CYSTEINE - Susquehanna Township School District

CYSTEINE - Susquehanna Township School District

CYSTEINE Vi Do Basic Info & Structure Nonessential, hydrophobic -amino acidamino acid Characterized as a non-amino acid polar amino acid Has thiol group containing sulfur Molecular formula is C3H7NO2S Cysteine along with glycine and glutamic acid is found in all human tissues

Can form into Cystine when exposed to air due to oxidation Introduction to D & L Form Almost every amino acid has 2 forms that are isometric. It is because the central Carbon atom can have 2 enantiomers (optical isomers) around it. Enantiomers are chiral molecules. They are mirror images of one another which makes them nonsuperimposable. No matter how much you rotate or arrange the molecule, they can never be identical. Optical Activity

The structures of D and L amino acids are compared to D-amino acid glyceraldehyde and L-amino acidglyceraldehyde. D and L are references to the optical activities of enantiomers (optical isomers). Optical activity is the interaction of optical isomers with plane-amino acidpolarized lights. When a plane-polarized light beam passes through a pure solution of D-glyceraldehyde the emergent beam will be rotated the light plane to the right, and hence

is the enantiomer is considered to be dextrorotatory ("dextra" is Latin for right) and is designated the "D" enantiomer (Amino Acid Stereoisomers, 2012). However, if beam of plane polarized light passes through a pure solution of L-glyceraldehyde, the emergent light beam will be rotated in the opposite direction to the left, and hence the enantiomer is considered to be levorotatory (laevus is Latin for left) and is designated the "L" enantiomer (Amino Acid D & L Isomers Only Levorotatory (L) isomers are used for protein formation. Dextrorotatory (D) isomers are found in nature and on cell walls of bacterial cells.

Since your left and right hands display chiralty, enantiomers are often classified as left and right-amino acidhanded. L is the left-amino acidhanded isomer and D is the right-amino acidhanded isomer. D-amino acidamino acids have a hydrogen atom right below its central carbon atom. The carboxyl, side group, and amine group then follows in a clockwise direction around the carbon. L-amino acidamino acids follow a counterclockwise order around the central carbon atom. LCysteine D-amino acid Cysteine

Zwitterion What does it mean? Zwitterion is a neutral molecule. It has both a negative and positive charge. Though it is neutral, a zwitterion can contain parts with separate positive and negative charges. Amino Acids as Zwitterions An amino acid has an acidic carboxylic acid group as well as a basic amine group. This means the transfer of a hydrogen leaves an ion with both a negative and positive charge. Amine & Carboxylic Acid What are amines?

Amines are compounds that has a single Nitrogen atom with lone pairs (pair of valence electrons that are not shared between the atoms). These compounds derive from ammonia by replacing one or more hydrogen atoms with an organic group. What is carboxylic acid? An acid containing a carbonyl (C=O) and a hydroxyl (O-amino acidH). The structure of a carboxylic acid is usually R-amino acidCOOH The R represents a univalent atom which has the ability to form one covalent bond. Functions and Uses of Cysteine

Stengthens the lining of the intestines and stomach Acts as a powerful antioxidant and detoxifier Can convert to glucose and used as a source of energy Is believed to have the ability to protect the skin from UV damage

Reduce effect of aging in skin Prevent cataracts and cancer L-amino acidCysteine can aid in treatment for diabetes Breakdown mucous in lungs Also prevent organ damaged caused by acetaminophen Deficiency & Food Sources Deficiency Cysteine deficiency is uncommon. Seen in vegetarians with low intake of food containing cysteine Deficiency can reduce production of glutathione. Symptoms of cysteine deficiency include slowed growth in

children, loss of pigmentation in hair, liver damage, muscle loss, skin lesions, weakness, fat loss (Cysteine, 2006). Food Sources Found in high-amino acidprotein food Animal Sources: Poultry, egg yolks, dairy, pork Plant Sources: Garlic, red peppers, broccoli, onions, brussels sprouts Work Cited "Amino Acid Stereoisomers." MCDB. Ed. Duane W. Sears and Holly Rich. N.p., 7 Aug. 2012. Web. 27 Oct. 2013. . Clark, Jim. "The Acid-amino acidBase Behavior of Amino Acids." Chem Guide. N.p., 2004. Web. 26 Oct. 2013. .

"Cysteine." Birkbeck. N.p., 2009. Web. 26 Oct. 2013. . "Cysteine." Vitamins & Health Supplements Guide. Vitamin Supplements Guide, 2005-amino acid2006. Web. 26 Oct. 2013. . "Cysteine." The World's Healthiest Foods. George Mateljan Foundation, 2001-amino acid2013. Web. 26 Oct. 2013. . "Definition of Stereoisomers." Chemicool. Chemicool, 2013. Web. 27 Oct. 2013. . "L-amino acid and D-amino acidAmino Acids." PhSchool. Pearson Education, n.d. Web. 26 Oct. 2013. . Leluk, Jacek. "WHY CYSTEINE IS SPECIAL?" Birkbeck. N.p., 2009. Web. 26 Oct. 2013. . Limbach, Alexander. "Molecule Cysteine L and D." Deposit Photos. Depositphotos, 2013. Web. 27 Oct. 2013. . "Optical Activity." ChemWiki. UCDavis, n.d. Web. 27 Oct. 2013.

. "Optical Isomers." Chemicool. Chemicool, 2013. Web. 27 Oct. 2013. . "Sulfur-amino acidContaining Amino Acids." The Biology Project. N.p., 25 Aug. 2003. Web. 26 Oct. 2013. .

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