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Chlorpromazine interaction with phosphatidylserines: A ~(13)C and ~(31)P solid-state NMR study

机译:氯丙嗪与磷脂酰丝氨酸的相互作用:〜(13)C和〜(31)P固态NMR研究

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摘要

Chlorpromazine (CPZ), a cationic, amphiphilic phenothiazine derivative is widely used as an antipsychotic drug because it antagonizes dopaminergic receptors. ~(13)C and ~(31)P solid-state NMR techniques were employed on phospholipid bilayers with and without CPZ. Phosphatidylserine from pig brain (PBPS), 1-palmitoyl-2-oleoyl phosphatidylserine (POPS), synthetic 1,2-dipalmitoyl phosphatidylcholine (DPPC) and chlorpromazineHCl were used to make phospholipid bilayers containing two types of phospholipids: DPPC (60%)/PBPS (40%) as well as POPS and PBPS bilayers without and with 10% CPZ. CPZ is found to prefer binding to the phosphate of phosphatidylserine, but also binding to the carboxyl of the serine head group in the DPPC/PBPS/CPZ bilayer is present. 31P-NMR spectra indicate an effect of acyl chain unsaturation on the anisotropic motion of the charged serine head group. This implies that the serine head group anisotropic motion is restricted by intermolecular rather than intramolecular effects. The degree of phospholipid acyl chain unsaturation determines part of the CPZ bilayer interaction. The PBPS bilayer has the 22:6 acyl chain at 34 mol% and the C_4 = C_5 group of this acyl appears to be a determinant for CPZ bilayer interdigitation.
机译:氯丙嗪(CPZ)是一种阳离子两亲性吩噻嗪衍生物,因为它能拮抗多巴胺能受体,因此被广泛用作抗精神病药。 〜(13)C和〜(31)P固态NMR技术用于具有和不具有CPZ的磷脂双层。来自猪脑的磷脂酰丝氨酸(PBPS),1-棕榈酰-2-油酰基磷脂酰丝氨酸(POPS),合成的1,2-二棕榈酰磷脂酰胆碱(DPPC)和氯丙嗪HCl用于制备含有两种磷脂的磷脂双层:DPPC(60%)/ PBPS(40%)以及没有和有10%CPZ的POPS和PBPS双层。发现CPZ更倾向于结合磷脂酰丝氨酸的磷酸酯,但是也存在与DPPC / PBPS / CPZ双层中的丝氨酸头部基团的羧基的结合。 31 P-NMR光谱表明酰基链不饱和度对带电丝氨酸头基团的各向异性运动有影响。这意味着丝氨酸头部基团的各向异性运动受分子间作用而不是分子内作用的限制。磷脂酰基链不饱和度决定了CPZ双层相互作用的一部分。 PBPS双层具有34摩尔%的22:6酰基链,该酰基的C_4 = C_5基团似乎是CPZ双层叉指的决定因素。

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