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- W2148672055 abstract "Tyrosine, tyrosine peptides and derivatives, in total 11 species, were selected as models for the study of optical properties (1Lb band of phenolic group) and side-chain arrangement (rotamers around C alpha-C beta bond) of tyrosine as a function of chemical structure and pH effects. Circular dichroism spectra between 240 and 320 nm and n.m.r. spectra were recorded for the different ionization states. Results are discussed in terms of charge effects from N- and C-terminal groups and local conformation influence on 1Lb band of the phenolic chromophore and on distribution of rotamer populations in side-chain of tyrosine. Fractions of rotamer populations were estimated from alpha-beta proton-proton coupling constants and, in the cases of tyrosine and N-acetyl-tyrosine, from 15N-beta nitrogen-proton coupling constants, which allow the stereospecific assignment of the beta and beta' protons. The rotamer populations of tyrosine, averaged from all the data of the samples In solution, were then compared with their statistical distribution in th solid state. Interestingly, agreement is excellent when we refer to crystal of tyrosine, tyrosine derivatives or small peptides (31 samples) and poor in the case of proteins. This leads to a discussion on both the validity of using statistical distributions of rotamers in proteins as reference for rotamer preferences inside small peptides in solution and the choice of the appropriate Jg and Jt values in Pachler's approach. The possible existence of a correlation between ellipticity and rotamer populations for such samples is examined." @default.
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- W2148672055 date "2009-01-12" @default.
- W2148672055 modified "2023-10-14" @default.
- W2148672055 title "CD and 1 H-n.m.r. studies on the side-chain conformation of tyrosine derivatives and tyrosine residues in di- and tripeptides" @default.
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- W2148672055 doi "https://doi.org/10.1111/j.1399-3011.1982.tb00894.x" @default.
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