Synthetic strategy for side chain mono-N-alkylation of Fmoc-amino acids promoted by molecular sieves (552 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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Calce E, Leone M, Mercurio FA, Monfregola L, De Luca S
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Org Lett (ISSN: 1523-7060, 1523-7052, 1523-7052electronic), 2015 Nov 20; 17(22): 5646-5649.
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View Export to BibTeX Export to EndNote
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Impact Factor: 6.732
View Export to BibTeX Export to EndNote
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Impact Factor: 3.221
View Export to BibTeX Export to EndNote
Calce E, Leone M, Monfregola L, De Luca S
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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 (475 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
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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
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View Export to BibTeX Export to EndNote
19 Records (19 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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