CDP-choline: 1,2-diacylglycerol cholinephosphotransferase from rat liver microsomes. II. Photoaffinity labeling by radioactive CDP-choline analogs

Benzophenone Photophores in Biochemistry

“…Photoaffinity labeling of choline phosphotransferase from rat liver microsomes was carried out with either [32P]CDPcholine or its BP analog, 3,(2,)-G-(4-benzoylbenzoyl)-[32P]-CDP-choline (BzCDP-choline, 16, Chart 1) (Ishidate et al, 1992). The incorporation of radioactivity was dependent on Mg2+ (or Mn2+) and was inhibited by the presence of Ca2+.…”

Identification of Phosphorylcholine-Substituted Peptides by Their Characteristic Mass Spectrometric Fragmentation

“…The free acid of phosphorylcholine was prepared by treatment of the calcium chloride salt form of phophorylcholine (Sigma) with equimolar amounts of oxalic acid (Sigma) in aqueous solution and subsequent lyophilization of the supernatant. 25 For derivatization, 1 mg of the respective peptide was added to the EDC-activated PC and incubated for 1 h at RT. 26 For the synthesis of the PC azophenyl conjugates, 5 mg aminophenyl-PC (TCR, Toronto, Canada) was dissolved in 50 µL 1 M hydrochloric acid containing 1.3 mg sodium nitrite (Merck).…”

Tethered Benzophenone Reagents for the Synthesis of Photoactivatable Ligands

“…In particular, (i) BPs can be activated at wavelengths (> 320 nm) that are not associated with protein damage, (ii) BPs are reported to give highly efficient covalent labeling via insertion into unreactive C-H bonds, (iii) BP photolabeling shows no interference from water or bulk nucleophiles, and (iv) no special lighting conditions are necessary during synthesis and biochemical manipulations. Recently, the BP moiety has been used in polypeptides as 4-benzoylphenylalanine (ONeil & DeGrado, 1989;ONeil et al, 1989;Boyd et al, 1991;McNicoll et al, 1992;Shoelson et al, 1993;Williams & Shoelson, 1993) and as 4-benzoylbenzoyl esters and amides in nucleotides (Mahmood et al, 1989;Boyer et al, 1990;Chavan et al, 1990;Gonzalez et al, 1990;Pal & Coleman, 1990;Aloise et al, 1991;Bar-Zvi et al, 1992;Pal et al, 1992;Rajagopalan et al, 1993;Salvucci et al, 1993;Zarka & Shoshan-Barmatz, 19931, in sugars (Holman et al, 1988), in phospholipids (Ishidate et al, 1992), and in proteins (Leszyk et al, 1988;Agarwal et al, 1991;Rajasekharan et al, 1991;Combeau et al, 1992;Thiele & Fahrenholz, 1993). Interactions within lipid bilayers have also been probed using BP-lipid analogs (Yamamoto et al, 1993).…”

“…Recently, the BP moiety has been used in polypeptides as 4-benzoylphenylalanine ; Boyd et al, 1991;McNicoll et al, 1992; Shoelson et al, 1993; Williams & Shoelson, 1993) and as 4-benzoylbenzoyl esters and amides in nucleotides (Mahmood et al, 1989;Boyer et al, 1990; Chavan et al, 1990; Gonzalez et al, 1990; Pal & Coleman, 1990; Aloise et al, 1991; Bar-Zvi et al, 1992;Pal et al, 1992; Rajagopalan et al, 1993;Salvucci et al, 1993; Zarka & Shoshan-Barmatz, 1993), in sugars (Holman et al, 1988), in phospholipids (Ishidate et al, 1992), and in proteins (Leszyk et al, 1988; Agarwal et al, 1991;Rajasekharan et al, 1991;Combeau et al, 1992;Thiele & Fahrenholz, 1993). Interactions within lipid bilayers have also been probed using BP-lipid analogs (Yamamoto et al, 1993).…”