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First synthesis of a fully active spin‐labeled peptide hormone 1
Author(s) -
Barbosa Simone R,
Cilli Eduardo M,
Lamy-Freund M.Teresa,
Castrucci Ana Maria L,
Nakaie Clovis R
Publication year - 1999
Publication title -
febs letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.593
H-Index - 257
eISSN - 1873-3468
pISSN - 0014-5793
DOI - 10.1016/s0014-5793(99)00172-6
Subject(s) - electron paramagnetic resonance , peptide , chemistry , spin label , amino acid , site directed spin labeling , hormone , stereochemistry , biochemistry , nuclear magnetic resonance , physics
For the first time in the electron spin resonance (ESR) and peptide synthesis fields, a fully active spin‐labeled peptide hormone was reported. The ESR spectra of this α‐melanocyte stimulating hormone (α‐MSH) analogue (acetyl‐Toac 0 ‐α‐MSH) where Toac is the paramagnetic amino acid probe 2,2,6,6‐tetramethylpiperidine‐1‐oxyl‐4‐amino‐4‐carboxylic acid, suggested a pH‐independent conformation and a more restricted movement comparatively to the free Toac. Owing to its equivalent biological potency in a skin pigmentation assay as compared to the native α‐MSH and its unique characteristic (paramagnetic, naturally fluorescent and fully active), this analogue is of great potential for investigation of relevant physiological roles reported for α‐MSH.