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Semisynthesis

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274:, whose aim is to arrive at a target molecule from low-molecular-weight, inexpensive starting materials, often petrochemicals or minerals. While there is no hard-and-fast division between total synthesis and semisynthesis, which rather differ in the degree of engineered synthesis that is used, many commodity precursor molecules with complex or fragile functional groups are much cheaper in practice to extract from an organism than to prepare from simple precursors only. Hence, methods of semisynthesis are applied when a needed precursor molecule is too structurally complex, too costly, or too difficult to produce by total synthesis. 165: 1708: 741: 179: 1732: 765: 25: 1744: 1720: 753: 222:. In contrast, engineered chemical synthesis is necessarily simpler, with a lower chemical diversity in each reaction, than the incredibly-diverse biosynthesis pathways that are crucial to life. 210:
Drugs derived from natural sources are usually produced by isolation from the natural source or, as described here, by semisynthesis from such an isolated agent. From the viewpoint of
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Semisynthesis, when it is used in drug discovery, aims to retain the sought-after medicinal activity while other molecule characteristics are altered, such as those that affect its
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from simple starting materials. Semisynthesis is a means of preparing many medicines more cheaply than by total synthesis since fewer chemical steps are necessary.
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material) as the starting materials to produce novel compounds with distinct chemical and medicinal properties. The novel compounds generally have a high
233:, in which certain biosynthetic pathways can generate groups and structures with minimal economic input that would be prohibitive via total synthesis. 174:. Installation of the necessary side chain and acetyl group of paclitaxel by a short series of steps, starting from isolated 10-deacetylbaccatine III. 423:
Boehm M, Fuenfschilling PC, Krieger M, Kuesters E, Struber, F (2007). "An Improved Manufacturing Process for the Antimalaria Drug Coartem. Part I".
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Examples of practical application of the use of semisynthesis include in the groundbreaking historic case of the isolation of the antibiotic
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are remarkable chemical factories that can easily produce structurally-complex chemical compounds by
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Further examples of semisynthesis include the early commercial production of the anti-cancer agent
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in a few chemical steps. In that regard, semisynthesis stands in contrast with the approach of
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The Story of Taxol: Nature and Politics in the Pursuit of an Anti-Cancer Drug
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at the meeting point between engineered and biological chemical synthesis.
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are much easier to prepare by engineered synthesis than others, such as
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or a complex molecular structure, more so than those produced by
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Nelson ML, Levy SB (2011). "The History of the Tetracyclines".
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and the semisyntheses of the further novel antibiotics
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from 10-deacetylbaccatin isolated from the needles of
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Cambridge University Press. pp. 100f. 8: 804: 790: 782: 584: 570: 562: 473:Annals of the New York Academy of Sciences 542: 448: 446: 388: 386: 251:are all used as sources for those tricky 109:Learn how and when to remove this message 382: 7: 1719: 752: 47:adding citations to reliable sources 1743: 531:Current Opinion in Chemical Biology 351:Production of cephalopsporins from 302:(European yew), the preparation of 14: 310:isolated from fungal cultures of 1742: 1730: 1718: 1707: 1706: 763: 751: 740: 739: 493:10.1111/j.1749-6632.2011.06354.x 23: 357:Production of penicillins from 34:needs additional citations for 1: 1071:Interface and colloid science 825:Glossary of chemical formulae 454:"Welcome to Chemistry World" 363:Production of steroids from 1348:Bioorganometallic chemistry 835:List of inorganic compounds 727:Volume combustion synthesis 1792: 1274:Dynamic covalent chemistry 1245:Enantioselective synthesis 1225:Physical organic chemistry 1178:Organolanthanide chemistry 657:Enantioselective synthesis 544:10.1016/j.cbpa.2016.03.011 126:partial chemical synthesis 16:Type of chemical synthesis 1702: 863:Electroanalytical methods 820: 735: 662:Fully automated synthesis 607:Artificial gene synthesis 522:Liu F, Myers, AG (2016). 318:from naturally-occurring 1618:Nobel Prize in Chemistry 1534:Supramolecular chemistry 1173:Organometallic chemistry 637:Custom peptide synthesis 1556:Combinatorial chemistry 1467:Food physical chemistry 1430:Environmental chemistry 1314:Bioorthogonal chemistry 1240:Retrosynthetic analysis 1061:Chemical thermodynamics 1044:Spectroelectrochemistry 987:Computational chemistry 255:, including the use of 1628:of element discoveries 1474:Agricultural chemistry 1462:Carbohydrate chemistry 1353:Bioinorganic chemistry 1218:Alkane stereochemistry 1163:Coordination chemistry 992:Mathematical chemistry 858:Instrumental chemistry 717:Solvothermal synthesis 667:Hydrothermal synthesis 207: 175: 1623:Timeline of chemistry 1520:Post-mortem chemistry 1505:Clandestine chemistry 1435:Atmospheric chemistry 1358:Biophysical chemistry 1190:Solid-state chemistry 1140:Equilibrium chemistry 1049:Photoelectrochemistry 712:Solid-phase synthesis 425:Org. Process Res. Dev 225:As a result, certain 200:potassium borohydride 181: 167: 1613:History of chemistry 1568:Chemical engineering 1343:Bioorganic chemistry 1093:Structural chemistry 830:List of biomolecules 632:Convergent synthesis 612:Biomimetic synthesis 371:ursodeoxycholic acid 43:improve this article 1776:Medicinal chemistry 1636:The central science 1590:Ceramic engineering 1515:Forensic toxicology 1488:Chemistry education 1386:Radiation chemistry 1368:Interdisciplinarity 1321:Medicinal chemistry 1259:Fullerene chemistry 1135:Microwave chemistry 1004:Molecular mechanics 999:Molecular modelling 647:Divergent synthesis 485:2011NYASA1241...17N 479:(December): 17–32. 285:, doxycycline, and 253:precursor molecules 1771:Chemical synthesis 1679:Chemical substance 1541:Chemical synthesis 1510:Forensic chemistry 1391:Actinide chemistry 1333:Clinical chemistry 1014:Molecular geometry 1009:Molecular dynamics 964:Elemental analysis 917:Separation process 593:Chemical synthesis 212:chemical synthesis 208: 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"Semisynthesis"
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chemical synthesis
chemical compounds
natural sources
microbial
plant
molecular weight
total synthesis

paclitaxel

lactone
artemisinin
acetal
reduction
potassium borohydride
methoxylation
chemical synthesis
living organisms
biosynthesis

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