ADRENOCORTICOTROPIN. 48. SYNTHESIS AND BIOLOGICAL ACTIVITY OF [15,16‐D‐LYSINE,17,18‐D‐ARGININE] ‐ADRENOCORTICOTROPIN‐(1–19) AND AN ALL‐D‐RETROPEPTIDE RELATED TO THE AMINO TERMINAL OCTADECAPEPTIDE OF ADRENOCORTICOTROPIN*
- 1 November 1976
- journal article
- research article
- Published by Wiley in International Journal of Peptide and Protein Research
- Vol. 8 (6) , 589-595
- https://doi.org/10.1111/j.1399-3011.1976.tb02539.x
Abstract
The peptide [15,16-D-lysine, 17,18-D-arginine]-adrenocorticotropin-(1–19) and an all-D-retropeptide related to the amino terminal octadecapeptide of adrenocorticotropin have been synthesized by the solid-phase method. The nonadecapeptide was shown to possess 10–15% of the steroidogenic activity and 3% of the lipolytic activity of adrenocorticotropin-(1–19). The all-D-retropeptide showed no activity and exhibited no inhibitory activity in steroidogenesis and lipolysis.Keywords
This publication has 46 references indexed in Scilit:
- ADRENOCORTICOTROPIN. 46.International Journal of Peptide and Protein Research, 1974
- Synthesis of Peptides related to Corticotropin (ACTH). VII. Syntheses and Biological Activity of Leucine7-α1-24-ACTH and Nα-Methyltryptophan9-α1-24-ACTHCHEMICAL & PHARMACEUTICAL BULLETIN, 1971
- Preparation and properties of the o-nitrophenyl sulfenyl derivative of ACTH: An inhibitor of the lipolytic action of the hormoneBiochemical and Biophysical Research Communications, 1970
- Synthese und Biologische Eigenschaften der 8‐Mono‐ und 8,17,18‐Tri‐Ornithin‐β‐Corticotropin‐(l‐24)‐TetracosapeptidenRecueil des Travaux Chimiques des Pays-Bas, 1969
- Adrenocorticotropins. XXXVII. Synthesis of lysine8-.alpha.1-17NH2-ACTH and its biological propertiesJournal of the American Chemical Society, 1967
- Use of Ilydrogen Fluoride in Merrifield Solid-Phase Peptide SynthesisJournal of the American Chemical Society, 1967
- Synthesis of D-Ser1-Nle4-(Val-NH2)25-β-corticotropin(1–25), a highly potent analogue of ACTHCellular and Molecular Life Sciences, 1966
- Adrenocorticotropins. XXXIV. Aspects of Structure—Activity Relationships of the ACTH Molecule. Synthesis of a Heptadecapeptide Amide, an Octadecapeptide Amide, and a Nonadecapeptide Amide Possessing High Biological ActivitiesJournal of the American Chemical Society, 1965
- THE SYNTHESIS OF A NONADECAPEPTIDE POSSESSING ADRENOCORTICOTROPIC AND MELANOTROPIC ACTIVITIESJournal of the American Chemical Society, 1960
- t-Butyloxycarbonylamino Acids and Their Use in Peptide SynthesisJournal of the American Chemical Society, 1957