A Modified Synthesis of α- N -carbobenzoxy-<scp>L</scp>-lysine and the preparation and analysis of mixtures of ε- N -methyllysines
α-N-Carbobenzoxy-L-lysine has been obtained in 37% yield by carbobenzoxylation of L-lysine in 25% excess benzaldehyde followed by passage of the solution through a cupric carbonate – alumina column. Reaction of the product in aqueous solution with diazomethane, followed by deprotection, gave a mixtu...
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Canadian Science Publishing
1971
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Online Access: | http://dx.doi.org/10.1139/o71-187 http://www.nrcresearchpress.com/doi/pdf/10.1139/o71-187 |
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crcansciencepubl:10.1139/o71-187 2023-12-17T10:29:26+01:00 A Modified Synthesis of α- N -carbobenzoxy-<scp>L</scp>-lysine and the preparation and analysis of mixtures of ε- N -methyllysines Benoiton, N. Leo Demayo, Ruth E. Moore, Graham J. Coggins, John R. 1971 http://dx.doi.org/10.1139/o71-187 http://www.nrcresearchpress.com/doi/pdf/10.1139/o71-187 en eng Canadian Science Publishing http://www.nrcresearchpress.com/page/about/CorporateTextAndDataMining Canadian Journal of Biochemistry volume 49, issue 12, page 1292-1295 ISSN 0008-4018 General Medicine journal-article 1971 crcansciencepubl https://doi.org/10.1139/o71-187 2023-11-19T13:38:30Z α-N-Carbobenzoxy-L-lysine has been obtained in 37% yield by carbobenzoxylation of L-lysine in 25% excess benzaldehyde followed by passage of the solution through a cupric carbonate – alumina column. Reaction of the product in aqueous solution with diazomethane, followed by deprotection, gave a mixture of ε-N-methyllysine (MML), ε-N,ε-N-dimethyllysine (DML), and ε-N,ε-N,ε-N-trimethyllysine suitable as a standard for chromatographic purposes. It has been demonstrated that when a mixture of MML and DML emerges as one peak when chromatographed with an amino acid analyzer, the relative concentrations of the two amino acids in the mixture can be established from the 570/440 nm absorbance ratio. Article in Journal/Newspaper DML Canadian Science Publishing (via Crossref) Canadian Journal of Biochemistry 49 12 1292 1295 |
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Open Polar |
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Canadian Science Publishing (via Crossref) |
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crcansciencepubl |
language |
English |
topic |
General Medicine |
spellingShingle |
General Medicine Benoiton, N. Leo Demayo, Ruth E. Moore, Graham J. Coggins, John R. A Modified Synthesis of α- N -carbobenzoxy-<scp>L</scp>-lysine and the preparation and analysis of mixtures of ε- N -methyllysines |
topic_facet |
General Medicine |
description |
α-N-Carbobenzoxy-L-lysine has been obtained in 37% yield by carbobenzoxylation of L-lysine in 25% excess benzaldehyde followed by passage of the solution through a cupric carbonate – alumina column. Reaction of the product in aqueous solution with diazomethane, followed by deprotection, gave a mixture of ε-N-methyllysine (MML), ε-N,ε-N-dimethyllysine (DML), and ε-N,ε-N,ε-N-trimethyllysine suitable as a standard for chromatographic purposes. It has been demonstrated that when a mixture of MML and DML emerges as one peak when chromatographed with an amino acid analyzer, the relative concentrations of the two amino acids in the mixture can be established from the 570/440 nm absorbance ratio. |
format |
Article in Journal/Newspaper |
author |
Benoiton, N. Leo Demayo, Ruth E. Moore, Graham J. Coggins, John R. |
author_facet |
Benoiton, N. Leo Demayo, Ruth E. Moore, Graham J. Coggins, John R. |
author_sort |
Benoiton, N. Leo |
title |
A Modified Synthesis of α- N -carbobenzoxy-<scp>L</scp>-lysine and the preparation and analysis of mixtures of ε- N -methyllysines |
title_short |
A Modified Synthesis of α- N -carbobenzoxy-<scp>L</scp>-lysine and the preparation and analysis of mixtures of ε- N -methyllysines |
title_full |
A Modified Synthesis of α- N -carbobenzoxy-<scp>L</scp>-lysine and the preparation and analysis of mixtures of ε- N -methyllysines |
title_fullStr |
A Modified Synthesis of α- N -carbobenzoxy-<scp>L</scp>-lysine and the preparation and analysis of mixtures of ε- N -methyllysines |
title_full_unstemmed |
A Modified Synthesis of α- N -carbobenzoxy-<scp>L</scp>-lysine and the preparation and analysis of mixtures of ε- N -methyllysines |
title_sort |
modified synthesis of α- n -carbobenzoxy-<scp>l</scp>-lysine and the preparation and analysis of mixtures of ε- n -methyllysines |
publisher |
Canadian Science Publishing |
publishDate |
1971 |
url |
http://dx.doi.org/10.1139/o71-187 http://www.nrcresearchpress.com/doi/pdf/10.1139/o71-187 |
genre |
DML |
genre_facet |
DML |
op_source |
Canadian Journal of Biochemistry volume 49, issue 12, page 1292-1295 ISSN 0008-4018 |
op_rights |
http://www.nrcresearchpress.com/page/about/CorporateTextAndDataMining |
op_doi |
https://doi.org/10.1139/o71-187 |
container_title |
Canadian Journal of Biochemistry |
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49 |
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12 |
container_start_page |
1292 |
op_container_end_page |
1295 |
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1785581811317866496 |