153335-07-0Relevant academic research and scientific papers
Synthesis of 4,4-Difluoro-L-Arginine
Kim, Kyoung Soon,Qian, Ligang
, p. 7195 - 7196 (1993)
Preparation of 4,4-difluoro-L-arginine 1 as an L-arginine surrogate is described starting with tBoc-D-serine. pKa of guanidine moiety of 1 was found to be 11.2 compared to 13.2 of arginine guanidine group.
4,4-Difluorinated analogues of l-arginine and NG-hydroxy-l-arginine as mechanistic probes for nitric oxide synthase
Martin, Nathaniel I.,Woodward, Joshua J.,Winter, Michael B.,Marletta, Michael A.
supporting information; experimental part, p. 1758 - 1762 (2009/11/30)
4,4-Difluoro-l-arginine and 4,4-difluoro-NG-hydroxy-l-arginine were synthesized and shown to be substrates for the inducible isoform of nitric oxide synthase (iNOS). Binding of both fluorinated analogues to the NOS active site was also investigated using a spectral binding assay employing a heme domain construct of the inducible NOS isoform (iNOSheme). 4,4-Difluoro-NG-hydroxy-arginine was found to bind at the NOS active site in a unique manner consistent with a model involving ligation of the FeIII heme center by the oxygen atom of the NG-hydroxy moiety.
Preparation of Argatroban Analog Thrombin Inhibitors with Reduced Basic Guanidine Moiety, and Studies of Their Cell Permeability and Antithrombotic Activities
Kim, Kyoung Soon,Moquin, Robert V.,Qian, Ligang,Morrison, Richard A.,Seiler, Steven M.,Roberts, Daniel G. M.,Ogletree, Martin L.,Youssef, Sonia,Chong, Saeho
, p. 377 - 383 (2007/10/03)
To improve the oral absorption of thrombin inhibitors, Argatroban analogs 1, 2, 3 and 4, with reduced guanidine basicity were prepared. The in vitro thrombin inhibitory potency and their permeability of the Caco-2 cell monolayers were studied as a model f
