Luo Pan, Xue Jie-Ying, Liu Zhe-Yi, Wang Fang-Jun
CAS Key Laboratory of Separation Sciences for Analytical Chemistry, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, China.
Se Pu. 2025 Feb;43(2):131-138. doi: 10.3724/SP.J.1123.2024.08009.
Chemical modifications are widely used in research fields such as quantitative proteomics and interaction analyses. Chemical-modification targets can be roughly divided into four categories, including those that integrate isotope labels for quantification purposes, probe the structures of proteins through covalent labeling or cross-linking, incorporate labels to improve the ionization or dissociation of characteristic peptides in complex mixtures, and affinity-enrich various poorly abundant protein translational modifications (PTMs). A chemical modification reaction needs to be simple and efficient for use in proteomics analysis, and should be performed without any complicated process for preparing the labeling reagent. High reaction specificity, which reduces product complexity, and mild biocompatible reaction conditions are also favored. In addition, modification labels should be compatible with mass spectrometry to prevent interference from ionization and dissociation processes. Pulsed ultraviolet (UV) lasers can produce large amounts of active radical species within a few nanoseconds for use in rapid photochemical-modification processes. Usually, UV lasers with wavelengths greater than 240 nm are used in current in-situ photochemical-modification methods; consequently, special conjugated photoreaction probes need to be designed and oxidants and catalysts added, which reduce the biocompatibility of the reaction. The high single-photon energy of the 193 nm laser is capable of efficiently exciting conventional photo-inert substances in aqueous solution, leading to efficient photochemical peptide modifications. In this study, we developed a new method for photochemically brominating and iodinating enzymatic protein samples extracted from complex tissue with a 193 nm ArF nanosecond pulsed laser, which efficiently brominated tyrosine, histidine, and tryptophan, and iodinated tyrosine and histidine. Tandem mass spectrometry (MS/MS) can generate fragmentation patterns of ions which can afford diagnostic molecular fingerprints to decipher sequences of biopolymers such as peptides. Peptide fragmentation is commonly implemented using collision-based, electron-based, or photodissociation-based methods. Compared with the most commonly used collision-based methods, ultraviolet photodissociation (UVPD) uses high-energy ultraviolet photons with wavelengths shorter than 200 nm to excite and dissociate ions. Single-pulse excitation can provide the energy required to promote ions into their excited electronic states, with excitation speeds of up to several nanoseconds. Since dissociation may occur directly from the excited states, UVPD spectra can show a wide variety of fragmentation pathways, thereby providing more sequence and structural information. The most commonly used wavelengths are 157, 193, and 266 nm. UVPD has been integrated into high-resolution orbitrap mass spectrometer by adding optical windows and other optics to direct the photons to the analyte ions, and by implementing a triggering method that synchronizes the photoirradiation process with ion-analysis events. The large photoabsorption cross sections of peptides at 193 nm and the resulting high internal energy deposition can generate abundant fragment ions and achieve high sequence coverage. The excellent fragmentation performance offered by 193 nm UVPD of peptides with its high sequence coverage and lack of charge-state dependence, has motivated its use in high-throughput proteomics. Photochemically brominated and iodinated mouse-liver tryptic peptides were further characterized by 193 nm UVPD tandem mass spectrometry with the aim of analyzing their sequences, modification sites, and photodissociation mechanisms. Br and I atoms strongly absorb 193 nm photons; consequently, UVPD can cleave C-Br/C-I bonds at halogenated sites to generate peptide radical ions, with further peptide-backbone fragmentation caused by radical migration. In addition, the combination of 193 nm UVPD with conventional high-energy collision-induced dissociation (HCD) mode improves the identification-reliability of halogenation sites in proteomics. Therefore, integrating photochemical halogenation and 193 nm UVPD can trigger novel radical-dissociation pathways, thereby improving analytical proteomics performance.
化学修饰在定量蛋白质组学和相互作用分析等研究领域中被广泛应用。化学修饰的目标大致可分为四类,包括用于定量目的整合同位素标记的、通过共价标记或交联探测蛋白质结构的、引入标记以改善复杂混合物中特征肽的电离或解离的,以及亲和富集各种低丰度蛋白质翻译后修饰(PTM)的。化学修饰反应在蛋白质组学分析中需要简单高效,且应在无需制备标记试剂的复杂过程的情况下进行。还需要高反应特异性以降低产物复杂性,以及温和的生物相容反应条件。此外,修饰标签应与质谱兼容,以防止电离和解离过程产生干扰。脉冲紫外(UV)激光可在几纳秒内产生大量活性自由基用于快速光化学修饰过程。通常,目前的原位光化学修饰方法使用波长大于240 nm的紫外激光;因此,需要设计特殊的共轭光反应探针并添加氧化剂和催化剂,这降低了反应的生物相容性。193 nm激光的高单光子能量能够有效激发水溶液中的传统光惰性物质,从而实现高效的光化学肽修饰。在本研究中,我们开发了一种新方法,用193 nm ArF纳秒脉冲激光对从复杂组织中提取的酶解蛋白质样品进行光化学溴化和碘化,该方法能有效溴化酪氨酸、组氨酸和色氨酸,并碘化酪氨酸和组氨酸。串联质谱(MS/MS)可以生成离子的碎裂模式,这些模式能提供诊断性分子指纹以解析生物聚合物如肽的序列。肽的碎裂通常使用基于碰撞、基于电子或基于光解离的方法来实现。与最常用的基于碰撞的方法相比,紫外光解离(UVPD)使用波长小于200 nm的高能紫外光子来激发和解离离子。单脉冲激发可以提供将离子激发到其激发电子态所需的能量,激发速度可达几纳秒。由于解离可能直接从激发态发生,UVPD光谱可以显示多种碎裂途径,从而提供更多的序列和结构信息。最常用的波长是157、193和266 nm。通过添加光学窗口和其他光学元件将光子导向分析物离子,并实施一种将光照射过程与离子分析事件同步的触发方法,UVPD已被集成到高分辨率轨道阱质谱仪中。肽在193 nm处的大光吸收截面以及由此产生的高内能沉积可以产生丰富的碎片离子并实现高序列覆盖率。193 nm UVPD对肽的出色碎裂性能及其高序列覆盖率和缺乏电荷态依赖性,促使其在高通量蛋白质组学中得到应用。用193 nm UVPD串联质谱对光化学溴化和碘化的小鼠肝脏胰蛋白酶肽进行进一步表征,目的是分析它们的序列、修饰位点和光解离机制。溴和碘原子强烈吸收193 nm光子;因此,UVPD可以在卤化位点裂解碳 - 溴/碳 - 碘键以产生肽自由基离子,自由基迁移会导致肽主链进一步碎裂。此外,193 nm UVPD与传统的高能碰撞诱导解离(HCD)模式相结合,提高了蛋白质组学中卤化位点鉴定的可靠性。因此,整合光化学卤化和193 nm UVPD可以触发新的自由基解离途径,从而提高分析蛋白质组学性能。