Isolation and characterization of the product of inactivation of gamma-aminobutyric acid aminotransferase by gabaculine.

Abstract:

:Gabaculine (5-amino-1,3-cyclohexadienylcarboxylic acid, 1), a naturally occurring neurotoxin isolated from Streptomyces toyocaenis, has been shown to be a mechanism-based inactivator of gamma-aminobutyric acid aminotransferase (GABA-AT) (Rando, R. R. Biochemistry 1977, 16, 4604). Inactivation results from reaction of gabaculine with the pyridoxal 5'-phosphate (PLP) cofactor. Two HPLC systems for isolating this inactivator-PLP adduct are described as well as a detailed characterization of the adduct, including the ultraviolet-visible spectrum, electrospray mass spectra, and NMR spectrum. The same spectral characterization of the chemically synthesized gabaculine-PLP adduct is also reported.

journal_name

Bioorg Med Chem

authors

Fu M,Silverman RB

doi

10.1016/s0968-0896(99)00081-4

subject

Has Abstract

pub_date

1999-08-01 00:00:00

pages

1581-90

issue

8

eissn

0968-0896

issn

1464-3391

pii

S0968-0896(99)00081-4

journal_volume

7

pub_type

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