SCES2262 : KIMIA BIOMOLEKUL BIOMOLECULE CHEMISTRY
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1 UNIVERSITI MALAYA UNIVERSITY F MALAYA PEPERIKSAAN IJAZAH SARJANA MUDA SAINS EXAMINATIN FR THE DEGREE F BACHELR F SCIENCE PEPERIKSAAN IJAZAH SARJANA MUDA SAINS DENGAN PENDIDIKAN EXAMINATIN FR THE DEGREE F BACHELR F SCIENCE WITH EDUCATIN SESI AKADEMIK 2012/2013 : SEMESTER 2 ACADEMIC SESSIN 2012/2013 : SEMESTER 2 SCES2262 : KIMIA BIMLEKUL BIMLECULE CHEMISTRY Jun 2013 June 2013 MASA : 2 jam TIME : 2 hours ARAHAN KEPADA CALN : INSTRUCTINS T CANDIDATES : Jawab SEMUA soalan. Answer ALL questions. (Kertas soalan ini mengandungi 10 soalan dalam 7 halaman yang dicetak) (This question paper consists of 10 questions on 7 printed pages)
2 1. Analisa formula struktur berikut. Examine the following structural formulas. H H * a m H b H 2 N H H (A) H NH n d * n c H H H H e h f H (B) H g NH 2 k (C) (D) (E) Manakah diantara di atas merupakan gula penurun? Which of these are reducing sugars? Kelaskan karbohidrat di atas kepada tiga kategori mengikut kekompleksannya? Classify the carbohydrates above into three categories according to their complexity. (d) Yang manakah building block karbohidrat di atas adalah ketosa? Which of the carbohydrate building blocks are ketoses? Manakah building block karbohidrat di atas yang bukan pentosa atau heksosa? Kelaskan gula ini. Which carbohydrate building blocks are neither pentose nor hexose. Classify these sugars. (12 markah/marks) 2/7
3 2. Lyxosa adalah suatu aldopentosa dengan konfigurasi stereokimia (AAB). Lyxose is a aldopentose with a stereochemical configuration of (AAB). Lukis unjuran Fischer bagi 5-deoksi-D-lyxosa. Draw the Fischer projection of 5-deoxy-D-lyxose. Bina unjuran Haworth bagi 5-deoksi- -D-lyxofuranosa. Construct the Haworth projection of 5-deoxy- -D-lyxofuranose. Tentukan konfigurasi mutlak bagi C-3 dan C-4 dalam 5-deoksi-D-lyxosa. Assign the absolute configuration for C-3 and C-4 in 5-deoxy-D-lyxose. 3. Pertimbangkan tindak balas berikut. Consider the following reaction. H H + H 3 C CH 3 Beri keadaan tindak balas dan tulis mekanisma untuk tindak balas di atas, dengan pertimbangan hasil piranosida sahaja. Provide the reaction conditions and write the mechanism for the reaction above considering pyranoside products only. Sebatian manakah merupakan hasil utama? Jelaskan. Which is the major product? Explain. Mengapakah tindak balas ini tidak berlaku, jika 2-propanol digantikan oleh dekanol. Why does the reaction not work, if 2-propanol is replaced by decanol. 4. Jelaskan pasangan bes Watson-Crick dalam asid nukleik dan jelaskan bagaimana asid nukleik boleh encode turutan protein di dalam genom. Explain the Watson-Crick base pairing in nucleic acid and describe how nucleic acids can encode protein sequences in the genome. 3/7
4 Nyatakan dan jelaskan perbezaan struktur ribosa dalam DNA dan RNA berdasarkan peranan biologi asid nukleik yang berbeza. Gunakan formula struktur yang dipermudahkan untuk menjelaskan jawapan anda. Indicate and explain the structural difference of the ribose in DNA and RNA based on the biological role of the different nucleic acids. Use simplified structural formulas to illustrate your answer. 5. Berikan turutan tindak balas untuk sintesis Strecker untuk menghasilkan fenilalanina dari benzaldehid Provide the reaction sequence for the Strecker synthesis of phenylalanine from benzaldehyde. Mengapa sintesis Strecker tidak sesuai untuk pengeluaran asid amino farmaseutikal? Why is the Strecker synthesis not suitable for a pharmeceutical production of amino acids? (6 markah/marks) 6. Berikan turutan tindak balas keseluruhan untuk sintesis fasa pepejal Merryfield bagi dipeptida (L) Ala-(L)-Phe. (Ala (alanina) = 2-amino-propanoik asid, Phe = 3-phenyl-alanina) Provide the entire reaction sequence for the Merryfield solid phase synthesis of the dipeptide (L)-Ala-(L)-Phe. (Ala (alanine) = 2-amino-propanoic acid, Phe = 3-phenyl-alanine). Berikan mekanisme tindak balas bagi gandingan dua building block asid amino di atas dengan menggunakan DCC. Give the reaction mechanism for the DCC-mediated coupling of the two amino acid building blocks. (12 markah/marks) 7. Apakah pendorong untuk struktur sekunder protein dan bagaimana dua jenis struktur tersebut berbeza daripada satu sama lain? Jelaskan jawapan anda dalam gambarajah yang sesuai. What is the driving force for the secondary structure of proteins and how do the two different structure types differ from each other? Illustrate your answer with suitable figures. Nyatakan semua jenis interaksi yang menentu struktur tertiari protein. Indicate all interaction types that account for the tertiary structure of proteins. 4/7
5 Jelaskan konsep analisis turutan protein yang menggunakan reagen Edman tanpa butiran kimia. Describe the concept of the protein sequence analysis using Edman s reagent without chemical details. 8. Dengan merujuk kepada Jadual 1 dibawah, lukiskan asid lemak berikut; Asid palmitik dan asid linolik. By referring to table 1 below, draw the following fatty acids: Palmitic acid and linoleic acid. Jadual 1: Asid lemak penting dalam trigliserida. Table 1: The most important fatty acids in triglycerides Mengapakah asid lemak tepu adalah pepejal pada suhu bilik sementara asid lemak tak tepu adalah cecair pada suhu bilik? Why are saturated fatty acids solid at room temperature while unsaturated fatty acids are liquid at room temperature? 5/7
6 Mengapa molekul-molekul berikut penting dalam biosintesis asid lemak. Terangkan dua dari yang berikut. Why are the following molecules important in the biosynthesis of fatty acids. Explain two of the following (i) (ii) (iii) (iv) NADPH NADPH Asetil koenzim A Acetyl coenzyme A Malonil koenzim A Malonyl coenzyme A Propionil koenzim A Propionyl coenzyme A (4 markah/marks) 9. Mengapa kolesterol penting untuk badan? Why is cholesterol important to the body? 6/7
7 Kebanyakan kolesterol dalam badan digunakan dalam sintesis garam hempedu. Tunjukkan biosintesis glikokolat daripada 7- hydroksikolesterol. Most of the cholesterol in the body is used to synthesize bile salts. Show the biosynthesis of glycocolate from 7- -hydroxycholesterol. (7 markah/marks) 10. Jelaskan yang berikut Explain the following HDL dan LDL ialah lipoprotein plasma HDL and LDL are plasma lipoproteins (4 markah/marks) Perbezaan di antara lilin dan minyak sayur atau lemak binatang The difference between wax and vegetable oil or animal fat. Eikosanoid-prostaglandin, thromboksana, leukotriena. Eicosanoid-prostaglandins, thromboxanes, leukotrienes. TAMAT END 7/7
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