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Fmoc-3-amino-2-(adamantan-1-yl)-propionic acid

Chemical name: 3-(9-Fluorenylmethyloxycarbonyl)-amino-2-(adamantan-1-yl)-propionic acid // Synonyms: 3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-((3r,5r,7r)-adamantan-1-yl)propanoic acid, (R,S)-Fmoc-3-amino-2-(adamantan-1-yl)-propionic acid

Product code:FAA8525
Formula:C28H31NO4
Molecular weight:445,56 g/mol
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description

The highly lipophilic, symmetrical adamantly motif is reported for its hydrophobic bulk and spherical shape, proposed by modelling to favor hydrophobic contacts in protein binding pockets. Thus, this adamantane building block can be used for structure-activity-relationship studies. Furthermore, adamantane is part of various medicinally important compounds.


references

Discovery and Design of First Benzylamine-Based Ligands Binding to an Unlocked Conformation of the Complement Factor D; A. Vulpetti, N. Ostermann, S. Randl. T. Yoon, A. M. Sweeney, F. Cumin, E. Lorthiois, S. Rüdisser, P. Erbel, J. Maibaum; ACS Med. Chem. Lett. 2018; 9(5): 490-495. https://doi.org/10.1021/acsmedchemlett.8b00104.


Towards a Novel Class of Multitarget-Directed Ligands: Dual P2X7-NMDA Receptor Antagonists; O. Karoutzou, S.-H. Kwak, S.-D. Lee, D. Martínez-Falguera, F. X. Sureda, S. Vázquez, Y.-C. Kim, M. Barniol-Xicota; Molecules 2018; 23(1): 230. https://doi.org/10.3390/molecules23010230.

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