1438-74-0Relevant articles and documents
Synthesis and Evaluation of Non-Hydrolyzable Phospho-Lysine Peptide Mimics
Hauser, Anett,Poulou, Eleftheria,Müller, Fabian,Schmieder, Peter,Hackenberger, Christian P. R.
supporting information, p. 2326 - 2331 (2020/12/09)
The intrinsic lability of the phosphoramidate P?N bond in phosphorylated histidine (pHis), arginine (pHis) and lysine (pLys) residues is a significant challenge for the investigation of these post-translational modifications (PTMs), which gained attention rather recently. While stable mimics of pHis and pArg have contributed to study protein substrate interactions or to generate antibodies for enrichment as well as detection, no such analogue has been reported yet for pLys. This work reports the synthesis and evaluation of two pLys mimics, a phosphonate and a phosphate derivative, which can easily be incorporated into peptides using standard fluorenyl-methyloxycarbonyl- (Fmoc-)based solid-phase peptide synthesis (SPPS). In order to compare the biophysical properties of natural pLys with our synthetic mimics, the pKa values of pLys and analogues were determined in titration experiments applying nuclear magnetic resonance (NMR) spectroscopy in small model peptides. These results were used to compute electrostatic potential (ESP) surfaces obtained after molecular geometry optimization. These findings indicate the potential of the designed non-hydrolyzable, phosphonate-based mimic for pLys in various proteomic approaches.
Joint production method of ethephon and vinylphosphonic acid
-
Paragraph 0014; 0015; 0016, (2018/02/04)
The invention discloses a joint production method of ethephon and vinylphosphonic acid. The joint production method comprises the following steps of acylating bis(2-chloroethyl)-2-chloroethyl phosphonate by phosgene or thionyl chloride under the action of a catalyst to obtain a mixture of vinyl phosphonic chloride and 2-chloroethyl phosphonic chloride; separating the vinyl phosphonic chloride from the 2-chloroethyl phosphonic chloride in a reduced pressure distillation mode; hydrolyzing the vinyl phosphonic chloride and the 2-chloroethyl phosphonic chloride to obtain the vinylphosphonic acid and the ethephon. According to the joint production method disclosed by the invention, two products of the ethephon and the vinylphosphonic acid are synthesized by using the bis(2-chloroethyl)-2-chloroethyl phosphonate; a process is simple, and the purities of the two products are improved.
Derivatives of [2-(8,9-dioxo-2,6-diazabicyclo[5.2.0]non-1(7)-en-2-yl)alkyl]phosphonic acid and methods of making them
-
Page/Page column 15, (2008/06/13)
Compounds of formula (I) or pharmaceutically acceptable salts thereof are provided: wherein: A is alkylenyl of 1 to 4 carbon atoms, or alkenylenyl of 2 to 4 carbon atoms; R1 and R2 are, independently, hydrogen or a C5 to C7 aryl optionally substituted with 1 to 2 substituents, independently, selected from the group consisting of —C(O)R3, halogen, cyano, nitro, hydroxyl, C1-C6 alkyl, and C1-C6 alkoxy, with the proviso that at least one of R1 and R2 is not hydrogen; R3 is, independently, hydrogen, —OR4, alkyl, aryl, or heteroaryl; R4 is hydrogen, alkyl, aryl, or heteroaryl; R5 and R6 are, independently, hydrogen, alkyl, hydroxyl, alkoxy, or C5 to C7 aryl; wherein any R3 to R6 group having an aryl or heteroaryl moiety can optionally be substituted on the aryl or heteroaryl moiety with 1 to about 5 substituents, independently, selected from the group consisting of halogen, cyano, nitro, hydroxyl, C1-C6 alkyl, and C1-C6 alkoxy. Methods of making these compounds as well as methods using the compounds for treating a variety of conditions are also disclosed.
