Strecker degradation: Difference between revisions
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The '''Strecker degradation''' is a chemical reaction which converts an α-[[amino acid]] into an [[aldehyde]] containing the [[side chain]], by way of an [[imine]] intermediate. It is named after [[Adolph Strecker]], a German chemist. |
The '''Strecker degradation''' is a chemical reaction which converts an α-[[amino acid]] into an [[aldehyde]] containing the [[side chain]], by way of an [[imine]] intermediate. It is named after [[Adolph Strecker]], a German chemist. |
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The original observation by Strecker involved the use of [[alloxan]] as the oxidant |
The original observation by Strecker involved the use of [[alloxan]] as the oxidant in the first step,<ref>{{cite journal | title = Notiz über eine eigenthümliche Oxydation durch Alloxan | pages = 363–365 | doi = 10.1002/jlac.18621230312 | first = A | last = Strecker | journal =Annalen der Chemie | volume = 123 | issue = 2 | year =1862}}</ref> followed by [[hydrolysis]]: |
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:[[File:Strecker Degradation.png|500px]] |
:[[File:Strecker Degradation.png|500px]] |
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The reaction can take place using a variety of organic and inorganic reagents.<ref>{{cite journal | title = The Strecker Degradation of α-Amino Acids | pages = |
The reaction can take place using a variety of organic and inorganic reagents.<ref>{{cite journal | title = The Strecker Degradation of α-Amino Acids | pages = 261–277 | doi = 10.1021/cr60156a002 | first = Alexander | last = Schonberg | first2 = Radwan | last2 = Moubacher | journal = Chem. Rev. | volume = 50 | issue = 2 | year =1952}}</ref> |
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==References== |
==References== |
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Revision as of 19:36, 15 September 2012
The Strecker degradation is a chemical reaction which converts an α-amino acid into an aldehyde containing the side chain, by way of an imine intermediate. It is named after Adolph Strecker, a German chemist.
The original observation by Strecker involved the use of alloxan as the oxidant in the first step,[1] followed by hydrolysis:
The reaction can take place using a variety of organic and inorganic reagents.[2]
References
- ^ Strecker, A (1862). "Notiz über eine eigenthümliche Oxydation durch Alloxan". Annalen der Chemie. 123 (2): 363–365. doi:10.1002/jlac.18621230312.
- ^ Schonberg, Alexander; Moubacher, Radwan (1952). "The Strecker Degradation of α-Amino Acids". Chem. Rev. 50 (2): 261–277. doi:10.1021/cr60156a002.