
chemical_list: D011756:Diphosphates; D006454:Hemoglobins; D010429:Pentoses; D011122:Polyphosphates; D010100:Oxygen