Molecular recognition and supramolecular chemistry in the gas phase

Mass Spectrometry Reviews

Volumn 20, Issue 5, 2001, Pages 253-309

  Schalley, Christoph A ^a  

^a UNIVERSITY OF BONN   (Germany)

Author keywords

Gas phase chemistry; Host guest chemistry; Molecular recognition; Non covalent interactions; Self assembly; Supramolecular chemistry

Indexed keywords

CHEMICAL ANALYSIS; CHEMICAL BONDS; COMPLEXATION; ETHERS; GASES; IONIZATION; MOLECULAR DYNAMICS; MOLECULAR STRUCTURE; PHASE COMPOSITION; REACTION KINETICS; SELF ASSEMBLY; SUPRAMOLECULAR CHEMISTRY;

EFFECTS OF SOLVATION; HOST GUEST CHEMISTRY; MASS ANALYSIS; METAL BINDING; MOLECULAR RECOGNITION; NONCOVALENT INTERACTIONS;

MASS SPECTROMETRY;

CALIXARENE; CYCLODEXTRIN; DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; ETHER DERIVATIVE; METAL; RESORCINOL DERIVATIVE;

CHEMISTRY; HYDROGEN BOND; MACROMOLECULE; MASS SPECTROMETRY; REVIEW;

CALIXARENES; CHEMISTRY; CYCLODEXTRINS; ETHERS, CYCLIC; HYDROGEN BONDING; INDICATORS AND REAGENTS; MACROMOLECULAR SUBSTANCES; MASS SPECTROMETRY; METALS; RESORCINOLS;

EID: 0035545157     PISSN: 02777037     EISSN: None     Source Type: Journal    
DOI: 10.1002/mas.10009     Document Type: Article

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101. Cyclodextrin-piroxicam inclusion complexes: Analyses by mass spectrometry and molecular modelling
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103. Chiral recognition properties of spiroacetal polyethers using electrospray mass spectrometry
104. Stereochemical differentiation of mannose, glucose, galactose, and talose using zinc(II) diethylenetriamine and esi-ion trap mass spectrometry
105. Gas-phase conformations and folding energetics of oligonucleotides
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107. The role of proton-bridged intermediates in promoting hydrogen-deuterium exchange in gas-phase protonated diamines, peptides and proteins
108. Negative ionization micro electrospray mass spectrometry of oligonucleotides and their complexes
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111. Metal ion-peptide interactions in the gas phase: A tandem mass spectrometric study of alkali metal cationized peptides
112. Measurement of enantiomeric excess by kinetic resolution and mass spectrometry
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115. Diethanolamine assisted secondary ion mass spectrometry of naturally occurring complex oligosaccharides
116. The complexation and chiral selectivity of 2-hydroxypropyl-b-cyclodextrin with guest molecules as studied by electrospray mass spectrometry
117. Formation and characterization of iron-oligonucleotide complexes with matrix-assisted laser desorption/ionization Fourier transform ion cyclotron resonance mass spectrometry
118. Investigating the effect of transition metal ion oxidation state on oligodeoxyribonucleotide binding by matrix-assisted laser desorption/ionization Fourier transform ion cyclotron resonance mass spectrometry
119. Diversity and selection in self-assembled tetrameric capsules
120. Chiral recognition of lithium-coordinated diols using tandem mass spectrometry
121. Linkage position determination in lithium-cationized disaccharides: Tandem mass spectrometry and semiempirical calculation
122. Analysis of noncovalent complexes of DNA and RNA by mass spectrometry
123. Investigation of ribo- and deoxyribonucleosides and-nucleotides by fast-atom-bombardment mass spectrometry
124. Application of electrospray mass spectrometry for characterizing supramolecular coordination complexes
125. Ion spray-tandem mass spectrometry of supramolecular coordination complexes
126. Characterization of supramolecular complexes by high resolution electrospary ionization mass spectrometry
127. Strong interactions of anionic peptides and alkaline earth metal ions: Metal-ion-bound peptides in the gas phase
128. Strong interactions of anionic peptides and alkaline earth metal ions: Bis(peptide) complexes in the gas phase
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163. 4 cluster
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178. Observation of a small oligonucleotide duplex by electrospray ionization mass spectrometry
179. Comparison of gas-phase proton and ammonium ion affinities of crown ethers and related acyclic analogs
180. Determination of orders of relative alkali metal ion affinities of crown ethers and acyclic analogs by the kinetic method
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182. Rotaxanes employing multiple 1.2-bis(pyridinium) ethane binding sites and do-24-crown-8 ethers
183. Studying noncovalent protein complexes by electrospray ionization mass spectrometry
184. Interaction of angiotensin peptides and zinc metal-ions probed by electrospray-ionization mass-spectrometry
185. X-ray and NMR studies on host-guest inclusion complex formation between crown ethers and pyridinium compounds
186. Complexation of crown ethers and podands with tropylium cations: Determination of stability constants and crystal structure of the dibenzo-24-crown-8-tropylium cation complex
187. Encapsulation of ion-molecule complexes: Secondsphere supramolecular chemistry
188. + ions from fast atom bombardment of dinucleoside phenylphosphonates
189. Non-covalent complexes of nucleosides and nucleobases with β-cyclodextrins: A study by fast atom bombardment mass spectrometry and collision-induced dissociation
190. Gas-phase selectivities of crown ethers for alkali metal ion complexation
191. Cavity-size-dependent dissociation of crown ether/ammonium ion complexes in the gas phase
192. Well-defined triblock hybrid dendrimers based on lengthy oligothiophene cores and poly(benzyl ether) dendrons
193. Alkali metal ion complexation of crown ethers and related ligands studied by californium-252 plasma desorption mass spectrometry
194. Nanoscale tectonics: Self-assembly, characterization and chemistry of a novel class of organoplatinum square macrocycles
195. Investigation of the self-assembly pathway of pentanuclear helicates by electrospray mass spectrometry
196. Self-assembly of an 11-component cylindrical inorganic architecture: Electrospray mass spectrometry and thermodynamic studies
197. Ferrocenyl iron as a donor group for complexed silver in ferrocenyldimethyl[2.2]-cryptand: A redox-switched receptor effective in water
198. Detection of 1:1 adducts of piroxicam with β-cyclodextrin or with maltohexaose by fast atom bombardment mass spectrometry
199. Fast atom bombardment mass spectrometric and tandem mass spectrometric investigation in thioglycerol on protonated non-covalent associations of β-cyclodextrin with 2-acetyl, 2-proprionyl-pyrroline and 5-acetyl-2.3-dihydro-1,4-thiazine, roast smelling odorants in food. Role of the matrix
200. δ+...O bonds. Complexes of ammonium ions with polyethers and crown ethers
201. Complexing of the ammonium ion by polyethers. Comparative complexing thermochemistry of ammonium, hydronium, and alkali cations
202. Examination of ligand-ligand interactions by fast atom bombardment mass spectrometry
203. Ion formation in fast atom bombardment mass spectrometry: A divided probe investigation of gas-phase reactions
204. x, x = 1-4
205. +(12-crown-4)
206. +(12-crown-4)
207. +(12-crown-4) where M = Rb and Cs
208. +-crown ether complexes
209. Synthesis and characterization by electrospray mass spectrometry of a novel dendritic heptanuclear complex of ruthenium (II)
210. Determination of both linkage position and anomeric conformation in underivatized glucopyranosyl disaccharides by electrospray mass spectrometry
211. Investigation of asymmetric gas-phase ion/molecule reactions by FT-ICR mass spectrometry
212. Investigation of dialkyl tartrate molecular recognition in cluster ions by Fourier transform mass spectrometry: A comparison of chirality effects in gas and liquid phases
213. Reactions of multidentate ligands with ligated alkali cation complexes: Self-exchange and "sandwich" complex formation kinetics of gas phase crown ether-alkali cation complexes
214. Gas-phase ion-molecule reactions between a series of protonated diastereomeric cavitands and neutral amines studied by ESI-FTICRMS: Gas phase inclusion complex formation
215. Gas-phase host-guest chemistry of carcerands and hemicarcerands
216. The "Flexiball" toolkit: A modular approach to self-assembling capsules
217. Selective cation binding of crown ether acetals in electrospray ionisation mass spectrometry
218. Infrared multiphoton dissociation of electrosprayed crown ether complexes
219. The use of heated capillary dissociation and collision-induced dissociation to determine the strength of noncovalent bonding interactions in gas-phase peptide-cyclodextrin complexes
220. Self-assembly of heteronuclear supramolecular helical complexes with segmental ligands
221. Gas phase stripping of alkali cations from biomolecules via reaction with crown ethers
222. Monomer and dimer complexes of coronene with atomic ions
223. Unimolecular reaction kinetics in the high-pressure limit without collisions
224. Is arginine a zwitterion in the gas phase?
225. Binding energies of the proton-bound amino acid dimers Gly·Gly, Ala·Ala, Gly·Ala, and Lys·Lys measured by blackbody infrared radiative dissociation
226. Electro-spray ionization mass spectrometry of cyclodextrin complexes of amino acids and peptides
227. Electrospray mass spectrometry of biomacromolecular complexes with noncovalent interactions-new analytical perspectives for supramolecular chemistry and molecular recognition processes
228. Differentiation of some underivatised anomeric methyl glycosides by f.a.b. and m.i.k.e. mass spectrometry
229. Identification of stereo-isomers of some hexoses by mass spectrometry using fast atom bombardment and mass ion kinetic energy
230. Characterization of chiral host-guest complexation in fast atom bombardment mass spectrometry
231. Electrospray ionization mass spectrometric study of encapsulation of amino acids by cyclodextrins
232. Gas-phase chiral differentiation of amino acid guests in cyclodextrin hosts
233. +(12-crown-4)
234. Gas phase ion-molecule reactions in a modified ion trap: H/D exchange of non-covalent complexes and coordinatively unsaturated platinum complexes
235. Non-covalent synthesis and characterization of large supramolecular assemblies
236. 2+ by peptides: a direct reflection of aqueous-phase chemistry
237. [1]rotaxanes and pretzelanes: Synthesis, chirality, and absolute configuration
238. Determination of alkali metal binding selectivities of caged crown ligands by electro-spray ionization quadrupole ion trap mass spectrometry
239. Noncovalent interactions of nucleic bases (uracil, thymine, and adenine) with alkali metal ions. Threshold collision-induced dissociation and theoretical studies
240. Site-specific lithium ion attachment directs low-energy dissociation pathways of dinucleotides in the gas phase. Application to nucleic acid sequencing by mass spectrometry
241. Monitoring the iron(II)-induced self-assembly of preorganized tritopic ligands by electrospray mass spectrometry: Unique formation of metallomacrocycles
242. Investigation of self-assembled supramolecular species in solution by IL-ESMS, a new mass spectrometric technique
243. A molecular knot with twelve amide groups-one-step synthesis, crystal structure, chirality
244. Characterisation of aromatic polyester dendrimers by matrix-assisted laser desorption ionisation mass spectrometry
245. Characterization of self-assembling nano-sized structures by means of coldspray ionization mass spectrometry
246. Chiral recognition detected by fast atom bombardment mass spectrometry
247. Complexation between saccharide and ammonium ion in the gas phase. Regarding stereochemical effects of methoxy groups at permethylated monosaccharides on stabilities of cluster ions in FAB mass spectrometry
248. Complexation between monosaccharide and potassium ions in the gas phase. A correlation between relative FABMS peak-intensities and gas phase stabilities of the cluster ions
249. 1:1 adduct ion formation of permethylated monosaccharides with organic cations in FAB mass spectrometry
250. Enantioselectivity in FAB mass spectrometry
251. Enantioselectivity in FAB mass spectrometry
252. 1:1 adduct ion formation of simple carbohydrate derivatives with cations using FAB mass spectrometry. Comparison of O-acetyl, N-butyl, and O-methyl modifications
253. Enantioselective complexation of carbohydrate or crown ether hosts with organic ammoniumion guests detected by FAB mass spectrometry
254. Cross-chiral examinations of molecular enantioselective recognition by fast atom bombardment mass spectrometry: Host-guest complexations between chiral crown ethers and chiral organic ammonium ions
255. Chiral recognition in molecular complexation for the crown ether-amino ester system. A facile FAB mass spectrometric approach
256. Chiral recognition in host-guest complexation determined by the enantiomer-labeled guest method using fast atom bombardment mass spectrometry
257. Chiral molecular recognition in electro-spray ionization mass spectrometry
258. Chiral amino acid recognition detected by electrospray ionisation (ESI) and fast atom bombardment (FAB) mass spectrometry (MS) coupled with the enantiomer-labelled (EL) guest method
259. Determination of enantiomeric excess for amino acid ester salts using FAB mass spectrometry
260. Measurement of chiral amino acid discrimination by cyclic oligosaccharides: a direct FAB mass spectrometric approach
261. Determination of enantiomeric excess for organic primary amine compounds by chiral recognition fast-atom bombardment mass spectrometry
262. Supramolecular chemistry goes gas phase: the mass spectrometric examination of noncovalent interaction in host-guest chemistry and molecular recognition
263. Investigating molecular recognition by mass spectrometry: Characterization of calixarene-based self-assembling capsule hosts with charged guests
264. Characterization of self-assembling encapsulation complexes in the gas phase and solution
265. Structural examination of supramolecular architectures by electrospray mass spectrometry
266. Self-assembly of pyrrole-ferrocene hybrids, determined inter alia by a new chemically induced electrospray mass spectrometry technique
267. Blackbody infrared radiative dissociation of bradykinin and its analogues: Energetics, dynamics, and evidence for salt-bridge structures in the gas phase
268. Activation energies for dissociation of double strand oligonucleotide anions: Evidence for Watson-Crick base pairing in vacuo
269. Amide-based oligocatenanes by an iterative template strategy
270. Detection of high molecular weight starburst dendrimers by electrospray ionization mass spectrometry
271. Study of the salts with organic hydroxy acids of the terfenadine β-cyclodextrin inclusion complex in solution by ionspray mass spectrometry
272. Multicomponent non-covalent associations of β-cyclodextrin (β-CD)-drug inclusion complexes with diethanolamine (DEA). Detection and characterization of gaseous protonated 1:1:1 β-CD-drug-DEA adducts by ionspray ionization and tandem mass spectrometry
273. Study of β-cyclodextrin-ketoconazole-tartaric acid multicomponent non-covalent association by positive and negative ionspray mass spectrometry
274. + with crown ethers, from measurements of gas-phase ion-molecule equilibria
275. Low-energy tandem mass spectra of the cyclic depsipeptide valinomycin-a comparison with four-sector tandem mass spectra
276. Fundamental factors controlling the exchange of multidentate ligands: Displacement of 12-crown-4 and triglyme from complexes with divalent alkaline earth cations
277. Cation-π interactions in sodiated phenylalanine complexes: Is phenylalanine in the charge-solvated or zwitterionic form?
278. Probing viruses with mass spectrometry
279. Gas-phase micelles. Angew Chem
280. 2+-dependent carbohydrate association through ion spray mass spectrometry
281. Mass spectrometry and viral analysis
282. Synthesis, characterization, and preliminary host-guest binding studies of porphyrinic molecular squares featuring fac-tricarbonylrhenium(I) chloro corners
283. Synthesis of a tetranuclear macrocyclic siliconate ionomer. A novel tetraanionic molecular square
284. Differentiation of diastereomeric nickel(II) N-glycoside complexes using tandem mass spectrometry and kinetic energy release measurements
285. Differentiation of stereochemistry of glycosidic bond configuration: Tandem mass spectrometry of diastereomeric cobalt-glycosyl-glucose disaccharide complexes
286. Stereoselective β-hydrogen eliminations from nickel(II)-N-glycoside complexes
287. Mechanistic studies of diastereomeric nickel(II) N-glycoside complexes using tandem mass spectrometry
288. Synthesis and analysis of electrospray ionization-generated five-coordinate diastereomeric Ni-N-glycoside complexes using a quadrupole ion trap mass spectrometer
289. The observation of noncovalent interactions in solution by electrospray ionization mass spectrometry: Promise, pitfalls and prognosis
290. New mass spectrometric methods for the study of noncovalent associations of biopolymers
291. Influence of coordination number and ligand size on the dissociation mechanisms of transition metal-monosaccharide complexes
292. Porphyrinstoppered [3]- and [5]-rotaxanes
293. Separation and identification of basic dendrimers using capillary electrophoresis on-line coupled to a sector mass spectrometer
294. Estimation of cation binding properties in crown and lariat ether complexes using fast atom bombardment mass spectrometry
295. Binding characteristics of a new host family of cyclic oligosaccharides from inulin: Permethylated cycloinulohexaose and cycloinuloheptaose
296. + ion of glycosides in fast atom bombardement mass spectrometry
297. Electrostatic assembly of dendrimer electrolytes: Negatively and positively charged dendrimer porphyrins
298. Parallel reactions for enantiomeric quantification of peptides by mass spectrometry
299. Kinetic resolution of D.L-amino acids based on gas-phase dissociation of copper(II) complexes
300. Rapid enantiomeric determination of α-hydroxy acids by electrospray ionisation tandem mass spectrometry
301. Cooper(II)-assisted enantiomeric analysis of D,L-amino acids using the kinetic method: Chiral recognition and quantification in the gas phase
302. 60
303. Fragmentations of gas-phase complexes between alkali metal ions and peptides: Metal ion binding to carbonyl oxygens and other neutral functional groups
304. Location of the alkali metal ion in gas-phase peptide complexes
305. Noncovalent assembly of functional groups on calix[4]arene molecular boxes
306. + labeling: A convenient new tool for the characterization of hydrogen-bonded supramolecular assemblies by MALDI-TOF mass spectrometry
307. Fast atom bombardment and tandem mass spectrometry of covalently modified nucleosides and nucleotides: Adducts of pyrrolizidine alkaloid metabolites
308. An approach for the rapid synthesis of moderately sized dendritic macromolecules
309. Polystyrene-poly(propylene imine) dendrimers: Synthesis, characterization, and association behaviour of a new class of amphiphiles
310. Inclusion of a MALDI ion source in the ion chromatography technique: Conformational information on polymer and biomolecular ions
311. Electrospray ionization mass spectrometry in the study of biomolecular non-covalent interactions
312. Host-guest chemistry in the mass spectrometer
313. Host-guest complexation in the gas phase. Investigation of the mechanism of interaction between cavitands and neutral guest molecules
314. Host-guest complexations in the gas phase by desorption chemical ionization mass spectrometry
315. Molecular recognition in the gas phase
316. Host-guest chemistry in the gas phase, and at gas solid-interface: Fundamental aspects and practical applications
317. Host-guest interactions in mass spectrometry
318. Characteristics of ion evaporation ionization in thermospray high performance liquid chromatography/mass spectrometry
319. Distinction of amino acid enantiomers based on the basicity of their dimers
320. First artificial caffeine receptor-a new concept for the complexation of alkylated oxopurines
321. Correlation of solution and gas phase complexation assessed by electrospray ionization mass spectrometry: Application to one-, two-, and three-ring macrocycles
322. The first evidence for triple cation binding by multi-ring macrocyclic polyethers: An electrospray ionization mass spectral study
323. Direct evidence for arylmethyl ether coordination of sodium and potassium cations: An electrospray ionization mass spectrometry study
324. First innermolecular diels-alder reaction of o-benzyne inside a molecular container compound
325. Electrospray mass spectrometry studies of poly(propylene imine) dendrimers: Probing reactivity in the gas phase
326. Synthesis of cored dendrimers
327. Fast atom bombardment mass spectrometry for the characterization of cationic chelates
328. Chirality effects in the chemical ionization mass spectra of dialkyl tartrates
329. Chirality-directed self-assembly of supramolecular propellers of dialkyltartrate trimers with hydronium, ammonium and primary aminium ions in CI mass spectra
330. Gas-phase studies of valinomycin-alkali metal cation complexes: Attachement rates and cation affinities
331. Complexes of p-tertbutylcalix[4]arene with mono- and dipositive cations in the gas phase
332. The MALDI mass spectra of carbosilane-based dendrimers containing up to eight fixed positive or 16 negative charges
333. Comparison of the orders of gas-phase basicities and ammonium ion affinities of polyethers by the kinetic method and ligand exchange technique
334. Gas-phase complexation of monopositive alkaline earth metal ions with polyethers: Comparison with alkali metal ion and aluminum ion complexations
335. Gas-phase conformation of biological molecules: Bradykinin
336. Conformations of alkali ion cationized polyethers in the gas phase: Polyethylene glycol and bis[(benzo-15-crown-5)-15-ylmethyl]pimelate
337. Salt bridge structures in the absence of solvent? The case for the oligoglycines
338. Host/guest conformations of biological systems: Valinomycin/alkali ions
339. On the question of salt bridges of cationized amino acids in the gas phase: Glycine and arginine
340. On the stability of amino acid zwitterions in the gas phase: The influence of derivatization, proton affinity, and alkali ion addition
341. Highly fluorescent and electroactive molecular squares containing perylene bisimide ligands
342. Dendritic pseudorotaxanes
343. Stereochemical effects in mass spectrometry XIII-determination of absolute configuration by fast atom bombardment mass spectrometry
344. "[12]-Mercuracarborand-4", the first compound of a new class of rigid electrophilic macrocycles: The chloride complex of a [12]-crown-4 analogue with inverse charge distribution
345. Chiral recognition of amino acids by electrospray ionisation mass spectrometry/mass spectrometry
346. An easy and rapid method for determination of stability constants by electrospray ionization mass spectrometry
347. + by electrospray mass spectrometry
348. The gas-phase macrocyclic effect: Reaction rates for crown ethers and the corresponding glymes with alkali metal cation
349. Gas-phase molecular recognition: Gas-phase crown ether-alkali metal ion complexes and their reaction with neutral crowns
350. Chiral resolution of D- and L-amino acids by tandem mass spectrometry of Ni(II)-bound trimeric complexes
351. A p-tert-butylcalix[6]arene capped with a triethanolamine-derived triple bridge
352. Gas-phase fragmentations of anionic complexes between peptides and alkaline earth metal ions: Structure-specific side-chain interactions
353. Linkage position determination in oligosaccharides: MS/MS study of lithium-cationized carbohydrates
354. Combinatorial libraries of metal-ligand assemblies with an encapsulated guest molecule