Amino Acids
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Learn to draw and name 3D alpha-amino carboxylic acids on paper!
(Available through the Livescribe app store.)

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Instructions:

This application can recognize 20 2D and 43 3D amino acids!

The highlighted text is the pen's display.

Once you have entered Amino Acids, you can select one of three options from the vertical navigation menu:

Option What you can do?
Tutorial Mode: See the name of your drawing.
Quiz Mode: Draw a given amino acid.
Instructions Website: Remember where to find instructions.

Tutorial Mode:  Draw the following structure lifting up the pen between drawing each line or atomic symbol.  Make sure the lines are straight and longer than the separation of lines on college rule paper.  Draw an atomic symbol after you draw a line that represents one of its bonds.  As you draw you may see the molecular formula, e.g., CH2O2, or the name of the amino acid that you have drawn, i.e., proline.  You can start a new drawing by reentering the Tutorial Mode:, by double tapping twice on the paper or by navigating right.

Quiz Mode:  When you see a display like Draw D-isoleucine: and you draw the lines and atomic symbols like the drawing below left, the display will show isoleucine, Draw D-isoleucine.  Complete the two wedges like in the drawing below right by drawing (in one stroke) a figure that looks like a 7 or an L between two points that already have a line between them.  The wedge means that the atom at the end of the stroke is in front of the atom at the beginning of the stroke.  Double tap on the paper twice to retry the same question but change the direction of the wedges to see how the structure name changes.
Messages*:
CcHhNnOoSs The molecular formula is displayed because the program does not know the name of your drawing.
No bond? Your line was not straight, you drew a wedge between two points that did not have a line between them or you drew an atomic symbol before its bond.
Please wait... If the recognition of your drawing is taking too long, exit the program.
Tap Twice to Erase! You double tapped once.  You have to double tap again or continue drawing.
Unknown Element? You entered an atomic symbol besides C, H, N, O or S or you drew a bond that was too short.

*Different auditory clues are provided for each operation.

 

Background:

  • Amino acids or more precisely alpha-amino carboxylic acids are the building blocks of poly-peptides, proteins, and enzymes, the molecular machinery of cells.
  • You have to learn to draw them for biochemistry.
  • They consist of a methine (CH) carbon connecting an amino group (NH2), a carboxyl function (CO2H) and a group R that varies.
  • The simplest amino acid is glycine (the major component of gelatin but don't ask where it comes from) in which R is hydrogen.
  • This program recognizes the following amino acids:  alanine, arginine, asparagine, aspartic acid, cysteine, glutamic acid, glutamine, glycine, histidine, isoleucine, leucine, lysine, methionine, phenylalanine, proline, serine, threonine, tryptophan, tyrosine, and valine.
  • Except for glycine, the methine carbon has four different groups attached and arranged around it like a tetrahedron and in an asymmetric fashion like your right and left hands.
  • These center of asymmetry are called chiral centers.
  • The arrangement of the four different groups around a chiral center are designated by the letters D or L and in this program by using wedges.
  • Isoleucine and threonine contain two chiral centers.
  • The term allo-isoleucine or allo-threonine refer to having the incorrect arrangement of four groups at the second chiral center in these structures.
  • If you are familiar with the Cahn-Ingold-Prelog (CIP) rules of denoting three-dimensional arrangement, except for cysteine, the (R) configuration in wedges denotes the D configuration in Fischer projections and the (S) configuration in wedges denotes the L configuration in Fischer projections.
  • This program does not recognized Fischer projections.
  • For tryptophan, both ways of drawing the alternate single and double bonds in the benzene ring are allowed.
  • Amino acids really exist as alpha-ammonium carboxylates because amino group are basic and carboxylic acids are acidic and side groups may also be protonated or deprotonated but this program does not assume that.

 

 

 

 

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