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维基百科

赤堀氨基酸反应

十二月 27, 2023

赤堀氨基酸反应（Akabori amino acid reaction）有两种：

  1. α-氨基酸在加热时被氧化性糖氧化。
  1. α-氨基酸及其酯类被钠汞齐在氯化氢的乙醇溶液中还原，生成 α-氨基醛。

There are several Akabori amino acid reactions, which are named after Shirō Akabori (jap. 赤堀 四郎) (1900–1992), a Japanese chemist.

In the first reaction, an α-amino acid is oxidised and undergoes decarboxylation to give an aldehyde at the former α position by heating with oxygen in the presence of a reducing sugar.[1][2] This reaction is useful for preparing dichlorophthalimido derivatives[具体情况如何？] of peptides for mass spectral analysis.[3]

In the second reaction, an α-amino acid, or an ester of it, is reduced by sodium amalgam and ethanolic HCl to give an α-amino aldehyde.[4][5] This process is conceptually similar to the Bouveault–Blanc reduction[6][7][8] except that it stops at the aldehyde stage rather than reducing the ester all the way to two alcohols.

参见 编辑

参考资料 编辑

  1. ^ S. Akabori. Studies on amino acids and its derivatives. I. Oxidation of sugars for α-amino acids. J. Chetn. Soc. Japan, Pure Chem. Sect. 1931, 52: 606–810. 
  2. ^ S. Akabori. Oxydativer Abbau von α-Amino-säuren durch Zucker. Chem. Ber. 1933, 66 (2): 143. doi:10.1002/cber.19330660213 （德语）. 
  3. ^ Akabori Amino Acid Reaction. Comprehensive Organic Name Reactions and Reagents. 2010, 8: 29–32. doi:10.1002/9780470638859.conrr008. 
  4. ^ A. Lawson, H.V. Motley. 2-Mercaptoglyoxalines. Part IX. The preparation of 1 : 5-disubstituted 2-mercaptoglyoxalines from α-amino-acids. J. Chem. Soc. 1955: 1695. doi:10.1039/jr9550001695. 
  5. ^ A. Lawson. 63. The reaction of cyanamide with α-amino-acetals and α-amino-aldehydes. J. Chem. Soc. 1956: 307. doi:10.1039/jr9560000307. 
  6. ^ Bouveault, Louis; Blanc, Gustave Louis. Préparation des alcools primaires au moyen des acides correspondants [Preparation of primary alcohols by means of the corresponding acids]. Compt. Rend. 1903, 136: 1676–1678 [2019-03-08]. （原始内容于2019-03-27） （法语）. 
  7. ^ Bouveault, Louis; Blanc, Gustave Louis. Préparation des alcools primaires au moyen des acides correspondants [Preparation of primary alcohols by means of the corresponding acids]. Compt. Rend. 1903, 137: 60–62 （法语）. 
  8. ^ Bouveault, Louis; Blanc, Gustave Louis. Transformation des acides monobasiques saturés dans les alcools primaires correspondants [Transforming saturated monobasic acids into the corresponding primary alcohols]. Bull. Soc. Chim. Fr. 1904, 31: 666–672 [2019-03-08]. （原始内容于2019-11-15） （法语）. 

参考资料 编辑

  1. S. Akabori, J. Chem. Soc. Japan, 52, 606(1931); Ber, 66, 143,151(1933); J. Chem. Soc. Japan, 64, 608(1943)
  2. E. Takagi, et al., J. Pharm. Soc. Japan, 71, 648(1951); 72,812(1952)
  3. A. Lawson, H.V. Motley, J. Chem. Soc., 1955, 1695
  4. A. Lawson, J. Chem. Soc. 1956, 307
  5. Reference Source（页面存档备份，存于互联网档案馆）

十二月 27, 2023
赤堀氨基酸反应, 此條目翻譯品質不佳, 2021年4月16日, 翻譯者可能不熟悉中文或原文語言, 也可能使用了機器翻譯, 請協助翻譯本條目或重新編寫, 并注意避免翻译腔的问题, 明顯拙劣的翻譯請改掛, href, template, html, class, redirect, title, template, href, wikipedia, html, class, redirect, title, wikipedia, 提交刪除, akabori, amino, acid, reaction, 有两种, 氨基. 此條目翻譯品質不佳 2021年4月16日 翻譯者可能不熟悉中文或原文語言 也可能使用了機器翻譯 請協助翻譯本條目或重新編寫 并注意避免翻译腔的问题 明顯拙劣的翻譯請改掛 a href Template D html class mw redirect title Template D d a a href Wikipedia CSD html G13 class mw redirect title Wikipedia CSD G13 a 提交刪除 赤堀氨基酸反应 Akabori amino acid reaction 有两种 a 氨基酸在加热时被氧化性糖氧化 a 氨基酸及其酯类被钠汞齐在氯化氢的乙醇溶液中还原 生成 a 氨基醛 There are several Akabori amino acid reactions which are named after Shirō Akabori jap 赤堀 四郎 1900 1992 a Japanese chemist In the first reaction an a amino acid is oxidised and undergoes decarboxylation to give an aldehyde at the former a position by heating with oxygen in the presence of a reducing sugar 1 2 This reaction is useful for preparing dichlorophthalimido derivatives 具体情况如何 of peptides for mass spectral analysis 3 In the second reaction an a amino acid or an ester of it is reduced by sodium amalgam and ethanolic HCl to give an a amino aldehyde 4 5 This process is conceptually similar to the Bouveault Blanc reduction 6 7 8 except that it stops at the aldehyde stage rather than reducing the ester all the way to two alcohols 参见 编辑化学反应列表参考资料 编辑 S Akabori Studies on amino acids and its derivatives I Oxidation of sugars for a amino acids J Chetn Soc Japan Pure Chem Sect 1931 52 606 810 S Akabori Oxydativer Abbau von a Amino sauren durch Zucker Chem Ber 1933 66 2 143 doi 10 1002 cber 19330660213 德语 Akabori Amino Acid Reaction Comprehensive Organic Name Reactions and Reagents 2010 8 29 32 doi 10 1002 9780470638859 conrr008 A Lawson H V Motley 2 Mercaptoglyoxalines Part IX The preparation of 1 5 disubstituted 2 mercaptoglyoxalines from a amino acids J Chem Soc 1955 1695 doi 10 1039 jr9550001695 A Lawson 63 The reaction of cyanamide with a amino acetals and a amino aldehydes J Chem Soc 1956 307 doi 10 1039 jr9560000307 Bouveault Louis Blanc Gustave Louis Preparation des alcools primaires au moyen des acides correspondants Preparation of primary alcohols by means of the corresponding acids Compt Rend 1903 136 1676 1678 2019 03 08 原始内容存档于2019 03 27 法语 Bouveault Louis Blanc Gustave Louis Preparation des alcools primaires au moyen des acides correspondants Preparation of primary alcohols by means of the corresponding acids Compt Rend 1903 137 60 62 法语 Bouveault Louis Blanc Gustave Louis Transformation des acides monobasiques satures dans les alcools primaires correspondants Transforming saturated monobasic acids into the corresponding primary alcohols Bull Soc Chim Fr 1904 31 666 672 2019 03 08 原始内容存档于2019 11 15 法语 参考资料 编辑S Akabori J Chem Soc Japan 52 606 1931 Ber 66 143 151 1933 J Chem Soc Japan 64 608 1943 E Takagi et al J Pharm Soc Japan 71 648 1951 72 812 1952 A Lawson H V Motley J Chem Soc 1955 1695 A Lawson J Chem Soc 1956 307 Reference Source 页面存档备份 存于互联网档案馆 取自 https zh wikipedia org w index php title 赤堀氨基酸反应 amp oldid 65227657, 维基百科，wiki，书籍，书籍，图书馆，

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