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Literature summary extracted from

  • Schoenhofen, I.C.; McNally, D.J.; Brisson, J.; Logan, S.M.
    Elucidation of the CMP-pseudaminic acid pathway in Helicobacter pylori: synthesis from UDP-N-acetylglucosamine by a single enzymatic reaction (2006), Glycobiology, 16, 8C-14C.
    View publication on PubMed

Application

EC Number Application Comment Organism
2.7.7.81 medicine Helicobacter pylori, heavily modifies its flagellin with pseudaminic acid. Because this sugar is unique to bacteria, its biosynthetic pathway offers potential as a novel therapeutic target Helicobacter pylori

Cloned(Commentary)

EC Number Cloned (Comment) Organism
2.5.1.97 expression in Escherichia coli Helicobacter pylori
2.7.7.81 expression in Escherichia coli Helicobacter pylori

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
2.7.7.81 Mg2+ required for optimal activity Helicobacter pylori

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.5.1.97 phosphoenolpyruvate + 2,4-diacetamido-2,4,6-trideoxy-beta-L-altropyranose + H2O Helicobacter pylori pseudaminic acid biosynthesis phosphate + 5,7-bis(acetylamino)-3,5,7,9-tetradeoxy-L-glycero-alpha-L-manno-2-nonulopyranosonic acid
-
 ?
2.7.7.81 CTP + 5,7-bis(acetylamino)-3,5,7,9-tetradeoxy-L-glycero-alpha-L-manno-2-nonulopyranosonic acid Helicobacter pylori CMP-pseudaminic acid biosynthesis. Helicobacter pylori, heavily modifies its flagellin with pseudaminic acid, a modification that influences pathogenesis through bacterial adhesion, invasion, and immune evasion diphosphate + CMP-5,7-bis(acetylamino)-3,5,7,9-tetradeoxy-L-glycero-alpha-L-manno-2-nonulopyranosonic acid
-
 ?
4.2.1.115 UDP-N-acetylglucosamine Helicobacter pylori production of a precursor of pseudaminic acid, i.e. 5,7-diacetamido-3,5,7,9-tetradeoxy-L-glycero-alpha-L-manno-nonulosonic acid, required for flagellin glycosylation in Helicobacter pylori, analysis of all reaction steps in the pathway and related enzymes, overview UDP-2-acetamido-2,6-dideoxy-beta-L-arabino-hex-4-ulose + H2O
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
2.3.1.202 Helicobacter pylori
-
-
-
2.5.1.97 Helicobacter pylori
-
-
-
2.7.7.81 Helicobacter pylori
-
-
-
4.2.1.115 Helicobacter pylori
-
 gene pseB
-

Purification (Commentary)

EC Number Purification (Comment) Organism
2.5.1.97
-
 Helicobacter pylori
2.7.7.81
-
 Helicobacter pylori

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.3.1.202 acetyl-CoA + UDP-4-amino-4,6-dideoxy-N-acetyl-beta-L-altrosamine N-4-acetylation Helicobacter pylori CoA + UDP-2,4-diacetamido-2,4,6-trideoxy-beta-L-altropyranose
-
 ?
2.5.1.97 phosphoenolpyruvate + 2,4-diacetamido-2,4,6-trideoxy-beta-L-altropyranose + H2O pseudaminic acid biosynthesis Helicobacter pylori phosphate + 5,7-bis(acetylamino)-3,5,7,9-tetradeoxy-L-glycero-alpha-L-manno-2-nonulopyranosonic acid
-
 ?
2.5.1.97 phosphoenolpyruvate + 2,4-diacetamido-2,4,6-trideoxy-beta-L-altropyranose + H2O combining the five enzymes of pseudaminic acid biosynthesis (PseB, PseC, PseH, PseG, PseI) in a one-pot reaction results in 100% conversion of UDP-N-acetylglucosamine to pseudaminic acid after 20 h Helicobacter pylori phosphate + 5,7-bis(acetylamino)-3,5,7,9-tetradeoxy-L-glycero-alpha-L-manno-2-nonulopyranosonic acid
-
 ?
2.7.7.81 CTP + 5,7-bis(acetylamino)-3,5,7,9-tetradeoxy-L-glycero-alpha-L-manno-2-nonulopyranosonic acid CMP-pseudaminic acid biosynthesis. Helicobacter pylori, heavily modifies its flagellin with pseudaminic acid, a modification that influences pathogenesis through bacterial adhesion, invasion, and immune evasion Helicobacter pylori diphosphate + CMP-5,7-bis(acetylamino)-3,5,7,9-tetradeoxy-L-glycero-alpha-L-manno-2-nonulopyranosonic acid
-
 ?
2.7.7.81 CTP + 5,7-bis(acetylamino)-3,5,7,9-tetradeoxy-L-glycero-alpha-L-manno-2-nonulopyranosonic acid when all six CMP-pseudaminic acid biosynthetic enzymes (PseB, PseC, PseH, PseG, PseI, PseF) are combined in a reaction with UDP-N-acetylglucosamine, synthesis of VII is successful CMP-pseudaminic acid. Combining the first five enzymes (PseB, PseC, PseH, PseG, PseI) in a one-pot reaction results in 100% conversion of UDP-N-acetylglucosamine to pseudaminic acid after 20 h Helicobacter pylori diphosphate + CMP-5,7-bis(acetylamino)-3,5,7,9-tetradeoxy-L-glycero-alpha-L-manno-2-nonulopyranosonic acid
-
 ?
4.2.1.115 UDP-N-acetylglucosamine
-
 Helicobacter pylori UDP-2-acetamido-2,6-dideoxy-beta-L-arabino-hex-4-ulose + H2O
-
 ?
4.2.1.115 UDP-N-acetylglucosamine production of a precursor of pseudaminic acid, i.e. 5,7-diacetamido-3,5,7,9-tetradeoxy-L-glycero-alpha-L-manno-nonulosonic acid, required for flagellin glycosylation in Helicobacter pylori, analysis of all reaction steps in the pathway and related enzymes, overview Helicobacter pylori UDP-2-acetamido-2,6-dideoxy-beta-L-arabino-hex-4-ulose + H2O
-
 ?

Synonyms

EC Number Synonyms Comment Organism
2.3.1.202 CMP-pseudaminic acid N-acetyltransferase
-
 Helicobacter pylori
2.3.1.202 PsEH
-
 Helicobacter pylori
2.5.1.97 PseI
-
 Helicobacter pylori
2.7.7.81 PseF
-
 Helicobacter pylori
4.2.1.115 NAD(P)+-dependent dehydratase/epimerase
-
 Helicobacter pylori
4.2.1.115 PseB
-
 Helicobacter pylori

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
4.2.1.115 25
-
 assay at Helicobacter pylori

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
2.7.7.81 9
-
 alkaline pH is required for optimal activity Helicobacter pylori
4.2.1.115 7.3
-
 assay at Helicobacter pylori