transamination

• アミノ基転移、アミノ交換

関

transaminate

　 　

WordNet

1. the process of transfering an amino group from one compound to another
2. the process of transposing an amino group within a chemical compound
3. undergo transfer from one compound to another; "amino groups can transaminate"
4. change (an amino group) by transferring it from one compound to another

Wikipedia preview

出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2012/09/30 17:46:27」(JST)

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Aminotransfer reaction between an amino acid and an alpha-keto acid

Transamination (or aminotransfer) is a chemical reaction between two molecules. One is an amino acid, which contains an amine (NH₂) group. The other is a keto acid, which contains a keto (=O) group. In transamination, the NH₂ group on one molecule is exchanged with the =O group on the other molecule. The amino acid becomes a keto acid, and the keto acid becomes an amino acid.

Transamination in biochemistry is accomplished by enzymes called transaminases or aminotransferases. This process is an important step in the synthesis of some non-essential amino acids (amino acids that can be synthesized de novo by the organism). The chirality of an amino acid is determined during transamination. This reaction uses the coenzyme PLP, and has been shown to be a kinetically perfect reaction. The product of transamination reactions depend on the availability of alpha-keto acids. The products usually are either alanine, aspartate or glutamate, since their corresponding alpha-keto acids are produced through metabolism of fuels.

Lysine and threonine are the only two amino acids that do not always undergo transamination.

The second type of transamination reaction, which can be described as a nucleophilic substitution of one amine or amide anion on an amine or ammonium salt. For example, the attack of a primary amine by a primary amide anion can be used to prepare secondary amines:

RNH₂ + R'NH⁻ → RR'NH + NH₂⁻

Symmetric secondary amines can be prepared using Raney nickel (2RNH₂ → R₂NH + NH₃). And finally, quaternary ammonium salts can be dealkylated using ethanolamine:

R₄N⁺ + NH₂CH₂CH₂OH → R₃N + RN⁺H₂CH₂CH₂OH

References

External links

• Overview of amino acid synthesis
• The chemical logic behind aminoacid degradation and the urea cycle

UpToDate Contents

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English Journal

• Highly Fluorinated Tris(indazolyl)borate Silylamido Complexes of the Heavier Alkaline Earth Metals: Synthesis, Characterization, and Efficient Catalytic Intramolecular Hydroamination.

• Romero N1, Roşca SC, Sarazin Y, Carpentier JF, Vendier L, Mallet-Ladeira S, Dinoi C, Etienne M.
• Chemistry (Weinheim an der Bergstrasse, Germany).Chemistry.2015 Mar 2;21(10):4115-25. doi: 10.1002/chem.201405454. Epub 2015 Jan 23.
• Heteroleptic silylamido complexes of the heavier alkaline earth elements calcium and strontium containing the highly fluorinated 3-phenyl hydrotris(indazolyl)borate {F12 -Tp(4Bo, 3Ph) }(-) ligand have been synthesized by using salt metathesis reactions. The homoleptic precursors [Ae{N(SiMe3 )2 }2
• PMID 25620111

• A Metalloenzyme-Like Catalytic System for the Chemoselective Oxidative Cross-Coupling of Primary Amines to Imines under Ambient Conditions.

• Largeron M1, Fleury MB.
• Chemistry (Weinheim an der Bergstrasse, Germany).Chemistry.2015 Feb 23;21(9):3815-20. doi: 10.1002/chem.201405843. Epub 2015 Jan 21.
• The direct oxidative cross-coupling of primary amines is a challenging transformation as homocoupling is usually preferred. We report herein the chemoselective preparation of cross-coupled imines through the synergistic combination of low loadings of Cu(II) metal-catalyst and o-iminoquinone organoca
• PMID 25643811

• Progress in asymmetric biomimetic transamination of carbonyl compounds.

• Xie Y1, Pan H, Liu M, Xiao X, Shi Y.
• Chemical Society reviews.Chem Soc Rev.2015 Feb 3. [Epub ahead of print]
• Transamination of α-keto acids with transaminases and pyridoxamine phosphate is an important process to form optically active α-amino acids in biological systems. Various biomimetic transamination systems have been developed for carbonyl compounds including α-keto acid derivatives, fluoroalkyl ke
• PMID 25645264

• Directed evolution of the substrate specificity of dialkylglycine decarboxylase.

• Taylor JL1, Price JE1, Toney MD2.
• Biochimica et biophysica acta.Biochim Biophys Acta.2015 Feb;1854(2):146-55. doi: 10.1016/j.bbapap.2014.12.003. Epub 2014 Dec 10.
• Dialkylglycine decarboxylase (DGD) is an unusual pyridoxal phosphate dependent enzyme that catalyzes decarboxylation in the first and transamination in the second half-reaction of its ping-pong catalytic cycle. Directed evolution was employed to alter the substrate specificity of DGD from 2-aminoiso
• PMID 25500286

Japanese Journal

• β-Aryl-β-amino acid aminotransferase from Variovorax sp. JH2 is useful for enantioselective β-phenylalanine production

• Hibi Makoto,Mano Junichi,Hagishita Tairo,Shima Jun,Shimizu Sakayu,Ogawa Jun
• Biocatalysis and Agricultural Biotechnology 1(3), 253-258, 2012-07-00
• … The enzyme was useful for (R)-β-phenylalanine production from racemic β-phenylalanine by enantioselective decomposition of (S)-β-phenylalanine through transamination. … (S)-β-Phenylalanine and (S)-3-amino-3-(3-pyridyl)propionate served as good amino-donors in the transamination and 2-oxoglutarate, oxaloacetate, pyruvate, and 1,3-acetonedicarboxylate served as amino-acceptors. …
• NAID 120004161064

• Bacterial surface Display of a Co-Factor Containing Enzyme, ω-Transaminase from Vibrio fluvialis Using the Bacillus subtilis Spore Display System

• Hwang Bum-Yeol,Kim Byung-Gee,Kim June-Hyung
• Bioscience, biotechnology, and biochemistry 75(9), 1862-1865, 2011-09-23
• … To improve the conventional bacterial surface display systems and to display a co-factor containing enzyme, ω-transaminase from <I>Vibrio fluvialis</I>, which needs pyridoxal phosphate (PLP) for efficient transamination, <I>Bacillus subtilis</I> …
• NAID 10029757860

• Atomic Layer Deposition of Thin VNx Film from Tetrakis(diethylamido)vanadium Precursor

• Takeyama Mayumi B.,Sato Masaru,Sudoh Hiroshi,Machida Hideaki,Ito Shun,Aoyagi Eiji,Noya Atsushi
• Jpn J Appl Phys 50(5), 05EA06-05EA06-2, 2011-05-25
• … A low carbon impurity level (${\sim}6$ at.%) is achieved owing to acceleration of the transamination between the V(NR2)4 precursor and NH3. …
• NAID 150000102878

• A method for selective isolation of N-terminal peptide from N-blocked protein by the combination of AspN digestion, transamination, and tosylhydrazine glass treatment

• SONOMURA Kazuhiro,KUYAMA Hiroki,MATSUO Ei-ichi,TSUNASAWA Susumu,FUTAKI Shiroh,NISHIMURA Osamu
• Peptide science : proceedings of the ... Japanese Peptide Symposium 2010, 286, 2011-03-01
• NAID 10028238214

Related Links

• transamination - definition of transamination by Medical dictionary

transamination /trans·am·i·na·tion/ (-am″ĭ-na´shun) the reversible exchange of amino groups between different amino acids. trans·am·i·na·tion (trăns-ăm′ə-nā′shən, trănz-) n. 1. Transfer of an amino group from one chemical compound ...

• Transamination | Define Transamination at Dictionary.com

transamination trans·am·i·na·tion (trāns-ām'ə-nā'shən, trānz-) n. Transfer of an amino group from one chemical compound to another. Transposition of an amino group within a chemical compound.

• Transamination dictionary definition | transamination defined

the transfer of an amino group from one molecule to another, usually by the action of a transaminase Origin of transamination trans- + amin(e) + -ation

Related Pictures

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★リンクテーブル★

リンク元	「アミノ転移」「アミノ基転移」「transaminate」「アミノ交換」

「アミノ転移」

　　[★]

英

aminotransfer, transamination

関

[[]]

• アラニンアミノトランスフェラーゼ alanine aminotransferase ALT
• [[]] [[]] AST

「アミノ基転移」

　　[★]

英

transamination、transaminate

関

アミノ交換

「transaminate」

　　[★]

• アミノ基転移する

関

transamination

　 　

「アミノ交換」

　　[★]

英

transamination

関

アミノ基転移