Synthetic strategy for side chain mono-N-alkylation of Fmoc-amino acids promoted by molecular sieves (919 views)
Amino Acids (ISSN: 0939-4451, 1438-2199, 1438-2199electronic), 2011 Oct; 41(4): 981-990.
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Paper type: Journal Article
Impact factor: 3.248, 5-year impact factor: 3.138
Url: http://www.scopus.com/inward/record.url?eid=2-s2.0-83255189527&partnerID=40&md5=bdef1a057f6cb9eeca5ece371ebd2f21
Keywords: Molecular Sieves, N-Alkylated Amino Acids, N-Alkylation, Peptidomimetics, Alkylate Amino Acid, Halogenoalkane, N Alpha (9 Fluorenylmethoxycarbonyl) N Beta 1 Heptenyl N, Beta 2 Nitrobenzensulfonyl Levo 2, 3 Diaminopropionic Acid, N Alpha (9 Fluorenylmethoxycarbonyl) N Beta 2 Phenylethyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Beta 3 Phenylpropyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Beta Benzyl N, Beta Methylthrityl Levo 2, Beta Tert Butoxycarbonyl Levo 2, N Alpha (9 Fluorenylmethoxycarbonyl) N Beta Diphenylmethyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Beta Ethyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Beta Methyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Beta Naphthylmethyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Beta Propyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Beta Tert Butylacetyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Delta Benzyl N, Delta 2 Nitrobenzensulfonyl Levo Ornithine, N Alpha (9 Fluorenylmethoxycarbonyl) N Epsilon 2 Phenylethyl N, Epsilon 2 Nitrobenzensulfonyl Levo Lysine, N Alpha (9 Fluorenylmethoxycarbonyl) N Epsilon 3 Phenylethyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Epsilon Benzyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Epsilon Diphenylmethyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Epsilon Ethyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Epsilon Methyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Epsilon Naphthylmethyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Epsilon Propyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Epsilon Tert Butylacetyl N, N Alpha [9 Fluorenylmethoxycarbonyl] N Beta Benzyl N, 4 Diemthyl 2, 6 Dioxocycloex 1 Ylidene) 3 Methylbutyl Levo 2, Unclassified Drug, Amino Acid Sequence, Article, Chemical Structure, Mass Spectrometry, Nuclear Magnetic Resonance Spectroscopy, Particle Size, Priority Journal, Protein Synthesis
Affiliations:
*** IBB - CNR ***
Institute of Biostructures and Bioimages, National Research Council, 80138 Naples, Italy
References:
Not available.
Amino Acids (ISSN: 0939-4451, 1438-2199, 1438-2199electronic), 2011 Oct; 41(4): 981-990.
Export to BibTeX Export to EndNote
Paper type: Journal Article
Impact factor: 3.248, 5-year impact factor: 3.138
Url: http://www.scopus.com/inward/record.url?eid=2-s2.0-83255189527&partnerID=40&md5=bdef1a057f6cb9eeca5ece371ebd2f21
Keywords: Molecular Sieves, N-Alkylated Amino Acids, N-Alkylation, Peptidomimetics, Alkylate Amino Acid, Halogenoalkane, N Alpha (9 Fluorenylmethoxycarbonyl) N Beta 1 Heptenyl N, Beta 2 Nitrobenzensulfonyl Levo 2, 3 Diaminopropionic Acid, N Alpha (9 Fluorenylmethoxycarbonyl) N Beta 2 Phenylethyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Beta 3 Phenylpropyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Beta Benzyl N, Beta Methylthrityl Levo 2, Beta Tert Butoxycarbonyl Levo 2, N Alpha (9 Fluorenylmethoxycarbonyl) N Beta Diphenylmethyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Beta Ethyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Beta Methyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Beta Naphthylmethyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Beta Propyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Beta Tert Butylacetyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Delta Benzyl N, Delta 2 Nitrobenzensulfonyl Levo Ornithine, N Alpha (9 Fluorenylmethoxycarbonyl) N Epsilon 2 Phenylethyl N, Epsilon 2 Nitrobenzensulfonyl Levo Lysine, N Alpha (9 Fluorenylmethoxycarbonyl) N Epsilon 3 Phenylethyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Epsilon Benzyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Epsilon Diphenylmethyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Epsilon Ethyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Epsilon Methyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Epsilon Naphthylmethyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Epsilon Propyl N, N Alpha (9 Fluorenylmethoxycarbonyl) N Epsilon Tert Butylacetyl N, N Alpha [9 Fluorenylmethoxycarbonyl] N Beta Benzyl N, 4 Diemthyl 2, 6 Dioxocycloex 1 Ylidene) 3 Methylbutyl Levo 2, Unclassified Drug, Amino Acid Sequence, Article, Chemical Structure, Mass Spectrometry, Nuclear Magnetic Resonance Spectroscopy, Particle Size, Priority Journal, Protein Synthesis
Affiliations:
*** IBB - CNR ***
Institute of Biostructures and Bioimages, National Research Council, 80138 Naples, Italy
References:
Not available.
Synthetic strategy for side chain mono-N-alkylation of Fmoc-amino acids promoted by molecular sieves
A new synthetic strategy to alkylate amino groups under mild conditions has been developed. It utilizes only 4 angstrom molecular sieves as base in order to promote the N-alkylation reaction, in presence of the appropriate alkyl halide. The methodology was validated by the simple and efficient side-chain N-alkylation of o-Ns-protected Fmoc-amino acid. One of them was introduced as building block into a peptide sequence, thus allowing the preparation of site-specific alkylated peptide molecules.
A new synthetic strategy to alkylate amino groups under mild conditions has been developed. It utilizes only 4 angstrom molecular sieves as base in order to promote the N-alkylation reaction, in presence of the appropriate alkyl halide. The methodology was validated by the simple and efficient side-chain N-alkylation of o-Ns-protected Fmoc-amino acid. One of them was introduced as building block into a peptide sequence, thus allowing the preparation of site-specific alkylated peptide molecules.
Synthetic strategy for side chain mono-N-alkylation of Fmoc-amino acids promoted by molecular sieves
Synthetic strategy for side chain mono-N-alkylation of Fmoc-amino acids promoted by molecular sieves
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View Export to BibTeX Export to EndNote
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View Export to BibTeX Export to EndNote
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View Export to BibTeX Export to EndNote
Calce E, De Luca S
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Impact Factor: 3.173
View Export to BibTeX Export to EndNote
Celentano V, Diana D, Di Salvo C, De Rosa L, Romanelli A, Fattorusso R, D'Andrea LD
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Impact Factor: 5.317
View Export to BibTeX Export to EndNote
Calce E, Leone M, Mercurio FA, Monfregola L, De Luca S
* Solid-Phase S-Alkylation Promoted by Molecular Sieves (617 views)
Org Lett (ISSN: 1523-7060, 1523-7052, 1523-7052electronic), 2015 Nov 20; 17(22): 5646-5649.
Impact Factor: 6.732
View Export to BibTeX Export to EndNote
Comegna D, de Paola I, Saviano M, Del Gatto A, Zaccaro L
* Straightforward entry to s-glycosylated fmoc-amino acids and their application to solid phase synthesis of glycopeptides and glycopeptidomimetics (831 views)
Org Lett (ISSN: 1523-7060, 1523-7052, 1523-7052electronic), 2015; 17(3): 640-643.
Impact Factor: 6.732
View Export to BibTeX Export to EndNote
Scognamiglio PL, Morelli G, Marasco D
* Synthetic and structural routes for the rational conversion of peptides into small molecules (653 views)
Methods Mol Biol (ISSN: 1064-3745, 1940-6029electronic, 1064-3745linking), 2015; 1268: 159-193.
Impact Factor: 3.221
View Export to BibTeX Export to EndNote
Calce E, Leone M, Monfregola L, De Luca S
* Lipidated Peptides Via Post-Synthetic Thioalkylation Promoted By Molecular Sieves (870 views)
Amino Acids (ISSN: 0939-4451, 1438-2199, 1438-2199electronic), 2014; 46(8): 1899-1905.
Impact Factor: 3.293
View Export to BibTeX Export to EndNote
Monfregola L, Leone M, Calce E, de Luca S
* Postsynthetic modification of peptides via chemoselective N-alkylation of their side chains (794 views)
Org Lett (ISSN: 1523-7060, 1523-7052, 1523-7052electronic), 2012 Apr 6; 14(7): 1664-1667.
Impact Factor: 6.142
View Export to BibTeX Export to EndNote
Cirillo G, Colangelo AM, Bianco MR, Cavaliere C, Zaccaro L, Sarmientos P, Alberghina L, Papa M
* BB14, a Nerve Growth Factor (NGF)-like peptide shown to be effective in reducing reactive astrogliosis and restoring synaptic homeostasis in a rat model of peripheral nerve injury (731 views)
Biotechnology Advances (ISSN: 0734-9750), 2012 Jan; 30(1): 223-232.
Impact Factor: 9.599
View Export to BibTeX Export to EndNote
Formaggio F, Bonchio M, Crisma M, Peggion C, Mezzato S, Polese A, Barazza A, Antonello S, Maran F, Broxterman QB, Kaptein B, Kamphuis J, Vitale RM, Saviano M, Benedetti E, Toniolo C
* Nitroxyl peptides as catalysts of enantioselective oxidations (743 views)
Chemistry (ISSN: 0947-6539, 1521-3765, 1521-3765electronic), 2002; 8(1): [d]84-93.
Impact Factor: 4.238
View Export to BibTeX Export to EndNote
20 Records (20 excluding Abstracts).
Total impact factor: 92.857 (92.857 excluding Abstracts).
Total 5 year impact factor: 77.576 (77.576 excluding Abstracts).
Total impact factor: 92.857 (92.857 excluding Abstracts).
Total 5 year impact factor: 77.576 (77.576 excluding Abstracts).
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