26.8 Automated Peptide Synthesis: The Merrifield Solid-Phase Method
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Nature of Proteins Effect of pH on solubility, denaturing proteins, hydrolysis in strong base, binding to coomassie blue, dying wool and cotton, gel filtration column, reaction of ninhydrin with amino acids and precipitating protein with ammonium sulfate are demonstrated.
Proteins / Peptides
Protein Reactions Curdling milk, decomposition of hydrogen peroxide by catalase, glucose oxidase activity, hydrolyzing of sucrose with invertase, and using an enzyme to halt the Briggs-Rauscher reaction are demonstrated. Inhibiting the enzyme HIV-1 protease may slow the spread of AIDS.
Proteins / Peptides
Denaturation of Protein by Strong AcidJohn W. Moore, Jerrold J. Jacobsen, Gary Trammell, Kristin Johnson "Strong acid denatures egg white proteins.This video contains voiceover:""The tertiary structure of egg white proteins is held together by hydrogen bonding and hydrophobic interactions. Adding strong acid to the protein disrupts the intermolecular forces, and the tertiary structure is lost. The loss in protein structure is called denaturation. The proteins precipitate, forming a white solid."""
Synthesis Explorer: A Chemical Reaction Tutorial System for Organic Synthesis Design and Mechanism PredictionJonathan H. Chen and Pierre Baldi Synthesis Explorer is an interactive tutorial system for organic chemistry that enables students to learn chemical reactions in ways previously unrealized. Pedagogical experiments in undergraduate classes at UC Irvine indicate that the system can improve average student examination performance by ~10%. Chen, Jonathan H.; Baldi, Pierre. J. Chem. Educ.2008, 85, 1699.
Mechanisms of Reactions |
Reactions |
Synthesis
Synthesis of Albendazole Metabolite: Characterization and HPLC DeterminationGraciela Mahler, Danilo Davyt, Sandra Gordon, Marcelo Incerti, Ivana Núñez, Horacio Pezaroglo, Laura Scarone, Gloria Serra, Mauricio Silvera, and Eduardo Manta In this laboratory activity, students are introduced to the synthesis of an albendazole metabolite obtained by a sulfide oxidation reaction. Albendazole as well as its metabolite, albendazole sulfoxide, are used as anthelmintic drugs. The oxidation reagent is H2O2 in acetic acid. The reaction is environmental friendly, fast, and proceeds with high yield. The crude reaction is analyzed by HPLC chromatography to determine purity. The simplicity of the experiment allows students to study chiral concepts, physicochemical and spectroscopic properties of the compounds, and HPLC determinations. Mahler, Graciela; Davyt, Danilo; Gordon, Sandra; Incerti, Marcelo; Núñez, Ivana; Pezaroglo, Horacio; Scarone, Laura; Serra, Gloria; Silvera, Mauricio; Manta, Eduardo. J. Chem. Educ.2008, 85, 1652.
Chirality / Optical Activity |
Drugs / Pharmaceuticals |
HPLC |
Medicinal Chemistry |
Organosulfur Compounds |
Oxidation / Reduction |
Synthesis
Cocrystal Controlled Solid-State SynthesisMiranda L. Cheney, Michael J. Zaworotko, Steve Beaton, and Robert D. Singer Describes experiments that can easily be adapted to a typical undergraduate organic chemistry course and are inexpensive, relatively safe, require little or no solvent, have high atom economy, make use of non-toxic or low toxicity compounds, and generate negligible quantities of waste. Cheney, Miranda L.; Zaworotko, Michael J.; Beaton, Steve; Singer, Robert D. J. Chem. Educ.2008, 85, 1649.
Umami and ProteinsRobert Hetue A section of ChemPrime, the Chemical Educations Digital Library's free General Chemistry textbook.
Proteins / Peptides
ChemPaths 104 M Jan 31John W. Moore Today in Chem 104:
* Lecture: Biochemistry: Proteins
* Reading:
Kotz: Chemistry of Life (pp. 496-502);
Moore: Ch 3, Sec 11; Ch 12, Sec 7
* Biomolecules Tutorials
o Proteins 1 (including debriefing)
o Proteins 2 (including debriefing)
o Quiz due W Feb. 2, 11:55 PM)
* Homework #3 due by 11:55pm F Feb 4.
Proteins / Peptides
Polypeptide ChainsEd Vitz, John W. Moore A section of ChemPrime, the Chemical Educations Digital Library's free General Chemistry textbook.
