Protein Information

Name monoamine oxidase B
Synonyms Adrenalin oxidase; Amine oxidase; Amine oxidase [flavin containing] B; MAO B; MAOB; Monoamine oxidase; Monoamine oxidase B; Monoamine oxidase type B…

Compound Information

Name butylamine
CAS 2-butanamine

Reference List

PubMed Abstract RScore(About this table)
10896215 Frebort I, Tanaka S, Matsushita K, Adachi O: Cellular localization and metabolic function of n-butylamine-induced amine oxidases in the fungus Aspergillus niger AKU 3302. Arch Microbiol. 2000 May-Jun;173(5-6):358-65.
81(1,1,1,1) Details
5450677 Tufvesson G: Determination of monoamine oxidase activity in human blood serum with 14C-butylamine as substrate. Scand J Clin Lab Invest. 1970 May;25(3):231-5.
31(0,1,1,1) Details
9061491 Durden DA, Davis BA, Boulton AA: Enantioselective gas chromatographic assay of 2-alkylamines using N-(trifluoroacetyl) prolyl derivatives and a chiral capillary column. J Chromatogr B Biomed Sci Appl. 1997 Feb 7;689(1):165-73.

The chromatographic properties of (R)-(+)-N-(trifluoroacetyl) prolyl and (S)-(-)-N-(trifluoroacetyl) prolyl derivatives on a chiral gas chromatography capillary column were assessed for the measurement of enantiomeric purities of 2-butylamine, 2-pentylamine, 2-hexylamine, 2-heptylamine and 2-octylamine and their N-methyl analogues, which are used as precursors in the synthesis of some selective, specific, irreversible monoamine oxidase-B inhibitors.
31(0,1,1,1) Details
8620882 Frebort I, Tamaki H, Ishida H, Pec P, Luhova L, Tsuno H, Halata M, Asano Y, Kato Y, Matsushita K, Toyama H, Kumagai H, Adachi O: Two distinct quinoprotein amine oxidases are induced by n-butylamine in the mycelia of Aspergillus niger AKU 3302. Eur J Biochem. 1996 Apr 1;237(1):255-65.
13(0,0,2,3) Details
10052132 Frebort I, Matsushita K, Toyama H, Lemr K, Yamada M, Adachi O: Purification and characterization of methylamine oxidase induced in Aspergillus niger AKU 3302. Biosci Biotechnol Biochem. 1999 Jan;63(1):125-34.

Crude extract of Aspergillus niger AKU 3302 mycelia incubated with methylamine showed a single amine oxidase activity band in a developed polyacrylamide gel that weakly cross-reacted with the antibody against a copper/topa quinone-containing amine oxidase (AO-II) from the same strain induced by n-butylamine.
Since the organism cannot grow on methylamine and the already known quinoprotein amine oxidases of the organism cannot catalyze oxidation of methylamine, the organism was forced to produce another enzyme that could oxidize methylamine when the mycelia were incubated with methylamine.
2(0,0,0,2) Details
14221732 GREEN H, SAWYER JL: INABILITY OF 4-PHENYL-N-BUTYLAMINE TO REVERSE MONOAMINE OXIDASE INHIBITON BY TRANYLCYPROMINE. Biochem Pharmacol. 1964 Sep;13:1359-61.
6(0,0,1,1) Details
280 Fukushima T: [Monoamine oxidase (XXXVI). Nippon Yakurigaku Zasshi. 1975 Jul;71(5):457-62.

The activities with butylamine, amylamine, beta-phenylethylamine and tyramine showed about 30% while tryptamine and serotonin showed 3 approximately 10% compared to that with benzymlamine as substrate.
2(0,0,0,2) Details
2873143 Williamson PR, Kagan HM: Reaction pathway of bovine aortic lysyl oxidase. . J Biol Chem. 1986 Jul 15;261(20):9477-82.

The catalysis of amine oxidation by lysyl oxidase has been probed to assess for the likely order of substrate binding and product release and to discriminate between mechanistic alternatives previously proposed for other copper-dependent amine oxidases using molecular oxygen as a substrate.
Lineweaver-Burk plots revealed a pattern of parallel lines when the oxidation of n-butylamine was followed at different fixed concentrations of oxygen consistent with a "ping-pong" kinetic mechanism in which the aldehyde is produced and released before the binding of oxygen, the second substrate.
2(0,0,0,2) Details
7401403 Kobayashi S, Oguchi K: Effect of salts on mitochondrial monoamine oxidase from bovine liver. . Jpn J Pharmacol. 1980 Feb;30(1):11-19.

Similarly with beta-phenylethylamine or butylamine as substrate, NaCl increased the initial MAO activity, but decreased the activity in the long-term reaction.
2(0,0,0,2) Details
16232609 Iwaki H, Shimizu M, Tokuyama T, Hasegawa Y: Purification and characterization of a novel cyclohexylamine oxidase from the cyclohexylamine-degrading Brevibacterium oxydans IH-35A. J Biosci Bioeng. 1999;88(3):264-8.

The enzyme was found to be highly specific for the deamination of alicyclic monoamines such as cyclopentylamine, cycloheptylamine, and N-methylcyclohexylamine and aliphatic monoamines, such as sec-butylamine.
The N-terminal 27 amino acid residues were determined as Gly-Ser-Val-Thr-Pro-Asp-Pro-Asp-Val-Asp-Val-Ile-Ile-His-Gly-Ala-Gly-Ile-Se r-Gly-Ser-Ala-Ala-Ala-Lys-Ala-Leu-, revealing homology to conventional flavin-containing amine oxidases (EC 1.4.3.4).
1(0,0,0,1) Details
11178979 Akagawa M, Suyama K: Characterization of a model compound for the lysine tyrosylquinone cofactor of lysyl oxidase. Biochem Biophys Res Commun. 2001 Feb 16;281(1):193-9.

We characterized a model compound for the lysine tyrosylquinone (LTQ) cofactor of lysyl oxidase which is one of the mammalian copper-dependent amine oxidases.
The model compound, 4-butylamino-5-methyl-o-quinone, was prepared from n-butylamine and 4-methylcatechol by the oxidation with sodium iodate and characterized by spectroscopic analyses.
1(0,0,0,1) Details
9043630 Frebort I, Matsushita K, Adachi O: The fungus Gibberella fujikuroi produces copper/topaquinone-containing amine oxidase when induced by N-butylamine. Biochem Mol Biol Int. 1997 Jan;41(1):11-23.

The N-terminal amino acid sequence of the enzyme showed high similarity to other microbial copper/topaquinone-containing amine oxidases.
1(0,0,0,1) Details
2568453 Yu PH: Deamination of aliphatic amines of different chain lengths by rat liver monoamine oxidase A and B. J Pharm Pharmacol. 1989 Mar;41(3):205-8.

Monoamines with from 1 to 18 straight chain carbon atoms have been analysed as rat liver monoamine oxidase substrates.
Methylamine and ethylamine are clearly not substrates of monoamine oxidase (MAO). n-Propylamine, n-butylamine, n-dodecylamine and n-octadecylamine are relatively poor substrates, i.e. with high Km and low Vmax values for the enzyme. n-Pentylamine, n-hexylamine, n-heptylamine, n-octylamine, n-nonylamine and n-decylamine are all very good MAO substrates.
1(0,0,0,1) Details
933003 Fowler JS, Gallagher BM, MacGregor RR, Wolf AP: Carbon-11 labeled aliphatic amines in lung uptake and metabolism studies: potential for dynamic measurements in vivo. J Pharmacol Exp Ther. 1976 Jul;198(1):133-45.

The lung uptake (percentage of dose per organ) of aliphatic amines at 1 minute increased from 2.18 +/- 0.13% for butylamine to 13.33 +/- 0.84% for tridecylamine.
The 11C-aliphatic amines were rapidly metabolized via monoamine oxidase (ultimately to 11CO2).
1(0,0,0,1) Details
1977746 Gacheru SN, Trackman PC, Shah MA, O'Gara CY, Spacciapoli P, Greenaway FT, Kagan HM: Structural and catalytic properties of copper in lysyl oxidase. . J Biol Chem. 1990 Nov 5;265(31):19022-7.

Moreover, the spectrum of the apoenzyme was not measurably perturbed upon anaerobic incubation with n-butylamine, while difference absorption bands were generated at 250 and 308 nm in the spectrum of the metalloenzyme incubated under the same conditions.
The EPR spectrum of copper in lysyl oxidase is typical of the tetragonally distorted, octahedrally coordinated Cu (II) sites observed in other amine oxidases and indicates coordination by at least three nitrogen ligands.
1(0,0,0,1) Details