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Literature summary extracted from

  • Ukaegbu, O.I.; DeMeester, K.E.; Liang, H.; Brown, A.R.; Jones, Z.S.; Grimes, C.L.
    Utility of bacterial peptidoglycan recycling enzymes in the chemoenzymatic synthesis of valuable UDP sugar substrates (2020), Methods Enzymol., 638, 1-26 .
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
2.7.1.221 expressed in Escherichia coli BL21(DE3) cells Pseudomonas putida
2.7.7.99 gene murU, recombinant expression of GST-tagged enzyme in Escherichia coli strain BL21(DE3) Pseudomonas putida

Protein Variants

EC Number Protein Variants Comment Organism
2.7.7.99 additional information utility of bacterial peptidoglycan recycling enzymes, AmgK and MurU, in the chemoenzymatic synthesis of valuable UDP-sugar substrates. AmgK and MurU are used in situ to produce UDP-NAMs substrates which are subsequently used in in vivo labeling experiments. Synthesis of several 2-amino and N-acetyl muramic acid derivatives, method, detailed overview Pseudomonas putida

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.7.1.221 0.0303
-
 2-acetamido-3-O-[(1R)-2-azido-1-carboxyethyl]-2-deoxy-D-glucopyranose at pH 7.9 and 25°C Pseudomonas putida
2.7.1.221 0.0304
-
 2-acetamido-3-O-[(1R)-1-carboxyethyl]-2-deoxy-D-glucopyranose at pH 7.9 and 25°C Pseudomonas putida
2.7.1.221 0.55
-
 2-[(but-3-ynoyl)amino]-3-O-[(1R)-1-carboxyethyl]-2-deoxy-D-glucopyranose at pH 7.9 and 25°C Pseudomonas putida
2.7.1.221 1.12
-
 2-(2-azidoacetamido)-3-O-[(1R)-1-carboxyethyl]-2-deoxy-D-glucopyranose at pH 7.9 and 25°C Pseudomonas putida
2.7.7.99 additional information
-
 additional information Michaelis-Menten kinetics Pseudomonas putida

Localization

EC Number Localization Comment Organism GeneOntology No. Textmining
2.7.7.99 cell wall
-
 Pseudomonas putida 5618
-

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
2.7.1.221 Mg2+ 10 mM used in assay conditions Pseudomonas putida

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.7.1.221 ATP + N-acetyl-D-muramate Pseudomonas putida
-
 ADP + N-acetyl-alpha-D-muramate 1-phosphate
-
 ?
2.7.7.99 UDP + N-acetyl-alpha-D-muramate 1-phosphate Pseudomonas putida
-
 UDP-N-acetyl-alpha-D-muramate + phosphate
-
 ?
2.7.7.99 UDP + N-acetyl-alpha-D-muramate 1-phosphate Pseudomonas putida DSM 6125
-
 UDP-N-acetyl-alpha-D-muramate + phosphate
-
 ?
2.7.7.99 UDP + N-acetyl-alpha-D-muramate 1-phosphate Pseudomonas putida NCIMB 11950
-
 UDP-N-acetyl-alpha-D-muramate + phosphate
-
 ?
2.7.7.99 UDP + N-acetyl-alpha-D-muramate 1-phosphate Pseudomonas putida ATCC 47054
-
 UDP-N-acetyl-alpha-D-muramate + phosphate
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
2.7.1.221 Pseudomonas putida
-
-
-
2.7.7.99 Pseudomonas putida Q88QT2
-
-
2.7.7.99 Pseudomonas putida ATCC 47054 Q88QT2
-
-
2.7.7.99 Pseudomonas putida DSM 6125 Q88QT2
-
-
2.7.7.99 Pseudomonas putida NCIMB 11950 Q88QT2
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
2.7.1.221 glutathione Sepharose column chromatography and Superdex S200 gel filtration Pseudomonas putida
2.7.7.99 recombinant GST-tagged MurU from Escherichia coli strain BL21(DE3) by glutathione affinity chromatography, tag cleavage by PreScission protease, and gel filtration Pseudomonas putida

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.7.1.221 ATP + ((2R)-2-(((3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)oxy)propanoyl)-L-alanine
-
 Pseudomonas putida ADP + ((2R)-2-(((3R,4R,5S,6R)-3-acetamido-5-hydroxy-6-(hydroxymethyl)-2-(phosphonooxy)tetrahydro-2H-pyran-4-yl)oxy)propanoyl)-L-alanine
-
 ?
2.7.1.221 ATP + 2-(2-azidoacetamido)-3-O-[(1R)-1-carboxyethyl]-2-deoxy-D-glucopyranose
-
 Pseudomonas putida ADP + 2-(2-azidoacetamido)-3-O-[(1R)-1-carboxyethyl]-2-deoxy-1-O-phosphono-D-glucopyranose
-
 ?
2.7.1.221 ATP + 2-acetamido-3-O-[(1R)-1-carboxyethyl]-2-deoxy-D-glucopyranose
-
 Pseudomonas putida ADP + 2-acetamido-3-O-[(1R)-1-carboxyethyl]-2-deoxy-1-O-phosphono-D-glucopyranose
-
 ?
2.7.1.221 ATP + 2-acetamido-3-O-[(1R)-2-azido-1-carboxyethyl]-2-deoxy-D-glucopyranose
-
 Pseudomonas putida ADP + 2-acetamido-3-O-[(1R)-2-azido-1-carboxyethyl]-2-deoxy-1-O-phosphono-D-glucopyranose
-
 ?
2.7.1.221 ATP + 2-[(but-3-ynoyl)amino]-3-O-[(1R)-1-carboxyethyl]-2-deoxy-D-glucopyranose
-
 Pseudomonas putida ADP + 2-[(but-3-ynoyl)amino]-3-O-[(1R)-1-carboxyethyl]-2-deoxy-1-O-phosphono-D-glucopyranose
-
 ?
2.7.1.221 ATP + 2-[3-[3-(but-3-yn-1-yl)-3H-diazirin-3-yl]propanamido]-3-O-[(1R)-1-carboxyethyl]-2-deoxy-D-glucopyranose
-
 Pseudomonas putida ADP + 2-[3-[3-(but-3-yn-1-yl)-3H-diazirin-3-yl]propanamido]-3-O-[(1R)-1-carboxyethyl]-2-deoxy-1-O-phosphono-D-glucopyranose
-
 ?
2.7.1.221 ATP + 3-O-[(1R)-1-carboxyethyl]-2-deoxy-2-(2,2-difluoroacetamido)-D-glucopyranose
-
 Pseudomonas putida ADP + 3-O-[(1R)-1-carboxyethyl]-2-deoxy-2-(2,2-difluoroacetamido)-1-O-phosphono-D-glucopyranose
-
 ?
2.7.1.221 ATP + 3-O-[(1R)-1-carboxyethyl]-2-deoxy-2-(3-[[2-([5-[(3aR,4R,6aS)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoyl]amino)ethyl]disulfanyl]propanamido)-D-glucopyranose
-
 Pseudomonas putida ADP + 3-O-[(1R)-1-carboxyethyl]-2-deoxy-2-(3-[[2-([5-[(3aR,4R,6aS)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoyl]amino)ethyl]disulfanyl]propanamido)-1-O-phosphono-D-glucopyranose
-
 ?
2.7.1.221 ATP + 3-O-[(1R)-1-carboxyethyl]-2-deoxy-2-([5-[(3aR,6R,6aS)-2-oxohexahydro-1H-thieno[2,3-d]imidazol-6-yl]pentanoyl]amino)-D-glucopyranose
-
 Pseudomonas putida ADP + 3-O-[(1R)-1-carboxyethyl]-2-deoxy-2-([5-[(3aR,6R,6aS)-2-oxohexahydro-1H-thieno[2,3-d]imidazol-6-yl]pentanoyl]amino)-1-O-phosphono-D-glucopyranose
-
 ?
2.7.1.221 ATP + 3-O-[(1R)-1-carboxyethyl]-2-deoxy-2-[(4-oxopentanoyl)amino]-D-glucopyranose
-
 Pseudomonas putida ADP + 3-O-[(1R)-1-carboxyethyl]-2-deoxy-2-[(4-oxopentanoyl)amino]-1-O-phosphono-D-glucopyranose
-
 ?
2.7.1.221 ATP + 3-O-[(1R)-1-carboxyethyl]-2-deoxy-2-[2-[4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenyl]acetamido]-D-glucopyranose
-
 Pseudomonas putida ADP + 3-O-[(1R)-1-carboxyethyl]-2-deoxy-2-[2-[4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenyl]acetamido]-1-O-phosphono-D-glucopyranose
-
 ?
2.7.1.221 ATP + 3-O-[(1R)-1-carboxyethyl]-2-deoxy-2-[3-(3-methyl-3H-diazirin-3-yl)propanamido]-D-glucopyranose
-
 Pseudomonas putida ADP + 3-O-[(1R)-1-carboxyethyl]-2-deoxy-2-[3-(3-methyl-3H-diazirin-3-yl)propanamido]-1-O-phosphono-D-glucopyranose
-
 ?
2.7.1.221 ATP + N-acetyl-D-muramate
-
 Pseudomonas putida ADP + N-acetyl-alpha-D-muramate 1-phosphate
-
 ?
2.7.7.99 UDP + N-acetyl-alpha-D-muramate 1-phosphate
-
 Pseudomonas putida UDP-N-acetyl-alpha-D-muramate + phosphate
-
 ?
2.7.7.99 UDP + N-acetyl-alpha-D-muramate 1-phosphate
-
 Pseudomonas putida DSM 6125 UDP-N-acetyl-alpha-D-muramate + phosphate
-
 ?
2.7.7.99 UDP + N-acetyl-alpha-D-muramate 1-phosphate
-
 Pseudomonas putida NCIMB 11950 UDP-N-acetyl-alpha-D-muramate + phosphate
-
 ?
2.7.7.99 UDP + N-acetyl-alpha-D-muramate 1-phosphate
-
 Pseudomonas putida ATCC 47054 UDP-N-acetyl-alpha-D-muramate + phosphate
-
 ?

Subunits

EC Number Subunits Comment Organism
2.7.1.221 ? x * 38000, SDS-PAGE Pseudomonas putida
2.7.7.99 ? x * 24000, recombinant detagged enzyme, SDS-PAGE Pseudomonas putida

Synonyms

EC Number Synonyms Comment Organism
2.7.1.221 amgK
-
 Pseudomonas putida
2.7.1.221 MurNAc/GlcNAc anomeric kinase
-
 Pseudomonas putida
2.7.7.99 murU
-
 Pseudomonas putida

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
2.7.7.99 22
-
 assay at room temperature Pseudomonas putida

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
2.7.1.221 4.67
-
 2-acetamido-3-O-[(1R)-2-azido-1-carboxyethyl]-2-deoxy-D-glucopyranose at pH 7.9 and 25°C Pseudomonas putida
2.7.1.221 6.58
-
 2-acetamido-3-O-[(1R)-1-carboxyethyl]-2-deoxy-D-glucopyranose at pH 7.9 and 25°C Pseudomonas putida
2.7.1.221 9.74
-
 2-[(but-3-ynoyl)amino]-3-O-[(1R)-1-carboxyethyl]-2-deoxy-D-glucopyranose at pH 7.9 and 25°C Pseudomonas putida
2.7.1.221 14.07
-
 2-(2-azidoacetamido)-3-O-[(1R)-1-carboxyethyl]-2-deoxy-D-glucopyranose at pH 7.9 and 25°C Pseudomonas putida

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
2.7.7.99 7.9
-
 assay at Pseudomonas putida

General Information

EC Number General Information Comment Organism
2.7.7.99 metabolism the two major cell wall recycling enzymes are AmgK and MurU. This specific cell wall recycling machinery, present in many bacterial species including Pseudomonas putida, includes the recycling enzyme AmgK that converts NAM into MurNAc 1-phosphate, which is then converted to UDP-MurNAc (UDP-NAM) by MurU. These enzymes produce UDP-NAM, a critical precursor involved in the initial steps of the bacterial cell wall biosynthesis. Peptidoglycan biosynthetic and recycling pathway, overview Pseudomonas putida

kcat/KM [mM/s]

EC Number kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
2.7.1.221 1.02
-
 2-[3-[3-(but-3-yn-1-yl)-3H-diazirin-3-yl]propanamido]-3-O-[(1R)-1-carboxyethyl]-2-deoxy-D-glucopyranose at pH 7.9 and 25°C Pseudomonas putida
2.7.1.221 1.55
-
 3-O-[(1R)-1-carboxyethyl]-2-deoxy-2-[3-(3-methyl-3H-diazirin-3-yl)propanamido]-D-glucopyranose at pH 7.9 and 25°C Pseudomonas putida
2.7.1.221 2.25
-
 3-O-[(1R)-1-carboxyethyl]-2-deoxy-2-[2-[4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenyl]acetamido]-D-glucopyranose at pH 7.9 and 25°C Pseudomonas putida
2.7.1.221 2.95
-
 3-O-[(1R)-1-carboxyethyl]-2-deoxy-2-([5-[(3aR,6R,6aS)-2-oxohexahydro-1H-thieno[2,3-d]imidazol-6-yl]pentanoyl]amino)-D-glucopyranose at pH 7.9 and 25°C Pseudomonas putida
2.7.1.221 3.46
-
 3-O-[(1R)-1-carboxyethyl]-2-deoxy-2-[(4-oxopentanoyl)amino]-D-glucopyranose at pH 7.9 and 25°C Pseudomonas putida
2.7.1.221 12.6
-
 2-(2-azidoacetamido)-3-O-[(1R)-1-carboxyethyl]-2-deoxy-D-glucopyranose at pH 7.9 and 25°C Pseudomonas putida
2.7.1.221 18
-
 2-[(but-3-ynoyl)amino]-3-O-[(1R)-1-carboxyethyl]-2-deoxy-D-glucopyranose at pH 7.9 and 25°C Pseudomonas putida
2.7.1.221 154
-
 2-acetamido-3-O-[(1R)-2-azido-1-carboxyethyl]-2-deoxy-D-glucopyranose at pH 7.9 and 25°C Pseudomonas putida
2.7.1.221 216
-
 2-acetamido-3-O-[(1R)-1-carboxyethyl]-2-deoxy-D-glucopyranose at pH 7.9 and 25°C Pseudomonas putida