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Literature summary extracted from

  • Lather, A.; Sharma, S.; Khatkar, A.
    Naringenin derivatives as glucosamine-6-phosphate synthase inhibitors synthesis, antioxidants, antimicrobial, preservative efficacy, molecular docking and in silico ADMET analysis (2020), BMC Chem., 14, 41 .
    View publication on PubMedView publication on EuropePMC

Inhibitors

EC Number Inhibitors Comment Organism Structure
2.6.1.16 (3R,4S)-4-(methylamino)-1-phenylpent-1-en-3-ol
-
 Aspergillus niger
2.6.1.16 (3R,4S)-4-(methylamino)-1-phenylpent-1-en-3-ol
-
 Candida albicans
2.6.1.16 (3R,4S)-4-(methylamino)-1-phenylpent-1-en-3-ol
-
 Escherichia coli
2.6.1.16 (3R,4S)-4-(methylamino)-1-phenylpent-1-en-3-ol
-
 Proteus mirabilis
2.6.1.16 (3R,4S)-4-(methylamino)-1-phenylpent-1-en-3-ol
-
 Pseudomonas aeruginosa
2.6.1.16 (3R,4S)-4-(methylamino)-1-phenylpent-1-en-3-ol
-
 Staphylococcus aureus
2.6.1.16 (4S)-2-methyl-2-phenylpentane-1,4-diol
-
 Aspergillus niger
2.6.1.16 (4S)-2-methyl-2-phenylpentane-1,4-diol
-
 Candida albicans
2.6.1.16 (4S)-2-methyl-2-phenylpentane-1,4-diol
-
 Escherichia coli
2.6.1.16 (4S)-2-methyl-2-phenylpentane-1,4-diol
-
 Proteus mirabilis
2.6.1.16 (4S)-2-methyl-2-phenylpentane-1,4-diol
-
 Pseudomonas aeruginosa
2.6.1.16 (4S)-2-methyl-2-phenylpentane-1,4-diol
-
 Staphylococcus aureus
2.6.1.16 2-(4-hydroxyphenyl)-4-(4-nitrophenylimino)chroman-5,7-diol
-
 Aspergillus niger
2.6.1.16 2-(4-hydroxyphenyl)-4-(4-nitrophenylimino)chroman-5,7-diol
-
 Candida albicans
2.6.1.16 2-(4-hydroxyphenyl)-4-(4-nitrophenylimino)chroman-5,7-diol
-
 Escherichia coli
2.6.1.16 2-(4-hydroxyphenyl)-4-(4-nitrophenylimino)chroman-5,7-diol
-
 Proteus mirabilis
2.6.1.16 2-(4-hydroxyphenyl)-4-(4-nitrophenylimino)chroman-5,7-diol
-
 Pseudomonas aeruginosa
2.6.1.16 2-(4-hydroxyphenyl)-4-(4-nitrophenylimino)chroman-5,7-diol
-
 Staphylococcus aureus
2.6.1.16 3-(tert-butoxycarbonyl)-6-(3-benzoylprop-2-yl)phenol
-
 Aspergillus niger
2.6.1.16 3-(tert-butoxycarbonyl)-6-(3-benzoylprop-2-yl)phenol
-
 Candida albicans
2.6.1.16 3-(tert-butoxycarbonyl)-6-(3-benzoylprop-2-yl)phenol
-
 Escherichia coli
2.6.1.16 3-(tert-butoxycarbonyl)-6-(3-benzoylprop-2-yl)phenol
-
 Proteus mirabilis
2.6.1.16 3-(tert-butoxycarbonyl)-6-(3-benzoylprop-2-yl)phenol
-
 Pseudomonas aeruginosa
2.6.1.16 3-(tert-butoxycarbonyl)-6-(3-benzoylprop-2-yl)phenol
-
 Staphylococcus aureus
2.6.1.16 4-(1,3-dihydroxypropan-2-ylimino)-2-(4-hydroxyphenyl)chroman-5,7-diol
-
 Aspergillus niger
2.6.1.16 4-(1,3-dihydroxypropan-2-ylimino)-2-(4-hydroxyphenyl)chroman-5,7-diol
-
 Candida albicans
2.6.1.16 4-(1,3-dihydroxypropan-2-ylimino)-2-(4-hydroxyphenyl)chroman-5,7-diol
-
 Escherichia coli
2.6.1.16 4-(1,3-dihydroxypropan-2-ylimino)-2-(4-hydroxyphenyl)chroman-5,7-diol
-
 Proteus mirabilis
2.6.1.16 4-(1,3-dihydroxypropan-2-ylimino)-2-(4-hydroxyphenyl)chroman-5,7-diol
-
 Pseudomonas aeruginosa
2.6.1.16 4-(1,3-dihydroxypropan-2-ylimino)-2-(4-hydroxyphenyl)chroman-5,7-diol
-
 Staphylococcus aureus
2.6.1.16 4-(2-chlorophenylimino)-2-(4-hydroxyphenyl)chroman-5,7-diol
-
 Aspergillus niger
2.6.1.16 4-(2-chlorophenylimino)-2-(4-hydroxyphenyl)chroman-5,7-diol
-
 Candida albicans
2.6.1.16 4-(2-chlorophenylimino)-2-(4-hydroxyphenyl)chroman-5,7-diol
-
 Escherichia coli
2.6.1.16 4-(2-chlorophenylimino)-2-(4-hydroxyphenyl)chroman-5,7-diol
-
 Proteus mirabilis
2.6.1.16 4-(2-chlorophenylimino)-2-(4-hydroxyphenyl)chroman-5,7-diol
-
 Pseudomonas aeruginosa
2.6.1.16 4-(2-chlorophenylimino)-2-(4-hydroxyphenyl)chroman-5,7-diol
-
 Staphylococcus aureus
2.6.1.16 4-(2-fluorophenylimino)-2-(4-hydroxyphenyl)chroman-5,7-diol
-
 Aspergillus niger
2.6.1.16 4-(2-fluorophenylimino)-2-(4-hydroxyphenyl)chroman-5,7-diol
-
 Candida albicans
2.6.1.16 4-(2-fluorophenylimino)-2-(4-hydroxyphenyl)chroman-5,7-diol
-
 Escherichia coli
2.6.1.16 4-(2-fluorophenylimino)-2-(4-hydroxyphenyl)chroman-5,7-diol
-
 Proteus mirabilis
2.6.1.16 4-(2-fluorophenylimino)-2-(4-hydroxyphenyl)chroman-5,7-diol
-
 Pseudomonas aeruginosa
2.6.1.16 4-(2-fluorophenylimino)-2-(4-hydroxyphenyl)chroman-5,7-diol
-
 Staphylococcus aureus
2.6.1.16 7-methoxy-2,3-dihydro-2-phenyl-4 quinolone
-
 Aspergillus niger
2.6.1.16 7-methoxy-2,3-dihydro-2-phenyl-4 quinolone
-
 Candida albicans
2.6.1.16 7-methoxy-2,3-dihydro-2-phenyl-4 quinolone
-
 Escherichia coli
2.6.1.16 7-methoxy-2,3-dihydro-2-phenyl-4 quinolone
-
 Proteus mirabilis
2.6.1.16 7-methoxy-2,3-dihydro-2-phenyl-4 quinolone
-
 Pseudomonas aeruginosa
2.6.1.16 7-methoxy-2,3-dihydro-2-phenyl-4 quinolone
-
 Staphylococcus aureus
2.6.1.16 catechin
-
 Aspergillus niger
2.6.1.16 catechin
-
 Candida albicans
2.6.1.16 catechin
-
 Escherichia coli
2.6.1.16 catechin
-
 Proteus mirabilis
2.6.1.16 catechin
-
 Pseudomonas aeruginosa
2.6.1.16 catechin
-
 Staphylococcus aureus
2.6.1.16 L-ascorbic acid
-
 Aspergillus niger
2.6.1.16 L-ascorbic acid
-
 Candida albicans
2.6.1.16 L-ascorbic acid
-
 Escherichia coli
2.6.1.16 L-ascorbic acid
-
 Proteus mirabilis
2.6.1.16 L-ascorbic acid
-
 Pseudomonas aeruginosa
2.6.1.16 L-ascorbic acid
-
 Staphylococcus aureus
2.6.1.16 luteolin
-
 Aspergillus niger
2.6.1.16 luteolin
-
 Candida albicans
2.6.1.16 luteolin
-
 Escherichia coli
2.6.1.16 luteolin
-
 Proteus mirabilis
2.6.1.16 luteolin
-
 Pseudomonas aeruginosa
2.6.1.16 luteolin
-
 Staphylococcus aureus
2.6.1.16 additional information synthesis of naringenin derivatives with potent glucosamine-6-phosphate synthase inhibitory capacities and antioxidant, antimicrobial, and preservative efficacy. Molecular docking and in silico ADMET analysis, structure-activity relationship studies, overview. MIC values for growth inhibition of the cells Aspergillus niger
2.6.1.16 additional information synthesis of naringenin derivatives with potent glucosamine-6-phosphate synthase inhibitory capacities and antioxidant, antimicrobial, and preservative efficacy. Molecular docking and in silico ADMET analysis, structure-activity relationship studies, overview. MIC values for growth inhibition of the cells Candida albicans
2.6.1.16 additional information synthesis of naringenin derivatives with potent glucosamine-6-phosphate synthase inhibitory capacities and antioxidant, antimicrobial, and preservative efficacy. Molecular docking and in silico ADMET analysis, structure-activity relationship studies, overview. MIC values for growth inhibition of the cells Escherichia coli
2.6.1.16 additional information synthesis of naringenin derivatives with potent glucosamine-6-phosphate synthase inhibitory capacities and antioxidant, antimicrobial, and preservative efficacy. Molecular docking and in silico ADMET analysis, structure-activity relationship studies, overview. MIC values for growth inhibition of the cells Proteus mirabilis
2.6.1.16 additional information synthesis of naringenin derivatives with potent glucosamine-6-phosphate synthase inhibitory capacities and antioxidant, antimicrobial, and preservative efficacy. Molecular docking and in silico ADMET analysis, structure-activity relationship studies, overview. MIC values for growth inhibition of the cells Pseudomonas aeruginosa
2.6.1.16 additional information synthesis of naringenin derivatives with potent glucosamine-6-phosphate synthase inhibitory capacities and antioxidant, antimicrobial, and preservative efficacy. Molecular docking and in silico ADMET analysis, structure-activity relationship studies, overview. MIC values for growth inhibition of the cells Staphylococcus aureus
2.6.1.16 naringenin
-
 Aspergillus niger
2.6.1.16 naringenin
-
 Candida albicans
2.6.1.16 naringenin
-
 Escherichia coli
2.6.1.16 naringenin
-
 Proteus mirabilis
2.6.1.16 naringenin
-
 Pseudomonas aeruginosa
2.6.1.16 naringenin
-
 Staphylococcus aureus

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.6.1.16 L-glutamine + D-fructose 6-phosphate Escherichia coli
-
 L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate Candida albicans
-
 L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate Proteus mirabilis
-
 L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate Pseudomonas aeruginosa
-
 L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate Staphylococcus aureus
-
 L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate Aspergillus niger
-
 L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate Pseudomonas aeruginosa ATCC 15692
-
 L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate Staphylococcus aureus MRSA252
-
 L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate Proteus mirabilis HI4320
-
 L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate Pseudomonas aeruginosa 1C
-
 L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate Candida albicans ATCC MYA-2876
-
 L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate Pseudomonas aeruginosa PRS 101
-
 L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate Aspergillus niger FGSC A1513
-
 L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate Pseudomonas aeruginosa DSM 22644
-
 L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate Pseudomonas aeruginosa CIP 104116
-
 L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate Pseudomonas aeruginosa LMG 12228
-
 L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate Aspergillus niger CBS 513.88
-
 L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate Pseudomonas aeruginosa JCM 14847
-
 L-glutamate + D-glucosamine 6-phosphate
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
2.6.1.16 Aspergillus niger A2QH83
-
-
2.6.1.16 Aspergillus niger CBS 513.88 A2QH83
-
-
2.6.1.16 Aspergillus niger FGSC A1513 A2QH83
-
-
2.6.1.16 Candida albicans P53704
-
-
2.6.1.16 Candida albicans ATCC MYA-2876 P53704
-
-
2.6.1.16 Escherichia coli P17169
-
-
2.6.1.16 Proteus mirabilis B4F0F0
-
-
2.6.1.16 Proteus mirabilis HI4320 B4F0F0
-
-
2.6.1.16 Pseudomonas aeruginosa Q9HT25
-
-
2.6.1.16 Pseudomonas aeruginosa 1C Q9HT25
-
-
2.6.1.16 Pseudomonas aeruginosa ATCC 15692 Q9HT25
-
-
2.6.1.16 Pseudomonas aeruginosa CIP 104116 Q9HT25
-
-
2.6.1.16 Pseudomonas aeruginosa DSM 22644 Q9HT25
-
-
2.6.1.16 Pseudomonas aeruginosa JCM 14847 Q9HT25
-
-
2.6.1.16 Pseudomonas aeruginosa LMG 12228 Q9HT25
-
-
2.6.1.16 Pseudomonas aeruginosa PRS 101 Q9HT25
-
-
2.6.1.16 Staphylococcus aureus Q6GES3
-
-
2.6.1.16 Staphylococcus aureus MRSA252 Q6GES3
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.6.1.16 L-glutamine + D-fructose 6-phosphate
-
 Escherichia coli L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate
-
 Candida albicans L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate
-
 Proteus mirabilis L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate
-
 Pseudomonas aeruginosa L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate
-
 Staphylococcus aureus L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate
-
 Aspergillus niger L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate
-
 Pseudomonas aeruginosa ATCC 15692 L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate
-
 Staphylococcus aureus MRSA252 L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate
-
 Proteus mirabilis HI4320 L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate
-
 Pseudomonas aeruginosa 1C L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate
-
 Candida albicans ATCC MYA-2876 L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate
-
 Pseudomonas aeruginosa PRS 101 L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate
-
 Aspergillus niger FGSC A1513 L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate
-
 Pseudomonas aeruginosa DSM 22644 L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate
-
 Pseudomonas aeruginosa CIP 104116 L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate
-
 Pseudomonas aeruginosa LMG 12228 L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate
-
 Aspergillus niger CBS 513.88 L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate
-
 Pseudomonas aeruginosa JCM 14847 L-glutamate + D-glucosamine 6-phosphate
-
 ?

Synonyms

EC Number Synonyms Comment Organism
2.6.1.16 G-6-P synthase
-
 Escherichia coli
2.6.1.16 G-6-P synthase
-
 Candida albicans
2.6.1.16 G-6-P synthase
-
 Proteus mirabilis
2.6.1.16 G-6-P synthase
-
 Pseudomonas aeruginosa
2.6.1.16 G-6-P synthase
-
 Staphylococcus aureus
2.6.1.16 G-6-P synthase
-
 Aspergillus niger
2.6.1.16 glucosamine-6-phosphate synthase
-
 Escherichia coli
2.6.1.16 glucosamine-6-phosphate synthase
-
 Candida albicans
2.6.1.16 glucosamine-6-phosphate synthase
-
 Proteus mirabilis
2.6.1.16 glucosamine-6-phosphate synthase
-
 Pseudomonas aeruginosa
2.6.1.16 glucosamine-6-phosphate synthase
-
 Staphylococcus aureus
2.6.1.16 glucosamine-6-phosphate synthase
-
 Aspergillus niger

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
2.6.1.16 37
-
 in vivo assay at Escherichia coli
2.6.1.16 37
-
 in vivo assay at Candida albicans
2.6.1.16 37
-
 in vivo assay at Proteus mirabilis
2.6.1.16 37
-
 in vivo assay at Pseudomonas aeruginosa
2.6.1.16 37
-
 in vivo assay at Staphylococcus aureus
2.6.1.16 37
-
 in vivo assay at Aspergillus niger

General Information

EC Number General Information Comment Organism
2.6.1.16 physiological function glucosamine-6-phosphate synthase is an important enzyme for bacterial and fungal cell wall synthesis Escherichia coli
2.6.1.16 physiological function glucosamine-6-phosphate synthase is an important enzyme for bacterial and fungal cell wall synthesis Candida albicans
2.6.1.16 physiological function glucosamine-6-phosphate synthase is an important enzyme for bacterial and fungal cell wall synthesis Proteus mirabilis
2.6.1.16 physiological function glucosamine-6-phosphate synthase is an important enzyme for bacterial and fungal cell wall synthesis Pseudomonas aeruginosa
2.6.1.16 physiological function glucosamine-6-phosphate synthase is an important enzyme for bacterial and fungal cell wall synthesis Staphylococcus aureus
2.6.1.16 physiological function glucosamine-6-phosphate synthase is an important enzyme for bacterial and fungal cell wall synthesis Aspergillus niger