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Literature summary extracted from

  • Periyasami, G.; Kamalraj, S.; Padmanaban, R.; Yeswanth Kumar, S.; Stalin, A.; Arumugam, N.; Suresh Kumar, R.; Rahaman, M.; Durairaju, P.; Alrehaili, A.; Aldalbahi, A.
    Glucosamine-6-phosphate synthase inhibiting C3-beta-cholesterol tethered spiro heterocyclic conjugates synthesis and their insight of DFT and docking study (2019), Bioorg. Chem., 88, 102920 .
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
2.6.1.16 1'-N-methyl spiro[2'.2'']-acenaphthyleno-3'-cholestrylcarboxylate pyrrolidine
-
 Bacillus subtilis
2.6.1.16 1'-N-methyl spiro[2'.2'']-acenaphthyleno-3'-cholestrylcarboxylate pyrrolidine
-
 Micrococcus luteus
2.6.1.16 1'-N-methyl spiro[2'.2'']-acenaphthyleno-3'-cholestrylcarboxylate pyrrolidine
-
 Proteus mirabilis
2.6.1.16 1'-N-methyl spiro[2'.2'']-acenaphthyleno-3'-cholestrylcarboxylate pyrrolidine
-
 Vibrio cholerae
2.6.1.16 1'-N-methyl spiro[2'.2'']-indane-1'',3''-dione-3'-cholestrylcarboxylate pyrrolidine
-
 Bacillus subtilis
2.6.1.16 1'-N-methyl spiro[2'.2'']-indane-1'',3''-dione-3'-cholestrylcarboxylate pyrrolidine
-
 Micrococcus luteus
2.6.1.16 1'-N-methyl spiro[2'.2'']-indane-1'',3''-dione-3'-cholestrylcarboxylate pyrrolidine
-
 Proteus mirabilis
2.6.1.16 1'-N-methyl spiro[2'.2'']-indane-1'',3''-dione-3'-cholestrylcarboxylate pyrrolidine
-
 Vibrio cholerae
2.6.1.16 1'-N-methyl spiro[2'.3'']-(4'',7''-dichloro)-oxindolo-3'-cholestrylcarboxylate pyrrolidine
-
 Bacillus subtilis
2.6.1.16 1'-N-methyl spiro[2'.3'']-(4'',7''-dichloro)-oxindolo-3'-cholestrylcarboxylate pyrrolidine
-
 Micrococcus luteus
2.6.1.16 1'-N-methyl spiro[2'.3'']-(4'',7''-dichloro)-oxindolo-3'-cholestrylcarboxylate pyrrolidine
-
 Proteus mirabilis
2.6.1.16 1'-N-methyl spiro[2'.3'']-(4'',7''-dichloro)-oxindolo-3'-cholestrylcarboxylate pyrrolidine
-
 Vibrio cholerae
2.6.1.16 1'-N-methyl spiro[2'.3'']-(5'',7''-bromo)-oxindolo-3'-cholestrylcarboxylate pyrrolidine
-
 Bacillus subtilis
2.6.1.16 1'-N-methyl spiro[2'.3'']-(5'',7''-bromo)-oxindolo-3'-cholestrylcarboxylate pyrrolidine
-
 Micrococcus luteus
2.6.1.16 1'-N-methyl spiro[2'.3'']-(5'',7''-bromo)-oxindolo-3'-cholestrylcarboxylate pyrrolidine
-
 Proteus mirabilis
2.6.1.16 1'-N-methyl spiro[2'.3'']-(5'',7''-bromo)-oxindolo-3'-cholestrylcarboxylate pyrrolidine
-
 Vibrio cholerae
2.6.1.16 1'-N-methyl spiro[2'.3'']-(5''-bromo)-oxindolo-3'-cholestrylcarboxylate pyrrolidine
-
 Bacillus subtilis
2.6.1.16 1'-N-methyl spiro[2'.3'']-(5''-bromo)-oxindolo-3'-cholestrylcarboxylate pyrrolidine
-
 Micrococcus luteus
2.6.1.16 1'-N-methyl spiro[2'.3'']-(5''-bromo)-oxindolo-3'-cholestrylcarboxylate pyrrolidine
-
 Proteus mirabilis
2.6.1.16 1'-N-methyl spiro[2'.3'']-(5''-bromo)-oxindolo-3'-cholestrylcarboxylate pyrrolidine
-
 Vibrio cholerae
2.6.1.16 1'-N-methyl spiro[2'.3'']-(N-methyl)-oxindolo-3'-cholestrylcarboxylate pyrrolidine
-
 Bacillus subtilis
2.6.1.16 1'-N-methyl spiro[2'.3'']-(N-methyl)-oxindolo-3'-cholestrylcarboxylate pyrrolidine
-
 Micrococcus luteus
2.6.1.16 1'-N-methyl spiro[2'.3'']-(N-methyl)-oxindolo-3'-cholestrylcarboxylate pyrrolidine
-
 Proteus mirabilis
2.6.1.16 1'-N-methyl spiro[2'.3'']-(N-methyl)-oxindolo-3'-cholestrylcarboxylate pyrrolidine
-
 Vibrio cholerae
2.6.1.16 1'-N-methyl spiro[2'.3'']-(N-phenyl)-oxindolo-3'-cholestrylcarboxylate pyrrolidine
-
 Bacillus subtilis
2.6.1.16 1'-N-methyl spiro[2'.3'']-(N-phenyl)-oxindolo-3'-cholestrylcarboxylate pyrrolidine
-
 Micrococcus luteus
2.6.1.16 1'-N-methyl spiro[2'.3'']-(N-phenyl)-oxindolo-3'-cholestrylcarboxylate pyrrolidine
-
 Proteus mirabilis
2.6.1.16 1'-N-methyl spiro[2'.3'']-(N-phenyl)-oxindolo-3'-cholestrylcarboxylate pyrrolidine
-
 Vibrio cholerae
2.6.1.16 1'-N-methyl spiro[2'.3'']oxindolo-3'-cholestrylcarboxylate pyrrolidine
-
 Bacillus subtilis
2.6.1.16 1'-N-methyl spiro[2'.3'']oxindolo-3'-cholestrylcarboxylate pyrrolidine
-
 Micrococcus luteus
2.6.1.16 1'-N-methyl spiro[2'.3'']oxindolo-3'-cholestrylcarboxylate pyrrolidine
-
 Proteus mirabilis
2.6.1.16 1'-N-methyl spiro[2'.3'']oxindolo-3'-cholestrylcarboxylate pyrrolidine
-
 Vibrio cholerae
2.6.1.16 cholest-5-en-3-yl 1,3-dioxo-1,1',2',3,5',6',7',7'a-octahydrospiro[indene-2,3'-pyrrolizine]-2'-carboxylate
-
 Bacillus subtilis
2.6.1.16 cholest-5-en-3-yl 1,3-dioxo-1,1',2',3,5',6',7',7'a-octahydrospiro[indene-2,3'-pyrrolizine]-2'-carboxylate
-
 Micrococcus luteus
2.6.1.16 cholest-5-en-3-yl 1,3-dioxo-1,1',2',3,5',6',7',7'a-octahydrospiro[indene-2,3'-pyrrolizine]-2'-carboxylate
-
 Proteus mirabilis
2.6.1.16 cholest-5-en-3-yl 1,3-dioxo-1,1',2',3,5',6',7',7'a-octahydrospiro[indene-2,3'-pyrrolizine]-2'-carboxylate
-
 Vibrio cholerae
2.6.1.16 cholest-5-en-3-yl 1-methyl-2-oxo-1,1',2,2',5',6',7',7'a-octahydrospiro[indole-3,3'-pyrrolizine]-2'-carboxylate
-
 Bacillus subtilis
2.6.1.16 cholest-5-en-3-yl 1-methyl-2-oxo-1,1',2,2',5',6',7',7'a-octahydrospiro[indole-3,3'-pyrrolizine]-2'-carboxylate
-
 Micrococcus luteus
2.6.1.16 cholest-5-en-3-yl 1-methyl-2-oxo-1,1',2,2',5',6',7',7'a-octahydrospiro[indole-3,3'-pyrrolizine]-2'-carboxylate
-
 Proteus mirabilis
2.6.1.16 cholest-5-en-3-yl 1-methyl-2-oxo-1,1',2,2',5',6',7',7'a-octahydrospiro[indole-3,3'-pyrrolizine]-2'-carboxylate
-
 Vibrio cholerae
2.6.1.16 cholest-5-en-3-yl 2-oxo-1',2',5',6',7',7'a-hexahydro-2H-spiro[acenaphthylene-1,3'-pyrrolizine]-2'-carboxylate
-
 Bacillus subtilis
2.6.1.16 cholest-5-en-3-yl 2-oxo-1',2',5',6',7',7'a-hexahydro-2H-spiro[acenaphthylene-1,3'-pyrrolizine]-2'-carboxylate
-
 Micrococcus luteus
2.6.1.16 cholest-5-en-3-yl 2-oxo-1',2',5',6',7',7'a-hexahydro-2H-spiro[acenaphthylene-1,3'-pyrrolizine]-2'-carboxylate
-
 Proteus mirabilis
2.6.1.16 cholest-5-en-3-yl 2-oxo-1',2',5',6',7',7'a-hexahydro-2H-spiro[acenaphthylene-1,3'-pyrrolizine]-2'-carboxylate
-
 Vibrio cholerae
2.6.1.16 cholest-5-en-3-yl 2-oxo-1,1',2,2',5',6',7',7'a-octahydrospiro[indole-3,3'-pyrrolizine]-2'-carboxylate
-
 Bacillus subtilis
2.6.1.16 cholest-5-en-3-yl 2-oxo-1,1',2,2',5',6',7',7'a-octahydrospiro[indole-3,3'-pyrrolizine]-2'-carboxylate
-
 Micrococcus luteus
2.6.1.16 cholest-5-en-3-yl 2-oxo-1,1',2,2',5',6',7',7'a-octahydrospiro[indole-3,3'-pyrrolizine]-2'-carboxylate
-
 Proteus mirabilis
2.6.1.16 cholest-5-en-3-yl 2-oxo-1,1',2,2',5',6',7',7'a-octahydrospiro[indole-3,3'-pyrrolizine]-2'-carboxylate
-
 Vibrio cholerae
2.6.1.16 cholest-5-en-3-yl 2-oxo-1-phenyl-1,1',2,2',5',6',7',7'a-octahydrospiro[indole-3,3'-pyrrolizine]-2'-carboxylate
-
 Bacillus subtilis
2.6.1.16 cholest-5-en-3-yl 2-oxo-1-phenyl-1,1',2,2',5',6',7',7'a-octahydrospiro[indole-3,3'-pyrrolizine]-2'-carboxylate
-
 Micrococcus luteus
2.6.1.16 cholest-5-en-3-yl 2-oxo-1-phenyl-1,1',2,2',5',6',7',7'a-octahydrospiro[indole-3,3'-pyrrolizine]-2'-carboxylate
-
 Proteus mirabilis
2.6.1.16 cholest-5-en-3-yl 2-oxo-1-phenyl-1,1',2,2',5',6',7',7'a-octahydrospiro[indole-3,3'-pyrrolizine]-2'-carboxylate
-
 Vibrio cholerae
2.6.1.16 cholest-5-en-3-yl 4,7-dichloro-2-oxo-1,1',2,2',5',6',7',7'a-octahydrospiro[indole-3,3'-pyrrolizine]-2'-carboxylate
-
 Bacillus subtilis
2.6.1.16 cholest-5-en-3-yl 4,7-dichloro-2-oxo-1,1',2,2',5',6',7',7'a-octahydrospiro[indole-3,3'-pyrrolizine]-2'-carboxylate
-
 Micrococcus luteus
2.6.1.16 cholest-5-en-3-yl 4,7-dichloro-2-oxo-1,1',2,2',5',6',7',7'a-octahydrospiro[indole-3,3'-pyrrolizine]-2'-carboxylate
-
 Proteus mirabilis
2.6.1.16 cholest-5-en-3-yl 4,7-dichloro-2-oxo-1,1',2,2',5',6',7',7'a-octahydrospiro[indole-3,3'-pyrrolizine]-2'-carboxylate
-
 Vibrio cholerae
2.6.1.16 cholest-5-en-3-yl 5,7-dibromo-2-oxo-1,1',2,2',5',6',7',7'a-octahydrospiro[indole-3,3'-pyrrolizine]-2'-carboxylate
-
 Bacillus subtilis
2.6.1.16 cholest-5-en-3-yl 5,7-dibromo-2-oxo-1,1',2,2',5',6',7',7'a-octahydrospiro[indole-3,3'-pyrrolizine]-2'-carboxylate
-
 Micrococcus luteus
2.6.1.16 cholest-5-en-3-yl 5,7-dibromo-2-oxo-1,1',2,2',5',6',7',7'a-octahydrospiro[indole-3,3'-pyrrolizine]-2'-carboxylate
-
 Proteus mirabilis
2.6.1.16 cholest-5-en-3-yl 5,7-dibromo-2-oxo-1,1',2,2',5',6',7',7'a-octahydrospiro[indole-3,3'-pyrrolizine]-2'-carboxylate
-
 Vibrio cholerae
2.6.1.16 cholest-5-en-3-yl 5-bromo-2-oxo-1,1',2,2',5',6',7',7'a-octahydrospiro[indole-3,3'-pyrrolizine]-2'-carboxylate
-
 Bacillus subtilis
2.6.1.16 cholest-5-en-3-yl 5-bromo-2-oxo-1,1',2,2',5',6',7',7'a-octahydrospiro[indole-3,3'-pyrrolizine]-2'-carboxylate
-
 Micrococcus luteus
2.6.1.16 cholest-5-en-3-yl 5-bromo-2-oxo-1,1',2,2',5',6',7',7'a-octahydrospiro[indole-3,3'-pyrrolizine]-2'-carboxylate
-
 Proteus mirabilis
2.6.1.16 cholest-5-en-3-yl 5-bromo-2-oxo-1,1',2,2',5',6',7',7'a-octahydrospiro[indole-3,3'-pyrrolizine]-2'-carboxylate
-
 Vibrio cholerae
2.6.1.16 additional information a series of covalent cholesterol-spiro pyrrolidine/pyrrolizidine heterocyclic hybrids possessing biologically active oxindole, indanedione, and acenaphthylene-1-one are synthesized as enzyme inhibitors by the reaction of C3-beta-cholesteroalacrylate with heterocyclic di- and tri-ketones, the compounds are obtained as a single isomer in good yield through a stereo- and regioselective 1,3-dipolar cycloaddition methodology, method overview. Analysis of in vitro antibacterial activity, and inhibitory activity against highly pathogenic Gram-positive and Gram-negative bacteria. Automated in silico molecular docking analysis of cadidates in order to validate their effective orientation as inhibitors bound in the active site of glucosamine-6-phosphate synthase (1XFF) enzyme Bacillus subtilis
2.6.1.16 additional information a series of covalent cholesterol-spiro pyrrolidine/pyrrolizidine heterocyclic hybrids possessing biologically active oxindole, indanedione, and acenaphthylene-1-one are synthesized as enzyme inhibitors by the reaction of C3-beta-cholesteroalacrylate with heterocyclic di- and tri-ketones, the compounds are obtained as a single isomer in good yield through a stereo- and regioselective 1,3-dipolar cycloaddition methodology, method overview. Analysis of in vitro antibacterial activity, and inhibitory activity against highly pathogenic Gram-positive and Gram-negative bacteria. Automated in silico molecular docking analysis of cadidates in order to validate their effective orientation as inhibitors bound in the active site of glucosamine-6-phosphate synthase (1XFF) enzyme Micrococcus luteus
2.6.1.16 additional information a series of covalent cholesterol-spiro pyrrolidine/pyrrolizidine heterocyclic hybrids possessing biologically active oxindole, indanedione, and acenaphthylene-1-one are synthesized as enzyme inhibitors by the reaction of C3-beta-cholesteroalacrylate with heterocyclic di- and tri-ketones, the compounds are obtained as a single isomer in good yield through a stereo- and regioselective 1,3-dipolar cycloaddition methodology, method overview. Analysis of in vitro antibacterial activity, and inhibitory activity against highly pathogenic Gram-positive and Gram-negative bacteria. Automated in silico molecular docking analysis of cadidates in order to validate their effective orientation as inhibitors bound in the active site of glucosamine-6-phosphate synthase (1XFF) enzyme Proteus mirabilis
2.6.1.16 additional information a series of covalent cholesterol-spiro pyrrolidine/pyrrolizidine heterocyclic hybrids possessing biologically active oxindole, indanedione, and acenaphthylene-1-one are synthesized as enzyme inhibitors by the reaction of C3-beta-cholesteroalacrylate with heterocyclic di- and tri-ketones, the compounds are obtained as a single isomer in good yield through a stereo- and regioselective 1,3-dipolar cycloaddition methodology, method overview. Analysis of in vitro antibacterial activity, and inhibitory activity against highly pathogenic Gram-positive and Gram-negative bacteria. Automated in silico molecular docking analysis of cadidates in order to validate their effective orientation as inhibitors bound in the active site of glucosamine-6-phosphate synthase (1XFF) enzyme Vibrio cholerae

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 Micrococcus luteus
-
 L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate Vibrio cholerae
-
 L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate Bacillus subtilis
-
 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 Bacillus subtilis 168
-
 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
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
2.6.1.16 Bacillus subtilis P0CI73
-
-
2.6.1.16 Bacillus subtilis 168 P0CI73
-
-
2.6.1.16 Micrococcus luteus
-
-
-
2.6.1.16 Proteus mirabilis B4F0F0
-
-
2.6.1.16 Proteus mirabilis HI4320 B4F0F0
-
-
2.6.1.16 Vibrio cholerae
-
-
-

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
-
 Micrococcus luteus L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate
-
 Vibrio cholerae L-glutamate + D-glucosamine 6-phosphate
-
 ?
2.6.1.16 L-glutamine + D-fructose 6-phosphate
-
 Bacillus subtilis 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
-
 Bacillus subtilis 168 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
-
 ?

Synonyms

EC Number Synonyms Comment Organism
2.6.1.16 glucosamine-6-phosphate synthase
-
 Micrococcus luteus
2.6.1.16 glucosamine-6-phosphate synthase
-
 Vibrio cholerae
2.6.1.16 glucosamine-6-phosphate synthase
-
 Bacillus subtilis
2.6.1.16 glucosamine-6-phosphate synthase
-
 Proteus mirabilis