{"id":1558,"date":"2017-04-12T05:33:18","date_gmt":"2017-04-12T03:33:18","guid":{"rendered":"https:\/\/wissen.science-and-fun.de\/chemistry\/?p=1558"},"modified":"2017-04-29T07:26:25","modified_gmt":"2017-04-29T05:26:25","slug":"phenylalanine-phe-f","status":"publish","type":"post","link":"https:\/\/wissen.science-and-fun.de\/chemistry\/2017\/04\/12\/phenylalanine-phe-f\/","title":{"rendered":"Phenylalanine (Phe, F)"},"content":{"rendered":"<h3>NMR- data [1] of phenylalanine:<\/h3>\n<table border=\"1\">\n<tbody>\n<tr>\n<th rowspan=\"21\">\u00a0<img data-recalc-dims=\"1\" loading=\"lazy\" decoding=\"async\" class=\"alignleft size-full wp-image-6130\" src=\"https:\/\/i0.wp.com\/wissen.science-and-fun.de\/wp-content\/uploads\/2014\/02\/phenylalanin.png?resize=255%2C147&#038;ssl=1\" alt=\"phenylalanin\" width=\"255\" height=\"147\" \/><a href=\"about:blank\"><br \/>\n<\/a><\/th>\n<th rowspan=\"2\" valign=\"top\">Atom<\/th>\n<th rowspan=\"2\" valign=\"top\">Atomtyp<\/th>\n<th colspan=\"3\">chemical shift [ppm]<sup>1<\/sup><\/th>\n<th rowspan=\"2\">Random Coil<br \/>\nchem. shift\u00a0<sup>3<\/sup><\/th>\n<th rowspan=\"2\">Random Coil<br \/>\nchem. shift\u00a0<sup>4<\/sup><\/th>\n<\/tr>\n<tr>\n<td><strong>average<\/strong><\/td>\n<td><strong>standard deviation<\/strong><\/td>\n<td><strong>entries<sup>2<\/sup><\/strong><\/td>\n<\/tr>\n<tr>\n<td>H<\/td>\n<td>H<\/td>\n<td>\u00a08.349<\/td>\n<td>\u00a01.212<\/td>\n<td>30015<\/td>\n<td>\u00a08.30<\/td>\n<td>\u00a08.13<\/td>\n<\/tr>\n<tr>\n<td>H\u03b1<\/td>\n<td>H<\/td>\n<td>\u00a04.621<\/td>\n<td>\u00a00.684<\/td>\n<td>22810<\/td>\n<td>\u00a04.62<\/td>\n<td>\u00a04.90<\/td>\n<\/tr>\n<tr>\n<td>H\u03b22<\/td>\n<td>H<\/td>\n<td>\u00a02.99<\/td>\n<td>\u00a00.385<\/td>\n<td>21407<\/td>\n<td>\u00a03.14<\/td>\n<td>\u00a03.14<\/td>\n<\/tr>\n<tr>\n<td>H\u03b23<\/td>\n<td>H<\/td>\n<td>\u00a02.931<\/td>\n<td>\u00a00.408<\/td>\n<td>20858<\/td>\n<td>\u00a03.04<\/td>\n<td>\u00a02.97<\/td>\n<\/tr>\n<tr>\n<td>H\u03b41<\/td>\n<td>H<\/td>\n<td>\u00a07.034<\/td>\n<td>\u00a00.417<\/td>\n<td>18211<\/td>\n<td>\u00a07.28<\/td>\n<td>\u00a07.29<\/td>\n<\/tr>\n<tr>\n<td>H\u03b42<\/td>\n<td>H<\/td>\n<td>\u00a07.031<\/td>\n<td>\u00a00.435<\/td>\n<td>15323<\/td>\n<td>\u00a07.28<\/td>\n<td>\u00a07.29<\/td>\n<\/tr>\n<tr>\n<td>H\u03b51<\/td>\n<td>H<\/td>\n<td>\u00a07.054<\/td>\n<td>\u00a00.48<\/td>\n<td>16002<\/td>\n<td>\u00a07.38<\/td>\n<td>\u00a07.38<\/td>\n<\/tr>\n<tr>\n<td>H\u03b52<\/td>\n<td>H<\/td>\n<td>\u00a07.052<\/td>\n<td>\u00a00.473<\/td>\n<td>13675<\/td>\n<td>\u00a07.38<\/td>\n<td>\u00a07.38<\/td>\n<\/tr>\n<tr>\n<td>H\u03b6<\/td>\n<td>H<\/td>\n<td>\u00a06.992<\/td>\n<td>\u00a00.768<\/td>\n<td>11439<\/td>\n<td>\u00a07.32<\/td>\n<td>\u00a07.32<\/td>\n<\/tr>\n<tr>\n<td>C<\/td>\n<td>C<\/td>\n<td>\u00a0175.439<\/td>\n<td>\u00a03.422<\/td>\n<td>18932<\/td>\n<td>\u00a0175.8<\/td>\n<td>\u00a0174.4<\/td>\n<\/tr>\n<tr>\n<td>C\u03b1<\/td>\n<td>C<\/td>\n<td>\u00a058.109<\/td>\n<td>\u00a02.653<\/td>\n<td>26056<\/td>\n<td>\u00a057.7<\/td>\n<td>\u00a055.6<\/td>\n<\/tr>\n<tr>\n<td>C\u03b2<\/td>\n<td>C<\/td>\n<td>\u00a039.978<\/td>\n<td>\u00a02.348<\/td>\n<td>24594<\/td>\n<td>\u00a039.6<\/td>\n<td>\u00a039.1<\/td>\n<\/tr>\n<tr>\n<td>C\u03b3<\/td>\n<td>C<\/td>\n<td><span style=\"background-color: #ffff00;\">\u00a0137.226<\/span><\/td>\n<td>\u00a0<span style=\"background-color: #ffff00;\">12.244<\/span><\/td>\n<td><span style=\"background-color: #ffff00;\">\u00a0286<\/span><\/td>\n<td>\u00a0138.9<\/td>\n<td>\u00a0138.9<\/td>\n<\/tr>\n<tr>\n<td>C\u03b41<\/td>\n<td>C<\/td>\n<td>\u00a0131.374<\/td>\n<td>\u00a07.418<\/td>\n<td>10505<\/td>\n<td>\u00a0131.9<\/td>\n<td>\u00a0132.1<\/td>\n<\/tr>\n<tr>\n<td>C\u03b42<\/td>\n<td>C<\/td>\n<td>\u00a0131.393<\/td>\n<td>\u00a08.320<\/td>\n<td>7641<\/td>\n<td>\u00a0131.9<\/td>\n<td>\u00a0132.1<\/td>\n<\/tr>\n<tr>\n<td>C\u03b51<\/td>\n<td>C<\/td>\n<td>\u00a0130.467<\/td>\n<td>\u00a04.353<\/td>\n<td>9190<\/td>\n<td>\u00a0131.5<\/td>\n<td>\u00a0131.4<\/td>\n<\/tr>\n<tr>\n<td>C\u03b52<\/td>\n<td>C<\/td>\n<td>\u00a0130.538<\/td>\n<td>\u00a03.899<\/td>\n<td>6691<\/td>\n<td>\u00a0131.5<\/td>\n<td>\u00a0131.4<\/td>\n<\/tr>\n<tr>\n<td>C\u03b6<\/td>\n<td>C<\/td>\n<td>\u00a0129.041<\/td>\n<td>\u00a03.754<\/td>\n<td>7065<\/td>\n<td>\u00a0129.9<\/td>\n<td>\u00a0129.9<\/td>\n<\/tr>\n<tr>\n<td>N<\/td>\n<td>N<\/td>\n<td>\u00a0120.382<\/td>\n<td>\u00a04.868<\/td>\n<td>28025<\/td>\n<td>\u00a0120.3<\/td>\n<td>\u00a0120.9<\/td>\n<\/tr>\n<tr>\n<th>proportion of proteins<\/th>\n<th colspan=\"2\">pK<sub>2<\/sub> COOH<\/th>\n<th>pK<sub>1<\/sub>COOH<\/th>\n<th colspan=\"2\">isoelectrical<br \/>\npoint<\/th>\n<th>pK<sub>1<\/sub>NH<sub>2<\/sub><\/th>\n<th>pK<sub>2<\/sub>NH<sub>2<\/sub><\/th>\n<\/tr>\n<tr>\n<td>\u00a03.5%<\/td>\n<td colspan=\"2\">\u00a0&#8211;<\/td>\n<td>\u00a02.58<\/td>\n<td colspan=\"2\">\u00a05.84<\/td>\n<td>\u00a09.24<\/td>\n<td>\u00a0&#8211;<\/td>\n<\/tr>\n<tr>\n<th>CAS- number<\/th>\n<th colspan=\"2\">molar mass<\/th>\n<th>formula<\/th>\n<th colspan=\"2\">density<\/th>\n<th>melting point<\/th>\n<th>solubility<\/th>\n<\/tr>\n<tr>\n<td>\n<ul>\n<li>63-91-2 (<small>L<\/small>-Enantiomer)<\/li>\n<li>673-06-3 (<small>D<\/small>-Enantiomer)<\/li>\n<li>150-30-1 (<small>DL<\/small>-Racemat)<\/li>\n<\/ul>\n<\/td>\n<td colspan=\"2\">\u00a0165,19 g\u00b7mol<sup>\u22121<\/sup><\/td>\n<td>\u00a0C<sub>9<\/sub>H<sub>11<\/sub>NO<sub>2<\/sub><\/td>\n<td colspan=\"2\"><\/td>\n<td>\u00a0275\u2013283\u00a0\u00b0C\u00a0(decomposition)<\/td>\n<td>\u00a0bad in\u00a0water (27 g\u00b7l<sup>\u22121<\/sup>\u00a0at 20\u00a0\u00b0C),\u00a0Methanol and\u00a0Ethanol<\/td>\n<\/tr>\n<\/tbody>\n<\/table>\n<hr \/>\n<p><sup>1<\/sup> Depending on the type of atom it was <sup>1<\/sup>H, <sup>13<\/sup>C or <sup>15<\/sup>N chemical shift. <sup>1<\/sup>H und <sup>13<\/sup>C relative to TMS and <sup>15<\/sup>N relative to liquid ammonia<\/p>\n<p><sup>2<\/sup> Number of individual chemical shift data for averaging according to [2]<\/p>\n<p><sup>3<\/sup> with Alanine as neighborhood in the hexapeptide Gly-Gly-X-Ala-Gly-Gly [3]<\/p>\n<p><sup>4<\/sup> with Proline as neighborhood in the hexapeptide Gly-Gly-X-Pro-Gly-Gly [3]<\/p>\n<p><sup>5<\/sup> standard deviation<\/p>\n<hr>\n<h3>3D- Modell<\/h3>\n<div style=\"height: 400px; width: 400px; border-style: solid; position: relative;\" class='viewer_3Dmoljs' data-href='https:\/\/wissen.science-and-fun.de\/molekel\/phenylalanin.sdf' data-backgroundcolor='0xffffff' data-style='stick' data-typ='sdf'><\/div>\n<p><\/p>\n<p>sources:<\/p>\n<p>[1] &#8220;BioMagResBank&#8221;, Eldon L. Ulrich; Hideo Akutsu; Jurgen F. Doreleijers; Yoko Harano; Yannis E. Ioannidis; Jundong Lin; Miron Livny; Steve Mading; Dimitri Maziuk; Zachary Miller; Eiichi Nakatani; Christopher F. Schulte; David E. Tolmie; R. Kent Wenger; Hongyang Yao; John L. Markley; Nucleic Acids Research 36, D402-D408 (2008) doi: 10.1093\/nar\/gkm957<\/p>\n<p>[2] http:\/\/www.bmrb.wisc.edu\/ last visit march 2017<\/p>\n<p>[3] David S. Wishart, Colin G. Bigam, Arne Holm, Robert S. Hodges, Brian D. Sykes; Journal of Biomolecular NMR<br \/>\nJanuary 1995, Volume 5, Issue 1, pp 67-81 doi:10.1007\/BF00227471<\/p>\n<p>[4] Wikipedia\u00a0http:\/\/de.wikipedia.org\/wiki\/Aminos%C3%A4uren (last visit january 2014)<\/p>\n<p>[5] Wikipedia http:\/\/de.wikipedia.org\/wiki\/Asparagin\u00a0(last visit january 2014)<\/p>\n<p>3D Mol: Nicholas Rego and David Koes<br \/>\n3Dmol.js: molecular visualization with WebGL<br \/>\nBioinformatics (2015) 31 (8): 1322-1324 doi:10.1093\/bioinformatics\/btu829<\/p>\n","protected":false},"excerpt":{"rendered":"<p>NMR- data [1] of phenylalanine: \u00a0 Atom Atomtyp chemical shift [ppm]1 Random Coil chem. shift\u00a03 Random Coil chem. shift\u00a04 average standard deviation entries2 H H \u00a08.349 \u00a01.212 30015 \u00a08.30 \u00a08.13 H\u03b1 H \u00a04.621 \u00a00.684 22810 \u00a04.62 \u00a04.90 H\u03b22 H \u00a02.99 \u00a00.385 21407 \u00a03.14 \u00a03.14 H\u03b23 H \u00a02.931 \u00a00.408 20858 \u00a03.04 \u00a02.97 H\u03b41 H \u00a07.034 \u00a00.417 &hellip; <\/p>\n<p><a class=\"more-link btn\" href=\"https:\/\/wissen.science-and-fun.de\/chemistry\/2017\/04\/12\/phenylalanine-phe-f\/\">Continue reading<\/a><\/p>\n","protected":false},"author":1,"featured_media":0,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"wprm-recipe-roundup-name":"","wprm-recipe-roundup-description":"","_jetpack_newsletter_access":"","_jetpack_dont_email_post_to_subs":false,"_jetpack_newsletter_tier_id":0,"_jetpack_memberships_contains_paywalled_content":false,"_jetpack_memberships_contains_paid_content":false,"footnotes":"","jetpack_publicize_message":"","jetpack_publicize_feature_enabled":true,"jetpack_social_post_already_shared":true,"jetpack_social_options":{"image_generator_settings":{"template":"highway","default_image_id":0,"font":"","enabled":false},"version":2},"jetpack_post_was_ever_published":false},"categories":[5,4],"tags":[98,99,112],"class_list":["post-1558","post","type-post","status-publish","format-standard","hentry","category-nmr","category-spectroscopy","tag-bio-nmr","tag-nmr","tag-phenylalanine","item-wrap"],"yoast_head":"<!-- This site is optimized with the Yoast SEO plugin v27.7 - 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