Protein Information

Name lysyl oxidase
Synonyms LOX; Lysyl oxidase; Protein lysine 6 oxidase; Protein lysine 6 oxidase precursor; Lysyl oxidases; Protein lysine 6 oxidases; Protein lysine 6 oxidase precursors

Compound Information

Name butylamine
CAS 2-butanamine

Reference List

PubMed Abstract RScore(About this table)
2885317 Williamson PR, Kagan HM: Alpha-proton abstraction and carbanion formation in the mechanism of action of lysyl oxidase. J Biol Chem. 1987 Jun 15;262(17):8196-201.

Tetranitromethane (TNM) was employed as an electrophilic reagent to probe for the lysyl oxidase-catalyzed processing of n-butylamine to an intermediate carbanion during the oxidation of this amine to n-butyraldehyde according to a prior description of the use of TNM to trap enzyme-generated carbanion intermediates (Christen, P. and Riordan, J.
150(1,3,4,5) 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.

A difference absorption band also developed at 300-310 nm upon anaerobic incubation of pyrroloquinoline quinone, the putative carbonyl cofactor of lysyl oxidase, with n-butylamine.
36(0,1,1,6) Details
10556569 Akagawa M, Wako Y, Suyama K: Lysyl oxidase coupled with catalase in egg shell membrane. Biochim Biophys Acta. 1999 Sep 14;1434(1):151-60.

The activity was determined by measuring the enzymatic conversion of n-butylamine and Nalpha-acetyl-L-lysine to n-butyraldehyde and Nalpha-acetyl-L-allysine, respectively.
7(0,0,0,7) Details
2873143 Williamson PR, Kagan HM: Reaction pathway of bovine aortic lysyl oxidase. . J Biol Chem. 1986 Jul 15;261(20):9477-82.

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.
4(0,0,0,4) 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.

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.
3(0,0,0,3) Details
12785842 Mure M, Wang SX, Klinman JP: Synthesis and characterization of model compounds of the lysine tyrosyl quinone cofactor of lysyl oxidase. J Am Chem Soc. 2003 May 21;125(20):6113-25.

Characterization of a 1,6-adduct between an o-quinone and butylamine (3-n-butylamino-5-ethyl-1,2-benzoquinone, 13) confirms the assignment of LTQ as a 1,4-addition product.
1(0,0,0,1) Details