- 13C MR Hyperpolarization of Lactate by Using ParaHydrogen and Metabolic Transformation in Vitro
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Hyperpolarization of the13C magnetic resonance signal of l-[1–13C]lactate has been obtained using the chemically based, cost-effective method called parahydrogen-induced polarization by means of side-arm hydrogenation (PHIP–SAH). Two ester derivatives of lactate were tested and the factors that determine the polarization level on the product have been investigated in detail. The metabolic conversion of hyperpolarized l-[1–13C]lactate into pyruvate has been observed in vitro using lactate dehydrogenase (LDH) and in a cells lysate. From the acquisition of a series of13C NMR spectra, the metabolic build-up of the [1–13C]pyruvate signal has been observed. These studies demonstrate that, even if the experimental set-up used for these PHIP–SAH hyperpolarization studies is still far from optimal, the attained polarization level is already sufficient to carry out in vitro metabolic studies.
- Cavallari, Eleonora,Carrera, Carla,Aime, Silvio,Reineri, Francesca
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Read Online
- METHODS AND COMPOSITIONS
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The invention relates to genetic incorporation of 2,3-diamino propionic acid (DAP) into polypeptides, to unnatural amino acids comprising DAP, to a tRNA synthetase for charging tRNA with unnatural amino acids comprising DAP, and to methods of using the resulting polypeptides, for example in capturing substrates and/or intermediates in enzymatic reactions. The invention also relates to compounds of formula (I) or (II): or salts, solvates, tautomers, isomers or mixtures thereof.
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Page/Page column 82; 86
(2020/05/29)
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- An Allyl Protection and Improved Purification Strategy Enables the Synthesis of Functionalized Phosphonamidate Peptides
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For modern biophysical methods such as isothermal titration calorimetry, high purity of the inhibitor of interest is indispensable. Herein, we describe a procedure for the synthesis and purification of functionalized phosphonamidate peptides that is able to generate inhibitors for the metalloprotease thermolysin for use in biophysical experiments. The method utilizes an allyl ester/alloc protection strategy and takes advantage of a fast and effective solid-phase extraction (SPE) purification step. Applying this strategy, we were able to synthesize a series of highly polar inhibitors featuring amino- and hydroxy-functionalized side chains in excellent purity.
- Cramer, Jonathan,Klebe, Gerhard
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supporting information
p. 1857 - 1866
(2017/04/06)
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- Asymmetric intramolecular [2 + 2] photocycloadditions: α- and β-hydroxy acids as chiral tether groups
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Chiral α- and β-hydroxy acids such as (S)-lactic acid, (S)-phenyllactic acid, (S)-mandelic acid, or (3R)-3-hydroxybutyric acid have been used as tether groups for intramolecular and diastereoselective [2 + 2] photocycloaddition of 3-oxocyclohexene carboxylic acid derivatives. Total regiocontrol toward the straight adduct and high diastereoselectivities (up to 94%) were observed in the case of butenyl lactate 11. After separation of the two diastereoisomers, cleavage of the chiral tether under basic conditions afforded cyclobutane lactones in good yield and enantiomeric pure form. An X-ray structure has been recorded that confirmed the relative and absolute configuration of the three contiguous stereogenic centers assigned according to CD spectra.
- Faure, Sophie,Piva-Le-Blanc, Sylvie,Bertrand, Cyrille,Pete, Jean-Pierre,Faure, Rene,Piva, Olivier
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p. 1061 - 1070
(2007/10/03)
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