Fmoc-L-Cys(glycyl-bis-palmityl)-OH

Chemical name: N-(((9H-fluoren-9-yl)methoxy)carbonyl)-S-(2,3-bis(palmitoyloxy)propyl)-L-cysteine // Synonyms: (2R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-((2,3-bis(palmitoyloxy)propyl)thio)propanoic acid, Fmoc-Cys(glycyl-bis-palmityl)-OH,1,1'-[1-[[[(2R)-2-Carboxy-2-[[(9H-fluoren-9-ylmethoxy)carbony l]amino]ethyl]thio]methyl]-1,2-ethanediyl] dihexad

Product code:FAA7900
CAS No.:210532-98-2
Formula:C₅₃H₈₃NO₈S
Molecular weight:894.31 g/mol

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references

Fully synthetic self-adjuvanting MUC1-fibroblast stimulating lipopeptide 1 conjugates as potential cancer vaccines. Liu Y., Zhang W., He Q., Yu F., Song T., Liu T., Zhang Z., Zhou J., Wang P.G., Zhao W.; Chem. Comm. 2016; 52(72): 10886-10889. DOI: 10.1039/c6cc04623a

N-tetradecylcarbamyl lipopeptides as novel agonists for Toll-like receptor 2. Willems M.M., Zom G.G., Khan S., Meeuwenoord N., Melief C.J., van der Stelt M., Overkleeft H.S., Codée J.D., van der Marel G.A., Ossendorp F., Filippov D.V.; J. Med. Chem. 2014; 57(15): 6873-8. DOI: 10.1021/jm500722p.

Novel Toll-like Receptor 2 Ligands for Targeted Pancreatic Cancer Imaging and Immunotherapy. Amanda Shanks Huynh, Woo Jin Chung, Hyun-Il Cho, Valerie E. Moberg, Esteban Celis, David L. Morse, Josef Vagner; J. Med. Chem. 2012; 55(22): 9751-9762. DOI: 10.1021/jm301002f

Engineered Synthetic Virus-Like Particles and Their Use in Vaccine Delivery. Arin Ghasparian, Tina Riedel, Jimy Koomullil, Kerstin Moehle, Christian Gorba, Dmitri I. Svergun, Adam W. Perriman, Stephen Mann, Marco Tamborrini, Gerd Pluschke, John A. Robinson; ChemBioChem 2011; 12(1): 100-109. DOI: 10.1002/cbic.201000536

Towards a fully synthetic carbohydrate-based anticancer vaccine: synthesis and immunological evaluation of a lipidated glycopeptide containing the tumor-associated tn antigen. Buskas T., Ingale S., Boons G.J.; Angew Chem Int Ed Engl. 2005; 44(37): 5985-5988. DOI: 10.1002/anie.200501818

Stereochemical Dependence of the Self-Assembly of the Immunoadjuvants Pam3Cys and Pam3Cys-Ser. Frank Reichel, Annie M. Roelofsen, Hubertus P. M. Geurts, Taina I. Hämäläinen, Martinus C. Feiters, Geert-Jan Boons; J. Am. Chem. Soc. 1999; 121(35): 7989-7997. DOI: 10.1021/ja991319q

International Journal of Peptide and Protein Research

Synthesis of Nα‐Fmoc protected derivatives of S‐(2,3‐dihydroxypropyl)‐cysteine and their application in peptide synthesis. Jörg W. Metzger, Karl-Heinz Wiesmüller, Günther Jung; Int. J. Peptide Res. 1991; 38(6): 545-554. DOI: 10.1111/j.1399-3011.1991.tb01538.x

Efficacy of synthetic vaccines in the induction of cytotoxic T lymphocytes comparison of the costimulating support provided by helper T cells and lipoamino acid. Eric Borgesa, Karl-Heinz Wiesmüller, Günther Jung, Peter Walden; Journal of Immunological Methods 1994; 173(2): 253-263. DOI: 10.1016/0022-1759(94)90304-2