共查询到20条相似文献,搜索用时 234 毫秒
1.
Taku Aiga Dr. Yoshiyuki Manabe Keita Ito Tsung-Che Chang Dr. Kazuya Kabayama Shino Ohshima Prof. Yoshie Kametani Ayane Miura Hiroto Furukawa Dr. Hiroshi Inaba Prof. Kazunori Matsuura Prof. Koichi Fukase 《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2020,132(40):17858-17864
Co-assembling vaccines composed of a lipidated HER2-derived antigenic CH401 peptide and either a lipophilic adjuvant, Pam3CSK4, α-GalCer, or lipid A 506, were evaluated as breast cancer vaccine candidates. This vaccine design was aimed to inherit both antigen multivalency and antigen-specific immunostimulation properties, observed in reported self-adjuvanting vaccine candidates, by using self-assembly and adjuvant-conjugated antigens. Under vaccination concentrations, respective lipophilic adjuvants underwent co-assembly with lipidated CH401, which boosted the anti-CH401 IgG and IgM production. In particular, α-GalCer was responsible for the most significant immune activation. Therefore, the newly developed vaccine design enabled the optimization of adjuvants against the antigenic CH401 peptide in a simple preparatory manner. Overall, the co-assembling vaccine design opens the door for efficient and practical self-adjuvanting vaccine development. 相似文献
2.
Jing‐Jing Du Shi‐Yao Zou Xiang‐Zhao Chen Wen‐Bo Xu Chang‐Wei Wang Lian Zhang Yuan‐Kai Tang Shi‐Hao Zhou Jian Wang Xu‐Guang Yin Xiao‐Fei Gao Zheng Liu Jun Guo 《化学:亚洲杂志》2019,14(12):2116-2121
The tumor‐associated antigen mucin 1 (MUC1) has been pursued as an attractive target for cancer immunotherapy, but the poor immunogenicity of the endogenous antigen hinders the development of vaccines capable of inducing effective anti‐MUC1 immunodominant responses. Herein, we prepared synthetic anti‐MUC1 vaccines in which the hydrophilic MUC1 antigen was N‐terminally conjugated to one or two palmitoyl lipid chains (to form amphiphilic Pam‐MUC1 or Pam2‐MUC1). These amphiphilic lipid‐tailed MUC1 antigens were self‐assembled into liposomes containing the NKT cell agonist αGalCer as an adjuvant. The lipid‐conjugated antigens reshaped the physical and morphological properties of liposomal vaccines. Promising results showed that the anti‐MUC1 IgG antibody titers induced by the Pam2‐MUC1 vaccine were more than 30‐ and 190‐fold higher than those induced by the Pam‐MUC1 vaccine and the MUC1 vaccine without lipid tails, respectively. Similarly, vaccines with the TLR1/2 agonist Pam3CSK4 as an adjuvant also induced conjugated lipid‐dependent immunological responses. Moreover, vaccines with the αGalCer adjuvant induced significantly higher titers of IgG antibodies than vaccines with the Pam3CSK4 adjuvant. Therefore, the non‐covalent assembly of the amphiphilic lipo‐MUC1 antigen and the NKT cell agonist αGalCer as a glycolipid adjuvant represent a synthetically simple but immunologically effective approach for the development of anti‐MUC1 cancer vaccines. 相似文献
3.
Dr. Brendan L. Wilkinson Dr. Stephanie Day Dr. Robert Chapman Prof. Sébastien Perrier Prof. Vasso Apostolopoulos Dr. Richard J. Payne 《Chemistry (Weinheim an der Bergstrasse, Germany)》2012,18(51):16540-16548
Self‐adjuvanting tricomponent vaccines were prepared and assessed for their self‐assembly and immunological activity in mouse models. The vaccines each consisted of a peptide or glycopeptide antigen that corresponds to a complete copy of the variable‐number tandem repeat (VNTR) of the tumor‐associated mucin 1 (MUC1) glycoprotein, the universal T‐cell helper peptide epitope PADRE, and the immunoadjuvant Pam3CysSer. The vaccines were shown to spontaneously self‐assemble in water to form isotropic particles varying in size from 17 to 25 nm and elicited robust humoral responses in murine models without the addition of an external adjuvant. The serum antibodies could recognize tumor‐associated MUC1 epitopes on the surface of MCF7 breast‐cancer cells and B16 melanoma cells, which overexpress this tumor‐associated glycoprotein. 相似文献
4.
Qi Feng Yoshiyuki Manabe Kazuya Kabayama Taku Aiga Asuka Miyamoto Shino Ohshima Yoshie Kametani Koichi Fukase 《化学:亚洲杂志》2019,14(23):4268-4273
The 9‐mer peptide MFCH401 (N: 165–173: DTILWKDIF), which is located in the extracellular domain of HER2, has been predicted to be a novel epitope. Self‐adjuvanting anti‐HER2 vaccine constructs were designed and synthesized via covalently attaching MFCH401 or its linear tandem repeats (2×MFCH401, 3×MFCH401) to a lipopeptide Pam3CSK4 via iterative condensation reaction. The in vivo results showed the Pam3CSK4‐MFCH401 vaccine construct can induce higher antibody titers of IgG and IgM than those of other conjugates, and the analysis of changes in plasma cytokines level indicate the activation of Th1 cells and NK cells. In addition, the Pam3CSK4‐MFCH401 vaccine conjugate induced a specific immune response to HER2‐overexpressing human BT474 cells. Our data clearly indicated that MFCH401 is a promising epitope; moreover, its linear tandem repeats were unsuitable for anticancer vaccine design when conjugating with Pam3CSK4, which provided useful evidence for developing further anti‐HER2 cancer vaccines. 相似文献
5.
Synthesis and Characterisation of Self‐Assembled and Self‐Adjuvanting Asymmetric Multi‐Epitope Lipopeptides of Ovalbumin
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Dr. Sharareh Eskandari Dr. Rachel J. Stephenson Abdullah Ahmad Fuaad Dr. Simon H. Apte Prof. Denise L. Doolan Prof. Istvan Toth 《Chemistry (Weinheim an der Bergstrasse, Germany)》2015,21(3):1251-1261
Designing a lipopeptide (LP) vaccine with a specific asymmetric arrangement of epitopes may result in an improved display of antigens, increasing host‐cell recognition and immunogenicity. This study aimed to synthesise and characterise the physicochemical properties of a library of asymmetric LP‐based vaccine candidates that contained multiple CD4+ and CD8+ T‐cell epitopes from the model protein antigen, ovalbumin. These fully synthetic vaccine candidates were prepared by microwave‐assisted solid phase peptide synthesis. The C12 or C16 lipoamino acids were coupled to the N or C terminus of the OVA CD4 peptide epitope. The OVA CD4 LPs and OVA CD8 peptide constructs were then conjugated using azide–alkyne Huisgen cycloaddition to give multivalent synthetic vaccines. Physiochemical characterisation of these vaccines showed a tendency to self‐assemble in aqueous media. Changes in lipid length and position induced self‐assembly with significant changes to their morphology and secondary structure as shown by transmission electron microscopy and circular dichroism. 相似文献
6.
Wenwen Qu Hongwei Tan Guangju Chen Ruozhuang Liu 《International journal of quantum chemistry》2010,110(9):1648-1659
Cyclic D,L ‐α‐peptides are able to self‐assemble to nanotubes, although the inherent reason of the stability of this kind of nanotube as well as the intrinsic driving force of self‐assembly of the cyclic D ,L ‐α‐peptides still remain elusive. In this work, using several computational approaches, we investigated the structural and energy characteristics of a series of cyclo[(‐L ‐Phe‐D ‐Ala‐)4] and cyclo[(‐L ‐Ala‐D ‐Ala‐)4] oligomers. The results reveal that the thermodynamic stability, cooperativity, and self‐assembly patterns of cyclic D ,L ‐α‐peptide nanotubes are mainly determined by the interactions between cross‐strand side chains instead of those between backbones. For cyclo[(‐L ‐Phe‐D ‐Ala‐)4] oligomers, the steric interaction between cross‐strand side chains, especially the electrostatic repulsion between the phenyls in Phe residues, brings anticooperative effect into parallel stacking mode, which is responsible for the preference of self‐assembling nanotube in antiparallel vs. parallel stacking orientation. Based on our results, a novel self‐assembling mechanism is put forward—it is the L ‐L antiparallel dimer of cyclo[(‐L ‐Phe‐D ‐Ala‐)4], instead of the commonly presumed monomer, that acts as the basic building block in self assembly. It explains why these cyclic peptides uniquely self‐assemble to form antiparallel nanotubes. © 2009 Wiley Periodicals, Inc. Int J Quantum Chem, 2010 相似文献
7.
Supra‐dendron Gelator Based on Azobenzene–Cyclodextrin Host–Guest Interactions: Photoswitched Optical and Chiroptical Reversibility
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Fan Xie Guanghui Ouyang Dr. Long Qin Prof. Dr. Minghua Liu 《Chemistry (Weinheim an der Bergstrasse, Germany)》2016,22(50):18208-18214
A novel amphiphilic dendron ( AZOC8GAc ) with three l ‐glutamic acid units and an azobenzene moiety covalently linked by an alkyl spacer has been designed. The compound formed hydrogels with water at very low concentration and self‐assembled into chiral‐twist structures. The gel showed a reversible macroscopic volume phase transition in response to pH variations and photo‐irradiation. During the photo‐triggered changes, although the gel showed complete reversibility in its optical absorptions, only an incomplete chiroptical property change was achieved. On the other hand, the dendron could form a 1:1 inclusion complex through a host–guest interaction with α‐cyclodextrin (α‐CD), designated as supra‐dendron gelator AZOC8GAc/α‐CD . The supra‐dendron showed similar gelation behavior to that of AZOC8GAc , but with enhanced photoisomerization‐transition efficiency and chiroptical switching capacity, which was completely reversible in terms of both optical and chiroptical performances. The self‐assembly of the supra‐dendron is a hierarchical or multi‐supramolecular self‐assembling process. This work has clearly illustrated that the hierarchical and multi‐supramolecular self‐assembling system endows the supramolecular nanostructures or materials with superior reversible optical and chiroptical switching. 相似文献
8.
Mimicking Primitive Photobacteria: Sustainable Hydrogen Evolution Based on Peptide–Porphyrin Co‐Assemblies with a Self‐Mineralized Reaction Center
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Dr. Kai Liu Dr. Ruirui Xing Yongxin Li Dr. Qianli Zou Prof. Dr. Helmuth Möhwald Prof. Dr. Xuehai Yan 《Angewandte Chemie (International ed. in English)》2016,55(40):12503-12507
Molecular evolution, with self‐organization of simple molecules towards complex functional systems, provides a new strategy for biomimetic architectonics and perspectives for understanding the complex processes of life. However, there remain many challenges to fabrication of systems comprising different types of units, which interact with one another to perform desired functions. Challenges arise from a lack of stability, dynamic properties, and functionalities that reconcile with a given environment. A co‐assembling fiber system composed of simple peptide and porphyrin is presented. This material is considered a prebiotic assembly of molecules that can be rather stable and flexibly self‐functionalized with the assistance of visible light in a “prebiotic soup”; acidic (pH 2), hot (70 °C), and mineral‐containing (Na+, Ti4+, Pt2+, and so forth) water. The co‐assembled peptide–porphyrin fiber, with self‐mineralized reaction centers, may serve as a primitive photobacteria‐like cellular model to achieve light harvesting, energy transfer, and ultimately sustainable hydrogen evolution. 相似文献
9.
《中国化学》2017,35(7):1057-1062
Many materials as immune adjuvant are researched to help raise immnogenicity of subunit vaccines. Among them, peptide‐based hydrogels are gradually coming into notice because of their application in drugs delivery, cancer cell inhibition, vaccine adjuvants and detection of important analytes. In this work, we introduced a novel aromatic capping group based on indole to construct short peptide‐based supramolecular hydrogelators Indol‐GFFY and Indol‐GD FD FD Y and demonstrated their potential applications as vaccine adjuvants. 相似文献
10.
Cécile Vigier‐Carrière Dr. Tony Garnier Déborah Wagner Dr. Philippe Lavalle Dr. Morgane Rabineau Dr. Joseph Hemmerlé Dr. Bernard Senger Prof. Pierre Schaaf Dr. Fouzia Boulmedais Dr. Loïc Jierry 《Angewandte Chemie (International ed. in English)》2015,54(35):10198-10201
The design and control of molecular systems that self‐assemble spontaneously and exclusively at or near an interface represents a real scientific challenge. We present here a new concept, an active seed layer that allows to overcome this challenge. It is based on enzyme‐assisted self‐assembly. An enzyme, alkaline phosphatase, which transforms an original peptide, Fmoc‐FFY(PO42?), into an efficient gelation agent by dephosphorylation, is embedded in a polyelectrolyte multilayer and constitutes the “reaction motor”. A seed layer composed of a polyelectrolyte covalently modified by anchoring hydrogelator peptides constitutes the top of the multilayer. This layer is the nucleation site for the Fmoc‐FFY peptide self‐assembly. When such a film is brought in contact with a Fmoc‐FFY(PO42?) solution, a nanofiber network starts to form almost instantaneously which extents up to several micrometers into the solution after several hours. We demonstrate that the active seed layer allows convenient control over the self‐assembly kinetics and the geometric features of the fiber network simply by changing its peptide density. 相似文献
11.
Self‐Assembled Cyclic d,l‐α‐Peptides as Generic Conformational Inhibitors of the α‐Synuclein Aggregation and Toxicity: In Vitro and Mechanistic Studies
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Dr. Marina Chemerovski‐Glikman Eva Rozentur‐Shkop Dr. Michal Richman Dr. Asaf Grupi Asaf Getler Prof. Haim Y. Cohen Dr. Hadassa Shaked Cecilia Wallin Dr. Sebastian K. T. S. Wärmländer Prof. Elisha Haas Prof. Astrid Gräslund Prof. Jordan H. Chill Prof. Shai Rahimipour 《Chemistry (Weinheim an der Bergstrasse, Germany)》2016,22(40):14236-14246
Many peptides and proteins with large sequences and structural differences self‐assemble into disease‐causing amyloids that share very similar biochemical and biophysical characteristics, which may contribute to their cross‐interaction. Here, we demonstrate how the self‐assembled, cyclic d,l ‐α‐peptide CP‐2 , which has similar structural and functional properties to those of amyloids, acts as a generic inhibitor of the Parkinson′s disease associated α‐synuclein (α‐syn) aggregation to toxic oligomers by an ?off‐pathway“ mechanism. We show that CP‐2 interacts with the N‐terminal and the non‐amyloid‐β component region of α‐syn, which are responsible for α‐syn′s membrane intercalation and self‐assembly, thus changing the overall conformation of α‐syn. CP‐2 also remodels α‐syn fibrils to nontoxic amorphous species and permeates cells through endosomes/lysosomes to reduce the accumulation and toxicity of intracellular α‐syn in neuronal cells overexpressing α‐syn. Our studies suggest that targeting the common structural conformation of amyloids may be a promising approach for developing new therapeutics for amyloidogenic diseases. 相似文献
12.
Dr. Liulin Yang Aijie Liu Shuqin Cao Rindia M. Putri Prof. Pascal Jonkheijm Prof. Jeroen J. L. M. Cornelissen 《Chemistry (Weinheim an der Bergstrasse, Germany)》2016,22(44):15570-15582
The study of protein self‐assembly has attracted great interest over the decades, due to the important role that proteins play in life. In contrast to the major achievements that have been made in the fields of DNA origami, RNA, and synthetic peptides, methods for the design of self‐assembling proteins have progressed more slowly. This Concept article provides a brief overview of studies on native protein and artificial scaffold assemblies and highlights advances in designing self‐assembling proteins. The discussions are focused on design strategies for self‐assembling proteins, including protein fusion, chemical conjugation, supramolecular, and computational‐aided de novo design. 相似文献
13.
Yung‐Chih Lin Shiao‐Wei Kuo 《Journal of polymer science. Part A, Polymer chemistry》2011,49(10):2127-2137
In this study, we used click chemistry to synthesize a new macromolecular self‐assembling building blocks, linear polypeptide‐b‐polyhedral oligomeric silsesquioxane (POSS) copolymers, from a mono‐azido–functionalized POSS (N3‐POSS) and several alkyne‐poly(γ‐benzyl‐L ‐glutamate) (alkyne‐PBLG) systems. The incorporation of the POSS unit at the chain end of the PBLG moiety allowed intramolecular hydrogen bonding to occur between the POSS and PBLG units, thereby enhancing the α‐helical conformation in the solid state, as determined through Fourier transform infrared spectroscopy and wide‐angle X‐ray diffraction analyses. POSS‐b‐PBLG underwent hierarchical self‐assembly, characterized using small‐angle X‐ray scattering, to form a bilayer‐like nanostructure featuring α‐helical or β‐sheet conformations and POSS aggregates. Thermogravimetric analysis indicated that the thermal degradation temperature increased significantly after incorporation of the POSS moiety, which presumably formed an inorganic protection layer on the nanocomposite's surface. © 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2011 相似文献
14.
《化学:亚洲杂志》2017,12(14):1715-1718
Concerted folding and assembly processes are necessary for protein self‐assembly, yet such a concerted strategy has rarely been attempted by synthetic chemists. In this work, we have created a new porous peptide structure through a coordination‐driven folding‐and‐assembly strategy. A porous framework with 1.5 nm‐sized pores and a PII helical peptide scaffold was successfully obtained by complexation of AgNTf2 and tripeptide ligands containing the Gly‐Pro‐Pro sequence. The pores were modified in various ways with retention of the latent PII helical conformation of the peptide ligand. 相似文献
15.
Capillary electrophoretic studies on quantum dots and histidine appended peptides self‐assembly
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Jianhao Wang Jingyan Li Yao Chen Yiwan Teng Cheli Wang Jinchen Li Li Liu Bingyu Dong Lin Qiu Pengju Jiang 《Electrophoresis》2015,36(19):2419-2424
Herein, we designed four peptides appended with different numbers of histidine (Hisn‐peptide). We launched a systematic investigation on quantum dots (QDs) and Hisn‐peptide self‐assembly in solution using fluorescence coupled CE (CE‐FL). The results indicated that CE‐FL was a powerful method to probe how ligands interaction on the surface of nanoparticles. The self‐assembly of QDs and peptide was determined by the numbers of histidine. We also observed that longer polyhistidine tags (n ≤ 6) could improve the self‐assembly efficiency. Furthermore, the formation and separation of QD‐peptide assembly were also studied by CE‐FL inside a capillary. The total time for the mixing, self‐assembly, separation, and detection was less than 10 min. Our method greatly expands the application of CE‐FL in QDs‐based biolabeling and bioanalysis. 相似文献
16.
Ozcan Altintas Tobias Rudolph Christopher Barner‐Kowollik 《Journal of polymer science. Part A, Polymer chemistry》2011,49(12):2566-2576
Well‐defined heterotelechelic poly(styrene) carrying thymine/diaminopyridine (DAP) (Mn,SEC = 9300, PDI = 1.04) and Hamilton wedge (HW)/cyanuric acid (CA) (Mn,SEC = 8200, PDI = 1.04) bonding motifs are prepared via a combination of controlled/living radical polymerization and copper catalyzed azide/alkyne “click” chemistry and are subsequently self‐assembled as single chains to emulate—on a simple level—the self‐folding behavior of natural biomacromolecules. Hydrogen nuclear magnetic resonance (1H NMR) in deuterated dichloromethane and dynamic light scattering analyses provides evidence for the hydrogen bonding interactions between the α‐thymine and ω‐DAP as well as α‐CA and ω‐HW chain ends of the heterotelechelic polymers leading to circular entropy driven single chain self‐assembly. This study demonstrates that the choice of NMR solvent is important for obtaining well‐resolved NMR spectra of the self‐assembled structures. In addition, steric effects on the HW can affect the efficiency of the self‐assembly process. © 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2011 相似文献
17.
Roberto J. Brea María Jesús Pérez‐Alvite Michele Panciera Prof. Dr. Manuel Mosquera Prof. Dr. Luis Castedo Prof. Dr. Juan R. Granja 《化学:亚洲杂志》2011,6(1):110-121
Cyclic octapeptides composed of α‐amino acids alternated with cis‐3‐aminocycloalkanecarboxylic acids, self‐assemble as drumlike dimers through β‐sheet‐like, backbone‐to‐backbone hydrogen bonding. Heterodimerization appears to be significantly more favored than homodimerization, and this represents a novel approach for the design and fabrication of highly stable heterodimeric assemblies. A multicomponent equilibrium network based on fluorescently derivatized self‐assembling α,γ‐cyclic octapeptides has been successfully used to form light‐harvesting/light‐converting ensembles with a distinctive organization of donor and acceptor units able to act as efficient artificial photosystems. 相似文献
18.
Toshiki Sawada Hisakazu Mihara Takeshi Serizawa 《Chemical record (New York, N.Y.)》2013,13(2):172-186
Biomolecules express exquisite properties that are required for molecular recognition and self‐assembly on the nanoscale. These smart capabilities have developed through evolution and such biomolecules operate based on smart functions in natural systems. Recently, these remarkable smart capabilities have been utilized in not only biologically related fields, but also in materials science and engineering. A peptide‐screening technology that uses phage‐display systems has been developed based on this natural smart evolution for the generation of new functional peptide bionanomaterials. We focused on peptides that specifically bound to synthetic polymers. These polymer‐binding peptides were screened by using a phage‐display peptide library to recognize nanostructures that were derived from polymeric structural features and were utilized for possible applications as new bionanomaterials. We also focused on self‐assembling peptides with β‐sheet structures that formed nanoscale, fibrous structures for applications in new bottom‐up nanomaterials. Moreover, nanofiber‐binding peptides were also screened to introduce the desired functionalities into nanofibers without the need for additional molecular design. Our approach to construct new bionanomaterials that employ peptides will open up excellent opportunities for the next generation of materials science and technology. 相似文献
19.
Derrick A. Roberts Prof. Timothy W. Schmidt Prof. Maxwell J. Crossley Prof. Sébastien Perrier 《Chemistry (Weinheim an der Bergstrasse, Germany)》2013,19(38):12759-12770
The convergence of supramolecular chemistry and polymer science offers many powerful approaches for building functional nanostructures with well‐defined dynamic behaviour. Herein we report the efficient “click” synthesis and self‐assembly of AB2‐ and AB4‐type multitopic porphyrin–polymer conjugates (PPCs). PPCs were prepared using the copper(I)‐catalysed azide–alkyne cycloaddition (CuAAC) reaction, and consisted of linear polystyrene, poly(butyl acrylate), or poly(tert‐butyl acrylate) arms attached to a zinc(II) porphyrin core via triazole linkages. We exploit the presence of the triazole groups obtained from CuAAC coupling to direct the self‐assembly of the PPCs into short oligomers (2–6 units in length) via intermolecular porphyrinatozinc–triazole coordination. By altering the length and grafting density of the polymer arms, we demonstrate that the association constant of the porphyrinatozinc–triazole complex can be systematically tuned over two orders of magnitude. Self‐assembly of the PPCs also resulted in a 6 K increase in the glass transition temperature of the bulk material compared to a non‐assembling PPC. The modular synthesis and tunable self‐assembly of the triazole‐linked PPCs thus represents a powerful supramolecular platform for building functional nanostructured materials. 相似文献
20.
End‐Group‐Functionalized Poly(α‐olefinates) as Non‐Polar Building Blocks: Self‐Assembly of Sugar–Polyolefin Hybrid Conjugates
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Tessy S. Thomas Wonseok Hwang Prof. Lawrence R. Sita 《Angewandte Chemie (International ed. in English)》2016,55(15):4683-4687
Living coordinative chain‐transfer polymerization of α‐olefins, followed by chemical functionalization of a Zn(polymeryl)2 intermediate, provides entry to end‐group functionalized poly(α‐olefinates) (x‐PAOs) that can serve as a new class of non‐polar building block with tailorable occupied volumes. Application of these x‐PAOs for the synthesis and self‐assembly of sugar‐polyolefin hybrid conjugates demonstrate the ability to manipulate the morphology of the ultra‐thin film nanostructure through variation in occupied volume of the x‐PAO domain. 相似文献