Lanthanide Chelates as Bilayer Alignment Tools in NMR Studies of Membrane-Associated Peptides

Prosser, R. Scott; Bryant, Hosie L.; Bryant, Robert G.; Vold, Regitze R.

doi:10.1006/jmre.1999.1855

Cited by 65 publications

(46 citation statements)

References 20 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Ligand L 4 H 4 : The absorption spectrum of L 4 H 4 in buffered water at pH 7.0 displayed the typical features of the bipyridinecarboxylate framework, as previously observed for L 3 and L, with the two intense p!p* transitions, at 239 and 288 nm (Table 1). Upon excitation into these transitions the emission spectra displayed a broad emission band with maximum at 387 nm (25 800 cm À1 ).…”

Section: Resultssupporting

confidence: 72%

“…The sequence of carboalkoxylation, saponification, and neutralisation gave L 2 H 4 as its tetrahydrochloride salt with 59 % yield for the three steps. Intermediate 11 could hardly be isolated in its pure form as a result of the presence of triphenylphosphine oxide Scheme 1. i) NaBH 4 (0.6 equiv), EtOH, reflux (49 %); ii) SOCl 2 , 08C (96 %); iii) Na phthalimidate, DMF, RT (92 %); iv) H 2 NNH 2 ·H 2 O (3.5 equiv), EtOH, reflux (quant); v) 1 (2.2 equiv), K 2 CO 3 , CH 3 formed during the carboalkoxylation reaction. Nevertheless, the lipophilic phosphine oxide can be easily removed from the reaction mixture after saponification.…”

Section: Resultsmentioning

confidence: 99%

“…7 F 2 / 5 D 0 ! 7 F 1 transitions indicated a low symmetry in the complex (as well as for all other Eu complexes described Scheme 4. i) 1 (2.2 equiv), CH 3 Cn, K 2 CO 3 , 808C, (67 %); [11] 237 (11 400), 289 (14 700) 24 600 L [11] 239 (20 200), 288 (22 300) -…”

Section: Resultsmentioning

confidence: 99%

“…[3] The development of lanthanide-based probes for luminescence applications has attracted much interest owing to their exceptional photophysical properties. [4,5] The strongly forbidden character of f-f electronic transitions has resulted in very long luminescence excited-state lifetimes, which in some cases can reach the millisecond range for europium or terbium complexes.…”

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

Relationship Between the Ligand Structure and the Luminescent Properties of Water‐Soluble Lanthanide Complexes Containing Bis(bipyridine) Anionic Arms

Charbonnière

Weibel

Retailleau

et al. 2006

Chemistry A European J

View full text Add to dashboard Cite

A series of six new ligands (L1–L6) suitable for the formation of luminescent lanthanide complexes in water is described. Ligands L1–L4 are constructed from two 6′‐carboxy‐6‐methylene‐2,2′‐bipyridine chromophoric arms bonded to the amino function of a 2‐aminomethylene‐6‐carboxy‐pyridine (L1), an N,N‐diacetate‐ethylene diamine (L2), a serine (L3), or an aminomalonic acid (L4). For ligands L5 and L6, the linking amino function is provided by a glutamic acid, and the anionic functions at the 6′‐position of the bipyridyl arms are made of the sodium salts of monoethylphosphonic ester (L5) and phosphonic acid (L6). The synthesis and characterisation of the ligands are described, together with the study of the formation of lanthanide complexes with europium and terbium. In the case of L3, the europium complex obtained in acidic conditions was crystallised and the X‐ray crystal structure is depicted. Photophysical properties of the complexes were studied by means of UV‐visible absorption, and steady‐state and time‐resolved luminescence spectroscopy. Excited‐state luminescence lifetimes of the complexes were determined in water and deuterated water to gain insight into the number of water molecules directly coordinated in the first coordination sphere of the complexes. The coordination behaviour of the series of ligands is questioned in the light of the spectroscopic data and discussed in terms of protection of the cation towards water molecules and their impact on the luminescence efficiency.

show abstract

Section: Resultssupporting

confidence: 72%

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Relationship Between the Ligand Structure and the Luminescent Properties of Water‐Soluble Lanthanide Complexes Containing Bis(bipyridine) Anionic Arms

Charbonnière

Weibel

Retailleau

et al. 2006

Chemistry A European J

View full text Add to dashboard Cite

show abstract

“…The sample to which lanthanides were added contained a 1:15 molar ratio of the chelating lipid, 1,2,-dimyristoyl-sn-glycero-3-phosphoethanolaminediethylenetriaminepentaacetate (DTPA, 1096.35 g/ mol, Avanti Polar Lipids):DMPC and a 1:1 molar ratio of Tm 3þ Cl 3 :DTPA. When added together, the Tm 3þ is chelated by the DTPA and this results in the same effect on the magnetic succeptibility of the lipids without interaction of the Tm 3þ with peptides in the bicelle [33]. Preliminary experiments were performed to determine the minimum concentration of Tm 3þ added to bicelles containing DTPA to cause them to ''flip'' and this concentration was used in all experiments.…”

Section: Methodsmentioning

confidence: 99%

Methods for studying transmembrane peptides in bicelles: consequences of hydrophobic mismatch and peptide sequence

Whiles

Glover

Vold

et al. 2002

Journal of Magnetic Resonance

View full text Add to dashboard Cite

We have shown that bicelles prepared from dilauryl phosphatidylcholine (DLPC) and dipalmitoyl phosphatidylcholine (DPPC) align in a magnetic field under conditions similar to the more common dimyristoyl phosphatidylcholine (DMPC) bicelles. In addition, a model transmembrane peptide, P16, with a hydrophobic stretch of 24 A A, and specific alanine-d 3 labels, was incorporated into all of the different bicelles. The long-chain phospholipid (DLPC, DMPC, or DPPC) remained unperturbed upon incorporation of the peptide while the quadrupolar splitting of the short-chain phospholipid along the bicelle rim increased by varying degrees in the different bicelle systems. The change in quadrupolar splitting of the short-chain phospholipids was attributed to changes in either fluidity of the planar region of the bicelle or differences in overall lipid packing. When the hydrophobic stretch of the bilayer was 22.8 (DMPC) or 26.3 A A (DPPC), the peptide tilt was found to be transmembrane (33-35°with respect to the bicelle normal). When the hydrophobic stretch of the bilayer was 19.5 A A (DLPC), the peptide quadrupolar splittings suggested a loss of transmembrane orientation. When tryptophan was incorporated in the middle of the transmembrane region, the transmembrane orientation was also lost.

show abstract

Lanthanide ion assisted magnetic alignment of model membranes and macromolecules

Prosser

Shiyanovskaya

2000

Concepts Magn. Reson.

View full text Add to dashboard Cite

Lanthanide Chelates as Bilayer Alignment Tools in NMR Studies of Membrane-Associated Peptides

Cited by 65 publications

References 20 publications

Relationship Between the Ligand Structure and the Luminescent Properties of Water‐Soluble Lanthanide Complexes Containing Bis(bipyridine) Anionic Arms

Relationship Between the Ligand Structure and the Luminescent Properties of Water‐Soluble Lanthanide Complexes Containing Bis(bipyridine) Anionic Arms

Methods for studying transmembrane peptides in bicelles: consequences of hydrophobic mismatch and peptide sequence

Lanthanide ion assisted magnetic alignment of model membranes and macromolecules

Contact Info

Product

Resources

About