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Fmoc-D-Gly(adamantyl)-OH
- Product code:FAA8700
- CAS No.:2988668-59-1
- Formula:C27H29NO4
- Storage temperature:2-8°C
- Molecular weight:431.52 g/mol
from €2,400.00
description
The highly lipophilic, bulky adamantyl motif is a promising and validated building block to increase the drug-qualities of lead compounds without increasing their toxicity. See also FAA4180 Fmoc-L-Gly(Adamantyl)-OH.
references
Tumor-Cell-Targeted Methionine-enkephalin Analogues Containing Unnatural Amino Acids: Design, Synthesis, and in Vitro Antitumor Activity; S. Horvat, K. Mlinariæ-Majerski, L. Glavaš-Obrovac, A. Jakas, J. Veljkoviæ, S. Marczi, G. Kragol, M. Rošèiæ, M. Matkoviæ, A. Milostiæ-Srb; J. Med. Chem. 2006; 49(11): 3136-3142. https://doi.org/10.1021/jm051026+.
An Adamantyl Amino Acid Containing Gramicidin S Analogue with Broad Spectrum Antibacterial Activity and Reduced Hemolytic Activity; V. V. Kapoerchan, A. D. Knijnenburg, M. Niamat, E. Spalburg, A. J. de Neeling, P. H. Nibbering, R. H. Mars-Groenendijk, D. Noort, J. M. Otero, A. L. Llamas-Saiz, M. J. van Raaij, G. A. van der Marel, H. S. Overkleeft, M. Overhand; Chem.
Eur. J. 2010; 16(40): 12174-12181. https://doi.org/10.1002/chem.201001686.
Tuning hydrophobicity of highly cationic tetradecameric Gramicidin S analogues using adamantane amino acids; A. D. Knijnenburg, V. V. Kapoerchan, E. Spalburg, A. J. de Neeling, R. H. Mars-Groenendijk, D. Noort, G. A. van der Marel, H. S. Overkleeft, M. Overhand; Bioorg. Med. Chem. 2010; 18(23): 8403-8409. https://doi.org/10.1016/j.bmc.2010.09.018.
‘Inverted’ analogs of the antibiotic gramicidin S with an improved biological profile; V. V. Kapoerchan, A. D. Knijnenburg, P. Keizer, E. Spalburg, A. J. de Neeling, R. H. Mars-Groenendijk, D. Noort, J. M. Otero, A. L. Llamas-Saiz, M. J. van Raaij, G. A. van der Marel, H. S. Overkleeft, M. Overhand; Bioorg. Med. Chem. 2012; 20(20): 6059-6062. https://doi.org/10.1016/j.bmc.2012.08.038.
Structure-activity relationship study of the tumour-targeting peptide A20FMDV2 via modification of Lys16, Leu13, and N- and/or C-terminal functionality; K.-Y. Hung, P. W. R. Harris, A. Desai, J. F. Marshall, M. A. Brimble; Eur. J. Med. Chem. 2017; 136: 154-164 . https://doi.org/10.1016/j.ejmech.2017.05.008.
Structure-Based Design of Non-natural Macrocyclic Peptides That Inhibit Protein-Protein Interactions; D. M. Krüger, A. Glas, D. Bier, N. Pospiech, K. Wallraven, L. Dietrich, C. Ottmann, O. Koch, S. Hennig, T. N. Grossmann; J. Med. Chem. 2017; 60(21): 8982-8988. https://doi.org/10.1021/acs.jmedchem.7b01221.
J. Müller, R. A. Kirschner, J.-P. Berndt, T. Wulsdorf, A. Metz, R. Hrdina, P. R. Schreiner, A. Geyer, G. Klebe; ChemMedChem 2019; 14: 663-672. https://doi.org/10.1002/cmdc.201800779.
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All information contained in our webshop is compiled to the best of our knowledge.
Prices and product availability are subject to change and require reconfirmation. Please contact us for further information.
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