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Team Project Chemicals- Tryptophan. 組員: 林瑋耿 , 吳東耘 , 許博凱 , 彭嘉冠. Tryptophan. Molecular formula C 11 H 12 N 2 O 2 Molecular weight 204.23 Isoelectric point pH 5.89 CAS number 73-22-3. Functional group : indole. Where to get it ?. Tryptophan was available in health food
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Team ProjectChemicals- Tryptophan 組員: 林瑋耿, 吳東耘, 許博凱, 彭嘉冠 System Biology
Tryptophan • Molecular formula • C11H12N2O2 • Molecular weight • 204.23 • Isoelectric point • pH 5.89 • CAS number • 73-22-3 Functional group : indole System Biology
Where to get it ? • Tryptophan was available in health food • Banana, milk, fish, and etc. … System Biology
What are its usage ? • Tryptophan is effective sleep aid. • It shows considerable promise as an antidepressant. • Other promising indications include reduce some emotional disorders. • Impulsive, violent, and etc. disorders System Biology
Cont. • 人類必需胺基酸之一種 (無法自行合成) • 合成serotonin的原料, 是神經傳導物質之一種, 能抑制食慾產生飽足感 • 合成melatonin的原料, 能幫助睡眠, 安定心情, 增強免疫力, 常被用來調整時差 • Serotonin和melatonin的量會隨著日夜而波動, 推測與生理時鐘的調節有關 • 維生素B3 (菸鹼酸, niacin) 的原料, 作為輔脢 (coenzyme) 幫助代謝作用進行 • 植物生長激素IAA (auxin) 的原料 System Biology
NAD+ & NADH 2e- + 2H+ System Biology
Tryptophan Biosynthesis System Biology
Inhibited by L-tryptophan 1 Inhibited by L-tyrosine Inhibited by L-phenyalanine 2 3 4 5 1- Phospho-2-dehydro-3-deoxyheptonate aldolase [EC:2.5.1.54] 2- 3-dehydroquinate synthase [EC:4.2.3.4] 3- 3-dehydroquinate dehydratase (3-dehydroquinase)[EC:4.2.1.10] Enolase[EC:4.2.1.11] 4- shikimate 5-dehydrogenase [EC:1.1.1.25] 5- shikimate kinase II (SKII) [EC:2.7.1.71] 6- 3-phosphoshikimate 1-carboxyvinyltransferase [EC:2.5.1.19] 7- chorismate synthase [EC:4.2.3.5] 6 7 System Biology
9 Inhibited by L-tryptophan 8 11 10 8 & 9- anthranilate phosphoribosyltransferase / anthranilate synthasecomponent II [EC:2.4.2.18, 4.1.3.27] 10 & 11- indole-3-glycerol phosphate synthase (IGPS) /N-(5'-phospho-ribosyl)anthranilate isomerase (PRAI) [EC:4.1.1.48,5.3.1.24] 12- tryptophan synthase [EC:4.2.1.20] 12 System Biology
Tryptophan operon in E.coli trpD + trpE = enzyme 8 & 9 trpC = enzyme 10 & 11 trpA + trpB = enzyme 12 Control the 5 reactions from chorismate to tryptophan !! System Biology
Trp operon mechanism System Biology
References • KEGG: http://www.genome.jp/kegg/ • EcoCyc: http://www.ecocyc.com/ • free encyclopedia: http://en.wikipedia.org/wiki/Main_Page System Biology
The End System Biology