is maltose an aldose or ketosest elizabeth family medicine residency utica, ny

Bees carry out this reaction when they make honey. Heres How Much Protein You Need in a Day to Build Muscle, 4 Stimulants in Tea More Than Just Caffeine. Thus, foods like. About two-thirds of this amount is ingested in soft drinks, presweetened cereals, and other highly processed foods. The disease may result in impaired liver function, cataracts, mental retardation, and even death. (=O)R'), it is known equally a ketose. We also acknowledge previous National Science Foundation support under grant numbers 1246120, 1525057, and 1413739. All aldoses can be derived from the simplest aldose, the three-carbon-containing compound, Glyceraldehyde. If maltose is used to replace the same amount of fructose, gram-for-gram, it may be a slightly healthier option. Thus, the carbonyl carbon is attached to three different atoms, two carbon atoms (via two single bonds) and one Oxygen atom (via a double bond). Please tell me the mechanism of this reaction. Solution - Maltose is an aldose because it consists of two gluscoe molecules linked through an (14) glycosidic bond. Under standard conditions, when 0.80 M ethanol and 1.2 M maltose were used as substrates with XgtA (2.5 units) and incubated in 30 mM HEPES-NaOH buffer (pH 8.0) at 45C, only one form of ethyl glucopyranoside was selectively obtained as a product. [10] Outside of plants, maltose is also (likely) found in sugarbag. Ketoses contain the ketone group - The major sugar Ag + is the oxidising agent, or oxidant . and all polysaccharides are in this group. Treatment of an aldose or ketose with sodium borohydride reduces it to a polyalcohol called an alditol. Aldoses can be distinguished from ketoses based on the ability of Bromine to oxidize aldehydic groups but not ketonic functional groups. An aldose is a monosaccharide consisting of a carbon backbone and a carbonyl group at carbon-1, resulting in an aldehyde group. 2) because the C=O is on carbon number two, ketoses have one less chiral center than the corresponding aldehydes. Notice that, D-erythrose and D-threose, for example, are diastereomers since only one of the stereogenic centers has a different (or identical in this case) configuration. The most common treatment for lactose intolerance, however, is the use of lactase preparations (e.g., Lactaid), which are available in liquid and tablet form at drugstores and grocery stores. [citation needed], An isomer of maltose is isomaltose. This reaction is responsible for the souring of milk. Products of oxidation of aldoses The aldehyde functional group of aldoses can be oxidized to carboxyl groups under the action of mild oxidants, forming aldonic acids. Aldoses can be distinguished from ketoses, which have the carbonyl group away from the end of the molecule, and are therefore ketones. Carbohydrates with more than four carbon atoms exist in an equilibrium between the closed ring, or cyclic form, and the open-chain form. Healthline Media does not provide medical advice, diagnosis, or treatment. This small difference makes table sugar essentially no healthier than high-fructose corn syrup (4). A ketose is a monosaccharide containing one ketone group per molecule. Most sugars are short chains made up of smaller sugar molecules that act as building blocks. Thus, aldoses and ketoses are isomers of each other. In organic chemistry, an aldehyde functional group is defined by the presence of a carbon . Complex carbohydrates like starch, glycogen, cellulose, and chitin are long polymers of monosaccharides. The hydrolysis reaction has several practical applications. Mahmud has taught science for over three years. Keep in mind that maltose is still sugar, and it should be used in moderation. In the isomer isomaltose, the two glucose molecules are joined with an (16) bond. Maltose is a reducing sugar. And when this pertains to cyclic hemiacetals like furanose and pyranose, we classify them as anomers. These, in turn, generate four possible aldopentoses and then aldohexoses: Two main differences between aldoses and ketoses: 1) ketoses contain a ketone rather than an aldehyde C=O. The transketolase, which is in the pentose phosphate pathway, requires a coenzyme, thiamine pyrophosphate (TPP), to transfer a two-carbon unit from a ketose to an aldose. Figure 2. shows the Fischer projection formula of the most commonly occurring ketose Fructose with its functional group highlighted. Learn the names of 56 different types of sugar, such as sucrose and agave nectar. An aldose is a monosaccharide (a simple sugar) with a carbon backbone chain with a carbonyl group on the endmost carbon atom, making it an aldehyde, and hydroxyl groups connected to all the other carbon atoms. It is a reducing sugar that is found in milk. Next, the aldehydic functional group is attached to a carbon atom at either end of the backbone. In fact, the brain gets its energy almost exclusively from glucose. plants is cellulose and is a linear polysaccharide polymer with Today, we will go over the structure and stereochemistry of aldoses and ketoses with 4-7 carbon atoms. Aldoses with alcohol groups on the right of the Fischer projection are D-aldoses, and those with alcohols on the left are L-aldoses. Perform this test with glucose, fructose, maltose and sucrose. [9], Maltose is a malt component, a substance obtained when the grain is softened in water and germinates. Maltose is not as sweet as sucrose or fructose, so in some recipes, slightly more than 1:1 may be needed to produce the desired flavor. The reagent of this test consists of resorcinol and concentrated HCl. An aldose is a monosaccharide (a simple sugar) with a carbon backbone chain with a carbonyl group on the endmost carbon atom, making it an aldehyde, and hydroxyl groups connected to all the other carbon atoms. Most of the sucrose sold commercially is obtained from sugar cane and sugar beets (whose juices are 14%20% sucrose) by evaporation of the water and recrystallization. In the case of disaccharides, one monosaccharide acts a the hemiacetalwhile the other monosaccharides acts as the alcohol. Consequently, the blood galactose level is markedly elevated, and galactose is found in the urine. a disaccharide containing. The threo and erythro notation is a general approach for naming compounds with two stereogenic centers and is not restricted to carbohydrates only. As a child with galactosemia grows older, he or she usually develops an alternate pathway for metabolizing galactose, so the need to restrict milk is not permanent. Keto-enol tautomerism is an important process in sugar biochemistry. The open-chain form of fructose has 3 stereocenters. This article addresses how maltose affects your body, where it comes from and whether its healthy or unhealthy. The disaccharides differ from one another in their monosaccharide constituents and in the specific type of glycosidic linkage connecting them. . Danielle has taught middle school science and has a doctorate degree in Environmental Health. The aldehydic functional group of the aldoses can act as a reducing agent and thus, aldoses are also known as reducing sugars. [citation needed], Maltose in aqueous solution exhibits mutarotation, because the and isomers that are formed by the different conformations of the anomeric carbon have different specific rotations, and in aqueous solutions, these two forms are in equilibrium. Legal. Sucrose readily recrystallizes from a solution, but invert sugar has a much greater tendency to remain in solution. Plus, get practice tests, quizzes, and personalized coaching to help you And they may be right in doing so. Aldoses have aldehyde as the functional group. A transketolase and an aldolase are the major factors in the rearrangement. It is also an example of a tautomeric shift. This 1:1 mixture is referred to as invert sugar because it rotates plane-polarized light in the opposite direction than sucrose. A non-reducing sugar is a carbohydrate that does not have a free aldehyde or free ketone functional group in its molecular structure. Evidence Shows Some Sugars Are Worse Than Others; Fructose Tops the List, The 56 Most Common Names for Sugar (Some Are Tricky). Maltose is typically derived from starch and we can break down maltose disaccharides at the brush border of the small intestine by using an enzyme called maltase. The fact that lactose consists of two sugars, both of which are aldoses, is unimportant to your body and your cells. Bromine, which is red in color, becomes colorless when it is reduced (which happens only in the presence of aldoses). \[\mathrm{maltose \xrightarrow{H^+\: or\: maltase} \textrm{2 D-glucose}} \]. People have long taken advantage of this natural process for food production. To that effect, all ketoses are also simple sugars. As with other sugars, when you consume maltose in moderation, your body uses it for energy and it does not cause harm (7, 8, 9). Another way of writing the chemical formula for aldoses is: {eq}CH_{2}OH-(CHOH)_{n}-CHO {/eq} group representing the terminal primary alcohol group and CHOH groups representing the intervening secondary alcohol functions. It is the most water-soluble of all the sugars that, together with glucose, forms a disaccharide structure like sucrose. Aldoses react slowly to Seliwanoffs reagent and produce a light pink color. E) they rotate plane-polarized light in the same direction. Four of the possible aldopentoses are D sugars, while the other four have an L configuration: Among these, D-Ribose is the most common and perhaps important as it is the sugar building block of the DNA backbone in the deoxy form (Deoxyribonucleicacid). We found that Daily One Supplements contained reducing sugars, hexose-pyranoses, and starch while Flintstones contained hexose-furanoses and both monosaccaride and disaccharide ketoses. Peptide Bond Formation & Examples | What is a Peptide Bond? More commonly, aldoses and ketoses are collectively referred to as simple sugars. identify the structural feature that determines whether or not a given disaccharide behaves as a reducing sugar and undergoes mutarotation, and write equations to illustrate these phenomena. This interconversion usually requires acid-base catalysis, a process known as Lobry de Bruyn - Alberda van Ekenstein transformation. Nutritionally, maltose provides the same number of calories as starches and other sugars. Maltose can be broken down to glucose by the maltase enzyme, which catalyses the hydrolysis of the glycosidic bond. Research is limited, but the health effects of maltose are likely similar to those of other sugars. See additional information. Several foods naturally contain maltose (2). We tested for carotene, xanthophylls, chlorophyll A and B, and others . The minimum number of carbon atoms in a backbone needed to form a molecule that is still considered a carbohydrate is 3, and carbohydrates with three carbon atoms are called trioses. Maltose can easily be detected by the Woehlk test or Fearon's test on methylamine. These compounds can exist in either L-form or D-form depending on the chirality of the asymmetric carbon. Amphipathic Molecules Overview & Examples | What are Amphipathic Molecules? Maltose, or malt sugar, which forms when starch breaks down, is an important component of the barley malt used to brew beer. Fructose has a ketone functional group and the ring structure of fructose forms at the 2. carbon position. This test is much like Bial's test; it relies on the principle that, when heated, ketoses are more rapidly dehydrated than Aldoses. - Formation & Definition, Glycosidic Bond Formation | Glycosidic Linkage, Types of Lipids | Classes, Forms & Examples. He is also an assessment developer and worked on various STEM projects. Identify each sugar by its common chemical name. Glucose, which contains an aldehyde group, can be described as an aldo-hexose. Upon continuous boiling, aldoses get converted to ketoses and give a positive reaction with Seliwanoff reagent. Sucrose in sugar canes: Commonly known as cane sugar, it is the major component of sugar canes and sugar beets, apart from being found in many vegetables and fruits. The glycosidic linkage between sugars 2 and 3 is because the bond is directed down from the anomeric carbon. carbons present. I feel like its a lifeline. Another similarity between aldoses and ketoses is their ability to form cyclic ring structures in an acidic or basic medium, due to the reaction of the carbonyl group (aldehyde or ketone) with an interchain hydroxyl group. 29 chapters | Table sugar is exactly 50% glucose and 50% fructose, while high-fructose corn syrup is about 55% fructose and 45% glucose. Two main differences between aldoses and ketoses: 1) ketoses contain a ketone rather than an aldehyde C=O, 2) because the C=O is on carbon number two, ketoses have one less chiral center than the corresponding aldehydes. The carbon atoms in ketoses are asymmetrical, resulting in different forms of sugars due to the chirality of the asymmetrical carbon. During cyclization of both aldoses and ketoses, the hydroxyl group (nucleophile) on the highest-numbered chiral center attacks the carbonyl group (electrophile). Thanks to growing public awareness about the negative health effects of high-fructose corn syrup and other sweeteners containing fructose, many food companies are switching to maltose, which contains no fructose. Usually, the number of carbons is appended to the term indicating the type of sugar. Maltose can be purchased as dry crystals where brewing supplies are sold or as a syrup sold alongside baking supplies. Aldoses are also called polyhydroxy aldehydes. So, it has both properties within its structure. It can also be stored in the form of polymer in plants as starch and animals as glycogen. Aldose is a type of monosaccharide, or simple carbohydrate, that contains an aldehyde in its structure. draw the structure of a specific disaccharide, given the structure of the monosaccharide units and the type of glycoside link involved. Glucose is a hexose: a monosaccharide containing six carbon atoms. Diastereomersthat differ in the configuration of only one chiral center are calledepimers and we will talk about them in separate post to address more details. This test is based on the fact that, when heated, ketoses are more rapidly dehydrated than aldoses. Also, while they do contain small amounts of sugar, they also offer additional nutrients like fiber, vitamins and antioxidants. A more serious problem is the genetic disease galactosemia, which results from the absence of an enzyme needed to convert galactose to glucose. What monosaccharides are obtained by the hydrolysis of each disaccharide? From Greek word for sweet wine; grape You can find it in wheat, cornmeal, barley and several ancient grains. There are two chiral centers and therefore, 22=4 stereoisomers are possible. 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Lactose is produced commercially from whey, a by-product in the manufacture of cheese. The anomeric carbon (C1) of the second glucose molecule, which is not involved in a glycosidic bond, could be either an - or -anomer depending on the bond direction of the attached hydroxyl group relative to the CH2OH substituent of the same ring, resulting in either -maltose or -maltose. Sugars include, glucose, galactose, fructose, maltose, lactose. As mentioned before, all monosaccharides and disaccharides fall under the umbrella term, simple sugars. The link is characterized as because the glycosidic bond to the anomeric carbon (C1) is in the opposite plane from the CH2OH substituent in the same ring (C6 of the first glucose). All the aldoses can also be further classified into a family tree. A reducing sugar is one that reduces another compound and is itself oxidized; that is, the carbonyl carbon of the sugar is oxidized to a carboxyl group.. A sugar is classified as a reducing sugar only if it has an open-chain form with an aldehyde group or a free hemiacetal group.. Aldoses and ketoses. However, its still sugar, so consume it sparingly. If the glycosidic bond to the anomeric carbon (C1) were in the same plane as the CH2OH substituent, it would be classified as a (14) bond, and the resulting molecule would be cellobiose. ?On the transformation-products of starch", "150 Years Alfred Whlk:: Education:: ChemistryViews", https://en.wikipedia.org/w/index.php?title=Maltose&oldid=1149457132, 160 to 165C (320 to 329F; 433 to 438K) (anhydrous), This page was last edited on 12 April 2023, at 10:54. The syrup is usually corn-based, but its not to be mistaken for high-fructose corn syrup. The ring structure of fructose is a 5-carbon ring with an intramolecular hemiacetal structure. Both aldoses and ketoses are included in this group and are distinguished by the p Continue reading >> Surface of various carbohydrates to ammonium formate was investigated in the existence in hydrogen peroxide and ammonium hydroxide. However, if you consume maltose in excess, it can lead to obesity, diabetes and heart and kidney disease, just like other sugars (3). It is also present in highly variable quantities in partially hydrolyzed starch products like maltodextrin, corn syrup and acid-thinned starch. Sucrose Enzymes in your gut break these chains of glucose down into maltose (1). Ketoses are distinguished from aldoses via their ketone/aldehyde functionality. All About Raw Honey: How Is It Different Than Regular Honey? It is an l-mannose derivative (6-deoxy-l-mannose), which is found in plant gums, mucilage, and animal glycoproteins. structure of RNA and DNA, respectively. The hydroxyl group attached to the carbon atom at one end of the backbone is called a primary alcohol group, while the rest of the hydroxyl groups are called secondary alcohol groups. Ex: Starch, Cellulose, Glycogen. OligoSaccharides. in this group are glucose, galactose, ribose, and glyceraldehyde. Aldoses are compounds that contain an aldehydic functional group, while ketoses are compounds that contain a ketonic functional group. Ketones are also called polyhydroxy ketones. Some people think that table sugar is healthier than the often-demonized high-fructose corn syrup. Certain bacteria can metabolize lactose, forming lactic acid as one of the products. This article explains the differences between raw and regular honey. D-aldoses are more common than L-aldoses in nature.[1]. Question. It is formed most often by the partial hydrolysis of starch and glycogen. Carbohydrates such as sucrose, are converted to fat when the caloric intake exceeds the bodys requirements, and sucrose causes tooth decay by promoting the formation of plaque that sticks to teeth. The LibreTexts libraries arePowered by NICE CXone Expertand are supported by the Department of Education Open Textbook Pilot Project, the UC Davis Office of the Provost, the UC Davis Library, the California State University Affordable Learning Solutions Program, and Merlot. Examples of aldoses are - glyceraldehyde, ribose, glucose, erythrose and galactose; Nomenclature of Aldoses. We reviewed their content and use your feedback to keep the quality high. Sangar DNA Sequencing Method: Steps & Structure | What is Sangar Sequencing? Basic solutions accelerate the interconversion of isomers. These aldoses and ketoses are commonly found in nature and among us in our day-to-day life. Thus, aldehydes are hydrates of carbon that contain an aldehydic functional group. The cereal grains (wheat, rice, corn, oats, barley) as well as Thus, the carbonyl carbon in a ketose is attached, via single bonds to two adjacent carbon atoms, and via a double bond, to an oxygen atom {eq}(O=C(C)_{2}) {/eq}. Tea contains several stimulant substances: caffeine, theobromine, theophylline, and L-theanine. Who are the experts? Monosaccharides are classified into two types on the basis of type of carbonyl group: If a monosaccharide sugar consists of aldehyde as the carbonyl containing functional group is known as aldose. Lactose, or milk sugar, is a disaccharide found in milk. The only aldotriose is glyceraldehyde. Thus, its two glucose molecules must be linked in such a way as to leave one anomeric carbon that can open to form an aldehyde group. Triacylglycerol Structure & Function | What is Triacylglycerol? People commonly use sucrose, also known as table sugar, for cooking and sweetening foods. The hexoses are divided into aldoses and ketoses according to whether they possess aldehydic or ketonic groups. Maltose is a sugar made out of two glucose molecules bound together. succeed. The presence of these slightly different functional groups lends the two types of sugars, slightly different physical and chemical properties. Maltose is an aldose because it consists of two glosce molecules linked through an alpha 1- 4 glycosidic bond. Have we been helpful? If the saccharide has an aldehyde group (the functional grouping with the structure R-CHO), it is known as an aldose, and if it has a ketone group (the functional group with the structure RC(=O)R'), it is known equally a ketose. [1], Lobry-de Bruyn-van Ekenstein transformation, https://en.wikipedia.org/w/index.php?title=Aldose&oldid=1137773946, This page was last edited on 6 February 2023, at 10:26.

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