title: Design, synthesis, and activity of 2,3-diphosphoglycerate analogs as allosteric modulators of hemoglobin O2 affinity.
abstract: Four phosphonate derivates of 2,3-diphosphoglycerate (2,3-DPG), in which the phosphate group is replaced by a methylene or difluoromethylene, were successfully synthesized for use as allosteric modulators of hemoglobin (Hb) O2 affinity. The syntheses were accomplished in four steps and the reagents were converted to their potassium salts to allow for effective binding with Hb in aqueous media. O2 equilibrium measurements of the chemically modified Hbs exhibited P50 values in the range 8.9-12.8 with Hill coefficients in the range of 1.5-2.4.
authors.affiliation: Department of Chemistry, Howard University, Washington, DC 20059, USA.
authors.forename: Tigist W
authors.initials: TW
authors.lastname: Kassa
authors.forename: Ning
authors.initials: N
authors.lastname: Zhang
authors.forename: Andre F
authors.initials: AF
authors.lastname: Palmer
authors.forename: Jason Shastri
authors.initials: JS
authors.lastname: Matthews
mesh_terms: D019794:2,3-Diphosphoglycerate / Q000737:chemistry*; D000494:Allosteric Regulation; D000495:Allosteric Site; D006454:Hemoglobins / Q000737:chemistry*; D006801:Humans; D006863:Hydrogen-Ion Concentration; D063065:Organophosphonates / Q000138:chemical synthesis* / Q000737:chemistry; D010100:Oxygen / Q000737:chemistry*; D011485:Protein Binding; D012996:Solutions; D013329:Structure-Activity Relationship
chemical_list: D006454:Hemoglobins; D063065:Organophosphonates; D012996:Solutions; D019794:2,3-Diphosphoglycerate; D010100:Oxygen