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Effective PHIP Labeling of Bioactive Peptides Boosts the Intensity of the NMR Signal
Author(s) -
Sauer Grit,
Nasu Daichi,
Tietze Daniel,
Gutmann Torsten,
Englert Simon,
Avrutina Olga,
Kolmar Harald,
Buntkowsky Gerd
Publication year - 2014
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201404668
Subject(s) - chemistry , signal (programming language) , biophysics , biology , computer science , programming language
A series of novel bioactive derivatives of the sunflower trypsin inhibitor‐1 (SFTI‐1) suitable for hyperpolarization by parahydrogen‐induced polarization (PHIP) was developed. The PHIP activity was achieved by labeling with L ‐propargylglycine, O ‐propargyl‐ L ‐tyrosine, or 4‐pentynoic acid. 1 H NMR signal enhancements (SE) of up to a factor of 70 were achieved in aqueous solution. We found that an isolated spatial location of the triple bond within the respective label and its accessibility for the hydrogenation catalyst are essential factors for the degree of signal enhancement.