{"id":9576,"date":"2015-05-20T11:55:49","date_gmt":"2015-05-20T16:55:49","guid":{"rendered":"http:\/\/www.essentialoilsage.com\/?p=9576"},"modified":"2015-08-20T22:38:44","modified_gmt":"2015-08-21T03:38:44","slug":"confirming-essential-oil-quality-gcms-tutorial","status":"publish","type":"post","link":"https:\/\/essentialoilsage.com\/?p=9576","title":{"rendered":"Confirming Essential Oil Quality: GCMS Tutorial"},"content":{"rendered":"<div id=\"attachment_9583\" style=\"width: 2058px\" class=\"wp-caption alignnone\"><img loading=\"lazy\" decoding=\"async\" aria-describedby=\"caption-attachment-9583\" class=\"size-full wp-image-9583\" src=\"http:\/\/www.essentialoilsage.com\/wp-content\/uploads\/wooley-20150515-gcms-tubing.jpg\" alt=\"GCMS Tubing\" width=\"2048\" height=\"1536\" \/><p id=\"caption-attachment-9583\" class=\"wp-caption-text\">Tubing from inside a GCMS Machine<\/p><\/div>\n<p>The GC-MS (gas chromatography \u2013 mass spectrometer) is two machines\/instruments that are attached to give the ultimate results of identifying an essential oil. Less than one drop of an essential oil is required to find results of a genuine or an adulterated oil.<br \/>\nOnce the small droplet of essential oil is in the instrument, it is vaporized and is forced into and long, flexible column that is 60 meters long. The thickness of the column is .25 micrometers and it is so tiny that individual molecules need to be pushed through one at a time with the help of helium gas.<br \/>\nThe instrument starts at 40C (104F) and ends at 310C (590F) making the GCMS a scientific oven. The molecules are able to further separate the heat and by bouncing in and off the thin coating of polymer in the column.<\/p>\n<p>Source: Dr Cole Woolley PhD, <a href=\"https:\/\/www.facebook.com\/SeedtoSealDr.ColeWoolley\/posts\/416797288520010\" target=\"_blank\">August 18, 2015<\/a><\/p>\n<div id=\"attachment_9582\" style=\"width: 1169px\" class=\"wp-caption alignnone\"><img loading=\"lazy\" decoding=\"async\" aria-describedby=\"caption-attachment-9582\" class=\"size-full wp-image-9582\" src=\"http:\/\/www.essentialoilsage.com\/wp-content\/uploads\/wooley-20150515-gcms-lemon.jpg\" alt=\"GCMS Lemon\" width=\"1159\" height=\"673\" \/><p id=\"caption-attachment-9582\" class=\"wp-caption-text\">GCMS of Lemon Essential Oil<\/p><\/div>\n<p>The GCMS signal is a continuous trace within the time vs abundance axis. When no molecules are being detected by the GCMS, the GCMS trace is at the bottom \u2013 we call it the \u201cbaseline\u201d.<\/p>\n<p>When a molecule is separated in the 60m column and detected by the GCMS instrument, the GCMS trace rises until it reaches a \u201cpeak\u201d (level of highest abundance for the molecule group), then drops back to the baseline indicating the molecule has passed through the mass spectral detector.<\/p>\n<p>Each \u201cpeak\u201d represents one (sometimes two or more) molecule. Each molecule possesses its own aroma and biological activity. So when you look at the chromatogram you can count the number of molecular components within the essential oils.<\/p>\n<p>In general, the higher the peak the higher the percentage of that molecule in the essential oil. Some peaks pass beyond the displayed abundance range in the chromatogram.<\/p>\n<p>In addition, such abundant peaks are wider so they continue for more time than molecules of lower abundance. These wide, tall peaks represent the molecules with the highest abundance in the essential oil.<\/p>\n<p>Source: Dr Cole Wooley, PhD, <a href=\"https:\/\/www.facebook.com\/younglivingseedtoseal\/posts\/382834911916248\" target=\"_blank\">May 15, 2015<\/a><\/p>\n<p>&nbsp;<\/p>\n<div id=\"attachment_9579\" style=\"width: 1279px\" class=\"wp-caption alignnone\"><img loading=\"lazy\" decoding=\"async\" aria-describedby=\"caption-attachment-9579\" class=\"size-full wp-image-9579\" src=\"http:\/\/www.essentialoilsage.com\/wp-content\/uploads\/wooley-20150516-notes-abundance.jpg\" alt=\"GCMS of Abundance\" width=\"1269\" height=\"659\" \/><p id=\"caption-attachment-9579\" class=\"wp-caption-text\">GCMS showing high, medium, and low notes of essential oil compounds<\/p><\/div>\n<p>Above is a\u00a0GCMS total ion chromatogram that depicts the range of Light Notes, Medium Notes, and Heavy Notes.<\/p>\n<p>The Light Notes are composed of the lighter Monoterpene components of the essential oil. The Monoterpenes do not mix with water or hydrosol. Monoterpenes help the molecules from the Medium and Heavy Notes flow through the plant. When a drop of essential oil is placed on the skin, the Monoterpenes act as \u201cskin penetration enhancers\u201d to move the Medium and Heavy Notes into the<span class=\"text_exposed_show\"> skin. The majority of the Monoterpenes evaporate from the skin surface \u2013 these are the main molecules that you smell during the first 1-5 minutes. These volatile molecules create a \u201cpersonal aroma cloud\u201d. After an hour, the Monoterpenes are either in the skin or in the air around you.<\/span><\/p>\n<p><span class=\"text_exposed_show\">The Medium Notes are the Oxygenated Monoterpenes \u2013 they have at least one oxygen atom added to the Monoterpenes or similar sized molecules. The Oxygenated Monoterpenes are divided into the organic structure classes: ketones, aldehydes, alcohols, diols, oxides, organic acids, and esters. These components are some of the most \u201csweet, floral, tasty\u201d aromas in essential oils. The Medium Notes linger on your skin and in the air for hours.<\/span><\/p>\n<p><span class=\"text_exposed_show\">The Heavy Notes are the prize molecules of essential oils \u2013 they are the most bioactive molecules. Heavy Notes are composed to larger Sesquiterpenes, Oxygenated Sesquiterpenes, and Diterpenes.<\/span><\/p>\n<p><span class=\"text_exposed_show\">The Heavy Notes are the aromas that last and last and last! When you put a drop of essential oil on your skin, the Heavy Notes are the molecules you can smell after one hour! You may still be able to detect their aroma after 24 hours. Sesquiterpenes usually have a \u201cwoody, earthy\u201d aroma. The aroma of each essential oil is a combination of Light, Medium, and Heavy Notes \u2013 a combination of the aromas of each molecule<\/span><\/p>\n<p>Source: Dr Cole Wooley, PhD, <a href=\"https:\/\/www.facebook.com\/younglivingseedtoseal\/posts\/382954151904324\" target=\"_blank\">May 16, 2015<\/a><\/p>\n<p><strong>Chemistry of Aromatic Notes<\/strong><\/p>\n<p>As an example, I listed some of the Light Note, Medium Note, and Heavy Note molecules detected by GCMS in Sacred Frankincense essential oil.<br \/>\nNote that the names of the Monoterpenes end in \u201c-ene\u201d. The Medium Note Oxygenated Monoterpenes endings signify their organic classes:<\/p>\n<ol>\n<li>Aldehydes \u2013 \u201c-al or aldehyde\u201d<\/li>\n<li>Ketones \u2013 \u201c-one or ketone\u201d<\/li>\n<li><span class=\"text_exposed_show\">Alcohols \u2013 \u201c-ol or alcohol\u201d<\/span><\/li>\n<li><span class=\"text_exposed_show\">Diols \u2013 \u201c-diol\u201d<\/span><\/li>\n<li><span class=\"text_exposed_show\">Oxides \u2013 \u201c-oxide\u201d<\/span><\/li>\n<li><span class=\"text_exposed_show\">Esters \u2013 \u201c-ate\u201d<\/span><\/li>\n<\/ol>\n<p><span class=\"text_exposed_show\">This just gives you an idea about organic nomenclature. Later I\u2019ll share the properties of these classes of Oxygenated Monoterpenes.<\/span><\/p>\n<p><span class=\"text_exposed_show\">Finally, we get to the Heavy Notes. The Sesquiterpenes also contain the ending \u201c-ene\u201d (even though they are larger molecules. The Oxygenated Sesquiterpenes have similar endings as the Oxygenated Sesquiterpenes. The Diterpenes usually end in \u201c-ene\u201d.<\/span><\/p>\n<p><span class=\"text_exposed_show\">Wow, that\u2019s a lot of chemistry!<\/span><\/p>\n<p>Source: Dr. Cole Wooley, PhD, <a href=\"https:\/\/www.facebook.com\/younglivingseedtoseal\/posts\/385040815028991\" target=\"_blank\">May 18, 2015<\/a><\/p>\n<div id=\"attachment_9577\" style=\"width: 880px\" class=\"wp-caption alignnone\"><img loading=\"lazy\" decoding=\"async\" aria-describedby=\"caption-attachment-9577\" class=\"size-full wp-image-9577\" src=\"http:\/\/www.essentialoilsage.com\/wp-content\/uploads\/wooley-20150519-gcms-peppermint-oil.jpg\" alt=\"Peppermint GCMS\" width=\"870\" height=\"552\" \/><p id=\"caption-attachment-9577\" class=\"wp-caption-text\">Peaks in a GCMS Total Ion Chromatogram are Molecules \u2013 Peppermint Essential Oil<\/p><\/div>\n<p>Above is\u00a0the GCMS total ion chromatograms of Young Living Peppermint. Let\u2019s look at our examples of Young Living essential oils. The most abundant component of Young Living Peppermint is the molecule menthol depicted as a tall, wide peak at about 19 minutes in the chromatogram.<\/p>\n<p>The molecule with the second highest abundance is menthone (the peppermint plant converts menthone into menthol) w<span class=\"text_exposed_show\">hich is located at 18 minutes in the Peppermint chromatogram.<\/span><\/p>\n<p><span class=\"text_exposed_show\">The third most abundant molecule in Peppermint is 1,8-cineole (also known as eucalyptol) locate at 14 minutes in the chromatogram. This peak is \u201csplit\u201d designating two components \u2013 1,8-cineole is the first, taller peak, while limonene is the second, shorter peak.<\/span><\/p>\n<p><span class=\"text_exposed_show\">The fourth most abundant component of Peppermint essential oil is menthyl acetate located at nearly 23 minutes in the total ion chromatogram.<\/span><\/p>\n<p>Source: Dr Cole Wooley, <a href=\"https:\/\/www.facebook.com\/younglivingseedtoseal\/posts\/385294571670282\" target=\"_blank\">May 19, 2015<\/a><\/p>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"alignnone size-full wp-image-9606\" src=\"http:\/\/www.essentialoilsage.com\/wp-content\/uploads\/wooley-20150521-sacred-frank-tree.jpg\" alt=\"Sacred Frankincense\" width=\"2048\" height=\"1536\" \/><\/p>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"alignnone size-full wp-image-9605\" src=\"http:\/\/www.essentialoilsage.com\/wp-content\/uploads\/wooley-20150521-sacred-frank-gcms.jpg\" alt=\"GCMS for Sacred Frankincense\" width=\"961\" height=\"695\" \/> Monoterpenes (light notes), Oxygenated Monoterpenes (medium notes), and Sesquiterpenes (heavy notes) of Sacred Frankincense Essential Oil<\/p>\n<p>LIGHT NOTES<br \/>\nbeta-myrcene, alpha-thujene, alpha-pinene, camphene, sabinene, beta-pinene, myrcene, alpha-phellandrene, p-cymene, limonene, cis-beta-ocimene, terpinolene, psuedolimonene, cis-4-carene, delta-3-carene, neo-allo-ocimene, perillene,<\/p>\n<div class=\"text_exposed_show\">\n<p>MEDIUM NOTES<br \/>\neucalyptol, fencholenic aldehyde, beta-linalool, , myrcenol, octanyl acetate, limonene oxide, trans-pinocarviol, pinocampone, alpha-phellandrene-8-ol, borneol, terpinen-4-ol, myrtenol, verbenone, cis-piperitol, carveol, cis-geraniol, cuminaldehyde, carvone, carvotanacetone, piperitone, linalyl formate,<\/p>\n<p>HEAVY NOTES<br \/>\ndelta-elemene, alpha-cubebene, alpha-copaene, alpha-muurolene, alpha-ylangene, alpha-bourbonene, sativene, alpha-gurjunene, gamma-guaiene, aristolene, beta-copaene, tamariscene, isoledene, alpha-humulene, allo-aromadendrene, gamma-muurolene, d-germacrene, beta-selinene, delta-amorphene\u2026<\/p>\n<p>230 components in Sacred Frankincense identified by GCMS<\/p>\n<p>Source: Dr Cole Wooley, <a href=\"https:\/\/www.facebook.com\/younglivingseedtoseal\/posts\/385288118337594\" target=\"_blank\">May 21, 2015<\/a><\/p>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"alignnone size-full wp-image-9608\" src=\"http:\/\/www.essentialoilsage.com\/wp-content\/uploads\/wooley-20150521-gcms-peppermint.jpg\" alt=\"Compounds of Peppermint Oil\" width=\"870\" height=\"552\" \/>Peaks in a GCMS Total Ion Chromatogram are Molecules Peppermint Essential Oil-2<\/p>\n<p>While the USA was the major grower of peppermint, India is where nearly 80% of the world\u2019s supply of peppermint is grown and distilled.<\/p>\n<p>The growing region has a small effect on the components in peppermint essential oil. The GCMS can detect these small variances.<\/p>\n<div class=\"text_exposed_show\">\n<p>The remaining components that constitute the complex Peppermint essential oil are represented by shorter peaks \u2013 all being in lower abundance than menthyl acetate.<\/p>\n<p>When you look close to the \u201cbaseline\u201d you may be able to see numerous small peaks, we call this collection of molecules the \u201cgrass\u201d \u2013 because it looks like grass growing on a flat lawn. There are approximately 30 major peaks in the chromatogram, with an additional 80-90 small peaks in the \u201cgrass\u201d.<\/p>\n<p>Let me illustrate in other terms what a GC-MS chromatogram can be compared to. I think of essential oils like a movie with many lead actors, supporting actors, and background actors (extras).<\/p>\n<p>Every actor plays a valuable role in the movie, while only 20-30 of them have speaking parts. The lead actors have the highest number of speaking and camera moments, while the supporting actors also have speaking parts and appear often, but are not the main focus of the story. The background actors (extras) usually have no speaking parts, but their appearance in the movie makes it real, (Check out the picture of the movie scene from 7 brides for 7 brothers, wouldn&#8217;t the movie be different without the background characters or the main characters).<\/p>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"alignnone size-full wp-image-9609\" src=\"http:\/\/www.essentialoilsage.com\/wp-content\/uploads\/wooley-20150521-seven-brides.jpg\" alt=\"Dance - Seven Brides for Seven Brothers\" width=\"1347\" height=\"573\" \/>Take out the background actors and you will have an \u201cunrealistic\u201d movie. Whether essential oil components are the 20-30 major peaks or are minor components (80-90) in the \u201cgrass\u201d of a chromatogram, each component adds aroma and bio activity to the essential oil.<\/p>\n<p>&nbsp;<\/p>\n<\/div>\n<\/div>\n<p>Source: Dr Cole Wooley, <a href=\"https:\/\/www.facebook.com\/younglivingseedtoseal\/posts\/385776568288749\" target=\"_blank\">May 21, 2015<\/a><\/p>\n","protected":false},"excerpt":{"rendered":"<p>The GC-MS (gas chromatography \u2013 mass spectrometer) is two machines\/instruments that are attached to give the ultimate results of identifying an essential oil. Less than one drop of an essential oil is required to find results of a genuine or an adulterated oil. Once the small droplet of essential oil is in the instrument, it [&hellip;]<\/p>\n","protected":false},"author":1,"featured_media":9583,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[3],"tags":[658,630,602,659,76,416,159],"class_list":["post-9576","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-news","tag-chemistry","tag-cole-woolley","tag-gcms","tag-notes","tag-peppermint-essential-oil","tag-quality","tag-sacred-frankincense-essential-oil"],"_links":{"self":[{"href":"https:\/\/essentialoilsage.com\/index.php?rest_route=\/wp\/v2\/posts\/9576","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/essentialoilsage.com\/index.php?rest_route=\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/essentialoilsage.com\/index.php?rest_route=\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/essentialoilsage.com\/index.php?rest_route=\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"https:\/\/essentialoilsage.com\/index.php?rest_route=%2Fwp%2Fv2%2Fcomments&post=9576"}],"version-history":[{"count":7,"href":"https:\/\/essentialoilsage.com\/index.php?rest_route=\/wp\/v2\/posts\/9576\/revisions"}],"predecessor-version":[{"id":10389,"href":"https:\/\/essentialoilsage.com\/index.php?rest_route=\/wp\/v2\/posts\/9576\/revisions\/10389"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/essentialoilsage.com\/index.php?rest_route=\/wp\/v2\/media\/9583"}],"wp:attachment":[{"href":"https:\/\/essentialoilsage.com\/index.php?rest_route=%2Fwp%2Fv2%2Fmedia&parent=9576"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/essentialoilsage.com\/index.php?rest_route=%2Fwp%2Fv2%2Fcategories&post=9576"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/essentialoilsage.com\/index.php?rest_route=%2Fwp%2Fv2%2Ftags&post=9576"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}