Pyrene-1-butyric acid

Note RB, rose bengal and PBA, 4-(l-pyrene)butyric acid. 

Figure 15.14 The NHS ester of a pyrene butyric acid derivative can be used to modify a carbon nanotube by adsorption of its rings onto the surface of the tube. The NHS ester groups then can be used to couple amine-containing molecules to form amide bonds.

Figure 5. Fluorescence spectra of pyrene tagged novolac and free pyrene butyric acid (PBA) in diglyme. Spectra are labeled with percent of monomer units tagged. The pyrene concentration in solution is 1 x 10 bM, except in the inset where different pyrene concentrations are compared along with the spectra of a film containing the tagged polymer.

Fluorescent cellulose triacetate membranes were prepared by incorporation of pyrene-butyric acid (219), and were applied to in situ detection of ground water contamination by explosives, based on fluorescence quenching by the nitro groups LOD 2 mg/L of DNT (220) and TNT (221) and 10 mg/L for RDX (276) the response follows the Stern-Volmer law for DNT and TNT442. 

Figure 3.25 Pyrene butyric acid, a fluorescent guest to study interactions inside a capsule.

To further explore the environment inside such hexameric hosts, Atwood and coworkers performed structural characterization and spectrofluorometric studies of the capsule-bound fluorescent probe molecule pyrene butyric acid (PBA) 52 [71]. Single-crystal X-ray diffraction studies on 52 (50b)6 show not only that encapsulated guests interact with the host walls in the solid state, but also that the n surfaces of the guest molecules are well separated from one another within the capsule. The spectroscopic studies in solution corroborated this finding and revealed an average of 1.5 molecules of 52 per capsule. The assembly remains intact over four weeks in the solution phase, suggesting that the carboxylic acid groups and the polyaromatic nature of 52 do not destabilize the overall supramolecular assembly. 

A hot, saturated HPLC grade acetonitrile solution containing pyrene butyric acid (52, 2 equivalents) was added to a hot, saturated HPLC grade acetonitrile solution... 

A new probe molecule 4-(l-pyrenyl)butyltrimethylammonium bromide was meide from pyrene butyric 8 id as follows - pyrene butyric acid was refluxed with methanol and converted to the methyl ester. 

Intramolecular and Intermolec lar Excimer Formation of PEG. The fluorescence spectra of 1x10 M-PEG aqueous solution at 303K showed emission from both the locally excited pyrene chromophore (monomer) and also from the excimer, as shown in Figure 1. The emission from a monomer entity observed between 370nm and 430nm was assumed to have the same envelope as 1-pyrene butyric acid, whose spectrum is shown by a dotted line in the figure. The broad structureless band centered at 480nm is due to the excimer. 

Membrane-covered optochemical sensors (optodes) with O2 sensitive or pH sensitive fluorescence indicators (e.g. pyrene butyric acid or hydroxypyrene trisulfonic acid) have been coupled with different enzyme reactions, such as the conversion of glucose, lactate, ethanol, or xanthine, and with antigen-antibody couples (Opitz and Lubbers, 1987). 

Figure 10.48 (a) Space-filling view of the structure of the snub cube (f) formed from six [4]resorcarenes and eight water molecules. (b) Crystal structure of the analogous pyrogaUol[4]arene hexameric capsule containing two molecules of pyrene butyric acid (reproduced with permission from [54]). 

Keep N, N -dicyclohexyl carbodiimide and 4-(l-pyrene)-butyric acid in DMF solution at —4°C. Add 6-deoxy-6-amino-y-CD to the above reaction buffer at room temperature. Then pour the mixture into acetone and recover precipitate. The mono-[6-(l-pyrene)-Ding amido-6-deoxy]-y-CD can be obtained. Finally, the crude products can be purified through eluting by DMF/H2O in the Sephadex LH-20 column. 

Figure 10 illustrates the difference between the S-SIMS and SALI mass spectra of pyrene butyric acid. 

Figure 10 Positive ion mass spectra of pyrene butyric acid desorbed from siiver beads without (A) and with (B) iaser postionization by means of 250fs puises at A = 266nm. (Reprinted from Wiiiey KF, Vorsa V, Braun RM, and Winograd N (1998) Postionization of moiecuies desorbed from surfaces by KeV ion bombardment with femtosecond iasers. Rapid Communications in Mass Spectrometry 2 . 1253-1260.)...

In 2000, Nohta et al. described a method for the determination of biologically active polyamines by intramolecular excimer-forming derivatization with 4-(l-Pjo ene)butyric acid N-hydroxysuccinimide ester (PSE) [34], By this method, dipyrene-labeled putrescine, cadaverine, spermidine, and spermine could be separated by reversed-phase liquid chromatography and specifically detected by the excimer fluorescence at 475 nm with excitation at 345 nm. The excimer fluorescence-emission wavelength is far different from that of the monomer fluorescence-emission wavelength (375 nm) derived from the excess PSE reagent, the hydrolysate product (4-(l-pyrene)butyric acid), and other monopyrene-labeled derivatives. In real biological samples, various monopyrene-labeled derivatives are formed by reaction with PSE and severely interfere with the determination of polyamines. 

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