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Fmoc-L-Pro(4-guanidino-Pbf)-OH (2S,4R)
Chemical name: (2S,4R)-1-(9-Fluorenylmethyloxycarbonyl)-4-(3-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-ylsulfonyl)guanidino)pyrrolidine-2-carboxylic acid // Synonyms: (2S,4R)-Fmoc-4-(N'-Pbf-guanidino)-pyrrolidine-2-carboxylic acid,(2S,4R)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)-4-(3-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-ylsulfonyl)guanidino)pyrrolidine-2- carboxylic acid, Fmoc-Pro(4-guanidino-Pbf)-OH(2S,4
- Product code:FAA5220
- CAS No.:1864002-98-1
- Formula:C34H38N4O7S
- Molecular weight:646.75 g/mol
from $375.00
references
Structural Development of Cell-Penetrating Peptides Containing Cationic Proline Derivatives; H. Kobayashi, T. Misawa, M. Oba, N. Hirata, Y. Kanda, M. Tanaka, K. Matsuno, Y. Demizu; Chem. Pharm. Bulletin 2018; 66(5): 575-580. https://doi.org/10.1248/cpb.c18-00079.
Effect of Preorganized Charge-Display on the Cell-Penetrating Properties of Cationic Peptides; Y. A. Nagel, P. S. Raschle, H. Wennemers; Angew. Chem. Int. Ed. 2017; 56(1): 122-126. https://doi.org/10.1002/anie.201607649.
Plasmid DNA delivery by arginine-rich cell-penetrating peptides containing unnatural amino acids; T. Kato, H. Yamashita, T. Misawa, K. Nishida, M. Kurihara, M. Tanaka, Y. Demizu, M. Oba; Bioorg. Med. Chem. 2016; 24(12): 2681-2687. https://doi.org/10.1016/j.bmc.2016.04.031.
Substitution of Arginine with Proline and Proline Derivatives in Melanocyte-Stimulating Hormones Leads to Selectivity for Human Melanocortin 4 Receptor; H. Qu, M. Cai, A. V. Mayorov, P. Grieco, M. Zingsheim, D. Trivedi, V. J. Hruby; J. Med. Chem. 2009; 52(12): 3627-3635. https://doi.org/10.1021/jm801300c.
Rational Design of a-Conotoxin Analogues Targeting a7 Nicotinic Acetylcholine Receptors; C. Armishaw, A. A. Jensen, T. Balle, R. J. Clark, K. Harpsøe, C. Skonberg, T. Liljefors, K. Strømgaard; J. Biol. Chem. 2009; 284(14): 9498-9512. https://doi.org/10.1074/jbc.M806136200.
Synthesis of Proteins Containing Modified Arginine Residues; A. K. Choudhury, S. Y. Golovine, L. M. Dedkova, S. M. Hecht; Biochem. 2007; 46(13): 406-4076. https://doi.org/10.1021/bi062042r.
Practical and Efficient Synthesis of Orthogonally Protected Constrained 4-Guanidinoprolines; M. Tamaki, G. Han, V. J. Hruby; J. Org. Chem. 2001; 66(3): 1038-1042. https://doi.org/10.1021/jo005626m.
Synthesis of Alanine and Proline Amino Acids with Amino or Guanidinium Substitution on the Side Chain; Z. Zhang, A. V. Aerschot, C. Hendrix, R. Busson, F. David, P. Sandra, P. Herdewijn; Tetrahedron 2000; 56(16): 2513-2522. https://doi.org/10.1016/S0040-4020(00)00123-X.
Conformationally restricted arginine analogs; T. R. Webb, C. Eigenbrot; J. Org. Chem. 1991; 56(9): 3009-3016. https://doi.org/10.1021/jo00009a016.
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