Haratipour, Pouya; Minard, Corinne; Nakhjiri, Maryam; Negahbani, Amirsoheil; Kashemirov, Boris A.; McKenna, Charles E. published the artcile< New chirally modified bisphosphonates for synthesis of individual beta,gamma-CHX-deoxynucleotide diastereomers>, Quality Control of 2127-03-9, the main research area is Mitsunobu condensation phosphonate methylmandelate ester cytosine ethylbenzylamide preparation; nucleotide ethylbenzylamine phenylglycine hydrogenolysis phosphonate protecting group nitrobenzyl; synthon deoxynucleotide polymerase kinase enzyme active site; chiral bisphosphonates; dNTP probes; polymerase mechanism.
Individual diastereomers of CXY bisphosphonate analogs of dNTPs or NTPs are useful chem. stereoprobes to investigate interactions within the chiral active site environment of enzymes such as polymerases and kinases. We previously reported synthetic access to β,γ-CHX-dGTPs (X = F or Cl) via a bisphosphonate synthon with an (R)-Me mandelate auxiliary and have extended this approach to dTTP and dATP analogs. As removal of the chiral auxiliary by (Pd/C) hydrogenolysis is incompatible with the cytosine heterocycle and also with X = Br, we have now designed bisphosphonate synthons using (R)-(+)-α-ethylbenzylamine or Me (R)-(-)-phenylglycine auxiliaries and equipped with an o-nitrobenzyl ester protecting group allowing photochem. deprotection. These new synthons have made possible the first syntheses of individual dCTP and mono-bromo-substituted dNTP β,γ-CHX diastereomers.
Phosphorus, Sulfur and Silicon and the Related Elements published new progress about Condensation reaction. 2127-03-9 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2S2, Quality Control of 2127-03-9.