课程介绍 Course Introduction
学分:4 | 先修课:普通化学 | 学期:第二学期
本课程系统介绍有机化学的基本理论和方法,包括有机化合物的结构、命名、性质、合成及反应机理。内容涵盖烷烃、烯烃、炔烃、芳香烃、卤代烃、醇酚醚、醛酮醌、羧酸及其衍生物、胺类化合物、杂环化合物以及生物分子(糖类、脂类、氨基酸、蛋白质、核酸)。课程注重有机化学与生物医学的联系。
This course systematically introduces basic theories and methods of organic chemistry, including structure, nomenclature, properties, synthesis, and reaction mechanisms of organic compounds. Topics cover alkanes, alkenes, alkynes, aromatic hydrocarbons, alkyl halides, alcohols, phenols, ethers, aldehydes, ketones, carboxylic acids and derivatives, amines, heterocyclic compounds, and biomolecules. The course emphasizes connections to biomedicine.
Steps
Step 1
Biomolecule Category Selection and Structural Analysis
The core task of this step is to select an important class of biomolecules and systematically analyze their structural features and chemical properties. Choose from carbohydrates, lipids, amino acids/proteins, or nucleic acids for in-depth study, understanding structure-function relationships.
• Select one class from carbohydrates (monosaccharides, oligosaccharides, polysaccharides), lipids (fatty acids, triglycerides, phospholipids, sterols), amino acids & proteins, or nucleic acids (DNA, RNA); define specific research object (e.g., glucose, lecithin, insulin, DNA double helix)
• Structural feature analysis: analyze functional groups, chiral centers, stereochemistry (D/L configuration, α/β anomers), glycosidic/peptide/phosphodiester bond types, higher-order structures (secondary, tertiary, quaternary)
• Review literature on biological functions, cellular distribution, and metabolic pathways of this biomolecule class; write structural analysis report
Deliverable: Biomolecule structure analysis report (molecular structure diagrams, functional group analysis, stereochemical analysis, biological function overview) | Quality standard: Accurate and in-depth structural analysis, correct stereochemistry description, clear structure-function relationship explanation
Step 2
Bioorganic Reaction Mechanism Analysis
The core task of this step is to deeply analyze organic reaction mechanisms related to selected biomolecules and understand the organic chemistry nature of biological chemical reactions. Apply fundamental organic chemistry principles to explain metabolic transformations and functional mechanisms.
• Select 2-3 key bioorganic reactions: e.g., sugar oxidative degradation, fatty acid β-oxidation, transamination, peptide bond formation, phosphodiester bond formation in DNA replication
• Reaction mechanism analysis: use curved arrows for electron transfer; identify reaction types (SN1/SN2, nucleophilic addition-elimination, redox, etc.); identify key intermediates (enolates, tetrahedral intermediates, imines, etc.)
• Enzyme catalytic mechanism analysis: discuss how enzymes accelerate reactions through acid-base catalysis, covalent catalysis, metal ion catalysis; analyze roles of active site amino acid residues
Deliverable: Bioorganic reaction mechanism report (reaction equations, mechanism diagrams, electron pushing analysis, enzyme catalytic mechanism discussion) | Quality standard: Accurate mechanism analysis, correct electron pushing, in-depth enzyme mechanism discussion
Step 3
Chemical Property Experiment Design for Biomolecules
The core task of this step is to design chemical experiments to verify structural features and chemical properties of biomolecules. Based on functional group characteristics, select appropriate qualitative and quantitative analytical methods and design complete experimental protocols.
• Qualitative identification experiment design: select characteristic reactions based on functional groups (e.g., Fehling's reaction for reducing sugars, iodine reaction for starch, biuret reaction for proteins, ninhydrin reaction for amino acids); design procedures and expected phenomena
• Quantitative determination experiment design: choose colorimetric, titrimetric, or spectrophotometric methods; design complete workflow including standard curve preparation, sample measurement, and calculation methods
• List required reagents (Fehling's reagent, iodine-potassium iodide solution, biuret reagent, ninhydrin reagent, etc.), equipment (visible spectrophotometer, thermostatic water bath, centrifuge), and safety precautions
Deliverable: Biomolecule chemical property experiment protocol (qualitative identification experiments, quantitative determination experiments, reagent list, equipment list) | Quality standard: Scientific and reasonable experiment design, appropriate method selection, complete reagent/equipment list
Step 4
Comprehensive Analysis of In Vivo Chemical Behavior
The core task of this step is to comprehensively analyze the in vivo chemical behavior of biomolecules, including metabolic pathway transformations, interactions with other molecules, and changes in physiological/pathological processes. Connect organic chemistry knowledge with biological functions.
• Metabolic pathway analysis: trace biosynthesis and degradation pathways of the biomolecule in cells; identify key reaction steps and enzymes; classify reaction types by organic chemistry
• Molecular interaction analysis: discuss interaction modes with proteins, nucleic acids, membrane lipids (hydrogen bonds, hydrophobic interactions, ionic bonds, van der Waals forces); analyze structural complementarity
• Pathological change analysis: select a related disease (e.g., diabetes with glucose metabolism abnormality, hyperlipidemia with lipid metabolism disorder, gout with purine metabolism abnormality); analyze relationship between biomolecule chemical property changes and disease
Deliverable: Comprehensive in vivo chemical behavior analysis report (metabolic pathway diagrams, molecular interaction analysis, disease association discussion) | Quality standard: Systematic and comprehensive analysis, strong chemistry-biology connection, clear disease mechanism explanation
Step 5
Research Report Writing and Summary
The core task of this step is to write a complete research report systematically presenting biomolecule structure analysis, reaction mechanisms, chemical properties, and in vivo behavior. The report should demonstrate application of organic chemistry principles in biomedicine.
• Write research report following academic standards: abstract, introduction, biomolecule structure analysis, organic reaction mechanisms, chemical property experiment design, in vivo chemical behavior analysis, discussion and conclusion, references; minimum 3000 words
• Create high-quality chemical structure diagrams: use ChemDraw to draw molecular structures, reaction schemes, mechanism diagrams, metabolic pathway diagrams; accurate stereochemistry representation; clear figure captions
• Summary and outlook: summarize organic chemical characteristics of this biomolecule class; discuss research progress and future directions of bioorganic chemistry; connect to pharmaceutical application prospects
Deliverable: Complete research report (PDF format with structure analysis, mechanism discussion, experiment design, in vivo behavior analysis), chemical structure image collection | Quality standard: Complete structure, accurate organic chemistry principle application, in-depth analysis, professional and standard
Steps
Step 1
Biomolecule Category Selection and Structural Analysis
The core task of this step is to select an important class of biomolecules and systematically analyze their structural features and chemical properties. Choose from carbohydrates, lipids, amino acids/proteins, or nucleic acids for in-depth study, understanding structure-function relationships. The structural features of biomolecules determine their chemical behavior and biological functions in vivo.
• Select one class from carbohydrates (monosaccharides, oligosaccharides, polysaccharides), lipids (fatty acids, triglycerides, phospholipids, sterols), amino acids & proteins, or nucleic acids (DNA, RNA); define specific research object (e.g., glucose, lecithin, insulin, DNA double helix)
• Structural feature analysis: analyze functional groups, chiral centers, stereochemistry (D/L configuration, α/β anomers), glycosidic/peptide/phosphodiester bond types, higher-order structures (secondary, tertiary, quaternary)
• Review literature on biological functions, cellular distribution, and metabolic pathways of this biomolecule class; write structural analysis report
Deliverable: Biomolecule structure analysis report (molecular structure diagrams, functional group analysis, stereochemical analysis, biological function overview) | Quality standard: Accurate and in-depth structural analysis, correct stereochemistry description, clear structure-function relationship explanation
Step 2
Bioorganic Reaction Mechanism Analysis
The core task of this step is to deeply analyze organic reaction mechanisms related to selected biomolecules and understand the organic chemistry nature of biological chemical reactions. Apply fundamental organic chemistry principles (nucleophilic substitution, electrophilic addition, elimination, redox, etc.) to explain metabolic transformations and functional mechanisms. Enzyme-catalyzed reactions are central to bioorganic chemistry.
• Select 2-3 key bioorganic reactions: e.g., sugar oxidative degradation, fatty acid β-oxidation, transamination, peptide bond formation, phosphodiester bond formation in DNA replication
• Reaction mechanism analysis: use curved arrows for electron transfer; identify reaction types (SN1/SN2, nucleophilic addition-elimination, redox, etc.); identify key intermediates (enolates, tetrahedral intermediates, imines, etc.)
• Enzyme catalytic mechanism analysis: discuss how enzymes accelerate reactions through acid-base catalysis, covalent catalysis, metal ion catalysis; analyze roles of active site amino acid residues
Deliverable: Bioorganic reaction mechanism report (reaction equations, mechanism diagrams, electron pushing analysis, enzyme catalytic mechanism discussion) | Quality standard: Accurate mechanism analysis, correct electron pushing, in-depth enzyme mechanism discussion
Step 3
Chemical Property Experiment Design for Biomolecules
The core task of this step is to design chemical experiments to verify structural features and chemical properties of biomolecules. Based on functional group characteristics, select appropriate qualitative and quantitative analytical methods and design complete experimental protocols. Experimental design should demonstrate application of organic chemistry principles in biomolecule analysis.
• Qualitative identification experiment design: select characteristic reactions based on functional groups (e.g., Fehling's reaction for reducing sugars, iodine reaction for starch, biuret reaction for proteins, ninhydrin reaction for amino acids); design procedures and expected phenomena
• Quantitative determination experiment design: choose colorimetric, titrimetric, or spectrophotometric methods; design complete workflow including standard curve preparation, sample measurement, and calculation methods
• List required reagents (Fehling's reagent, iodine-potassium iodide solution, biuret reagent, ninhydrin reagent, etc.), equipment (visible spectrophotometer, thermostatic water bath, centrifuge), and safety precautions
Deliverable: Biomolecule chemical property experiment protocol (qualitative identification experiments, quantitative determination experiments, reagent list, equipment list) | Quality standard: Scientific and reasonable experiment design, appropriate method selection, complete reagent/equipment list
Step 4
Comprehensive Analysis of In Vivo Chemical Behavior
The core task of this step is to comprehensively analyze the in vivo chemical behavior of biomolecules, including metabolic pathway transformations, interactions with other molecules, and changes in physiological/pathological processes. Connect organic chemistry knowledge with biological functions to understand the chemical essence of life processes at the molecular level.
• Metabolic pathway analysis: trace biosynthesis and degradation pathways of the biomolecule in cells; identify key reaction steps and enzymes; classify reaction types by organic chemistry
• Molecular interaction analysis: discuss interaction modes with proteins, nucleic acids, membrane lipids (hydrogen bonds, hydrophobic interactions, ionic bonds, van der Waals forces); analyze structural complementarity
• Pathological change analysis: select a related disease (e.g., diabetes with glucose metabolism abnormality, hyperlipidemia with lipid metabolism disorder, gout with purine metabolism abnormality); analyze relationship between biomolecule chemical property changes and disease
Deliverable: Comprehensive in vivo chemical behavior analysis report (metabolic pathway diagrams, molecular interaction analysis, disease association discussion) | Quality standard: Systematic and comprehensive analysis, strong chemistry-biology connection, clear disease mechanism explanation
Step 5
Research Report Writing and Summary
The core task of this step is to write a complete research report systematically presenting biomolecule structure analysis, reaction mechanisms, chemical properties, and in vivo behavior. The report should demonstrate application of organic chemistry principles in biomedicine and the ability to understand life phenomena at the molecular level. Report writing is comprehensive training in scientific thinking and communication.
• Write research report following academic standards: abstract, introduction, biomolecule structure analysis, organic reaction mechanisms, chemical property experiment design, in vivo chemical behavior analysis, discussion and conclusion, references; minimum 3000 words
• Create high-quality chemical structure diagrams: use ChemDraw to draw molecular structures, reaction schemes, mechanism diagrams, metabolic pathway diagrams; accurate stereochemistry representation; clear figure captions
• Summary and outlook: summarize organic chemical characteristics of this biomolecule class; discuss research progress and future directions of bioorganic chemistry; connect to pharmaceutical application prospects
Deliverable: Complete research report (PDF format with structure analysis, mechanism discussion, experiment design, in vivo behavior analysis), chemical structure image collection | Quality standard: Complete structure, accurate organic chemistry principle application, in-depth analysis, professional and standard