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Literature summary for 2.6.1.62 extracted from

  • Mann, S.; Colliandre, L.; Labesse, G.; Ploux, O.
    Inhibition of 7,8-diaminopelargonic acid aminotransferase from Mycobacterium tuberculosis by chiral and achiral anologs of its substrate: biological implications (2009), Biochimie, 91, 826-834.
    View publication on PubMed

Application

Application Comment Organism
analysis analytical method to measure the enantiomeric excess of substrate 8-amino-7-oxononanoic acid, based on the derivatization of its amine function, by orthophtalaldehyde and N-acetyl-L-cysteine, followed by high pressure liquid chromatography separation. Using this methodology and enantiopure samples of 8-amino-7-oxononanoic acid, it appears that racemization of 8-amino-7-oxononanoic acid occurs rapidly with half-lives from 1 to 8 h, not only in 4 M HCl but also in the usual pH range, from 7 to 9 Mycobacterium tuberculosis

Inhibitors

Inhibitors Comment Organism Structure
(R)-8-amino-7-oxononanoate binds both to the pyridoxal 5'-phosphate form and to the pyridoxamine 5'-phosphate form by forming specific hydrogen bonds with residue T309 and the phosphate group of the cofactor Mycobacterium tuberculosis
(R)-8-amino-7-oxononanoic acid potent inhibitor Mycobacterium tuberculosis
8-amino-7-oxooctanoate potent inhibitor Mycobacterium tuberculosis
8-amino-7-oxooctanoic acid achiral analog of 8-amino-7-oxononanoate Mycobacterium tuberculosis

Organism

Organism UniProt Comment Textmining
Mycobacterium tuberculosis
-
-
-
Mycobacterium tuberculosis P9WQ81
-
-
Mycobacterium tuberculosis ATCC 25618 P9WQ81
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
S-adenosyl-L-methionine + (S)-8-amino-7-oxononanoate enzyme only uses (S)-8-amino-7-oxononanoate as substrate Mycobacterium tuberculosis S-adenosyl-4-methylthio-2-oxobutanoate + 7,8-diaminononanoate
-
?
S-adenosyl-L-methionine + (S)-8-amino-7-oxononanoate enzyme only uses (S)-8-amino-7-oxononanoate as substrate Mycobacterium tuberculosis ATCC 25618 S-adenosyl-4-methylthio-2-oxobutanoate + 7,8-diaminononanoate
-
?
S-adenosyl-L-methionine + (S)-8-amino-7-oxononanoic acid
-
Mycobacterium tuberculosis S-adenosyl-4-methylthio-2-oxobutanoate + (7S,8R)-diaminononanoate
-
?

Synonyms

Synonyms Comment Organism
7,8-diaminopelargonic acid aminotransferase
-
Mycobacterium tuberculosis
DAPA AT
-
Mycobacterium tuberculosis
S-adenosyl-L-methionine:8-amino-7-oxononanoate aminotransferase
-
Mycobacterium tuberculosis

Cofactor

Cofactor Comment Organism Structure
pyridoxal 5'-phosphate
-
Mycobacterium tuberculosis
pyridoxamine 5'-phosphate
-
Mycobacterium tuberculosis

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.0009
-
8-amino-7-oxooctanoate bound to the pyridoxamine 5'-phosphate form, 100 mM EPPS buffer, pH 8.6 Mycobacterium tuberculosis
0.0009
-
8-amino-7-oxooctanoic acid binding to the the pyridoxamine 5'-phosphate form of enzyme, pH not specified in the publication, temperature not specified in the publication Mycobacterium tuberculosis
0.0017
-
(R)-8-amino-7-oxononanoic acid bound to the pyridoxamine 5'-phosphate form, 100 mM EPPS buffer, pH 8.6 Mycobacterium tuberculosis
0.0017
-
(R)-8-amino-7-oxononanoate binding to the the pyridoxamine 5'-phosphate form of enzyme, pH not specified in the publication, temperature not specified in the publication Mycobacterium tuberculosis
0.0042
-
8-amino-7-oxooctanoate bound to the pyridoxal 5'-phosphate form, 100 mM EPPS buffer, pH 8.6 Mycobacterium tuberculosis
0.0042
-
8-amino-7-oxooctanoic acid binding to the the pyridoxal 5'-phosphate form of enzyme, pH not specified in the publication, temperature not specified in the publication Mycobacterium tuberculosis
0.0059
-
(R)-8-amino-7-oxononanoic acid bound to the pyridoxal 5'-phosphate enzyme form, 100 mM EPPS buffer, pH 8.6 Mycobacterium tuberculosis
0.0059
-
(R)-8-amino-7-oxononanoate binding to the the pyridoxal 5'-phosphate form of enzyme, pH not specified in the publication, temperature not specified in the publication Mycobacterium tuberculosis