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Literature summary extracted from

  • Garrabou, X.; Gomez, L.; Joglar, J.; Gil, S.; Parella, T.; Bujons, J.; Clapes, P.
    Structure-guided minimalist redesign of the L-fuculose-1-phosphate aldolase active site: expedient synthesis of novel polyhydroxylated pyrrolizidines and their inhibitory properties against glycosidases and intestinal disaccharidases (2010), Chemistry, 16, 10691-10706.
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
4.1.2.17 expressed in Escherichia coli M-15 [pREP-4] cells Escherichia coli

Protein Variants

EC Number Protein Variants Comment Organism
4.1.2.17 F131A the mutant has 1% retroaldol activity with L-fuculose-1-phosphate as compared to the wild type enzyme. The mutant uses (R)-N-benzyloxycarbonyl-prolinal as substrate and is highly stereoselective both with (R)-and with (S)-N-benzyloxycarbonyl-prolinal, exclusively producing the anti- and syn-aldol adducts, respectively Escherichia coli
4.1.2.17 F131A/Del(207-215) inactive Escherichia coli
4.1.2.17 F131A/F206A the relative activity of F131A/F206A towards L-fuculose-1-phosphate is approximately less than 0.5% as compared to the wild type enzyme Escherichia coli
4.1.2.17 F131A/Y113A inactive Escherichia coli
4.1.2.17 F206A the mutant has 22% retroaldol activity with L-fuculose-1-phosphate as compared to the wild type enzyme Escherichia coli
4.1.2.17 additional information the deletion mutants Del(211-215) and Del(207-215) show 11% and 2% retroaldol activity with L-fuculose-1-phosphate, respectively, as compared to the wild type enzyme Escherichia coli
4.1.2.17 Y113A the mutant has 0.5% retroaldol activity with L-fuculose-1-phosphate as compared to the wild type enzyme Escherichia coli

Inhibitors

EC Number Inhibitors Comment Organism Structure
4.1.2.17 1,4-dideoxy-1,4-imino-L-arabinitol
-
Escherichia coli
4.1.2.17 1,4-dideoxy-1,4-iminod-arabinitol
-
Escherichia coli
4.1.2.17 D-fagomine
-
Escherichia coli
4.1.2.17 L-fagomine
-
Escherichia coli

Organism

EC Number Organism UniProt Comment Textmining
4.1.2.17 Escherichia coli
-
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
4.1.2.17 ammonium sulfate precipitation Escherichia coli

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4.1.2.17 dihydroxyacetone + (R)-N-benzyloxycarbonyl-alaninal
-
Escherichia coli 5-[[(benzyloxy)carbonyl]amino]-5,6-dideoxy-1-O-phosphonato-D-erythro-hex-2-ulose
-
?
4.1.2.17 dihydroxyacetone + (S)-N-benzyloxycarbonyl-alaninal
-
Escherichia coli 5-[[(benzyloxy)carbonyl]amino]-5,6-dideoxy-1-O-phosphonato-D-erythro-hex-2-ulose
-
?
4.1.2.17 dihydroxyacetone + benzyl (2R)-2-formylpyrrolidine-1-carboxylate
-
Escherichia coli (3R,4R)-4-[1-[(benzyloxy)carbonyl]pyrrolidin-2-yl]-3,4-dihydroxy-2-oxobutyl phosphate
-
?
4.1.2.17 dihydroxyacetone + benzyl (2S)-2-formylpyrrolidine-1-carboxylate
-
Escherichia coli (3R,4S)-4-[1-[(benzyloxy)carbonyl]pyrrolidin-2-yl]-3,4-dihydroxy-2-oxobutyl phosphate
-
?
4.1.2.17 dihydroxyacetone + benzyl [(2R)-3-methyl-1-oxobutan-2-yl]carbamate
-
Escherichia coli (3R,4R,5R)-5-[[(benzyloxy)carbonyl]amino]-3,4-dihydroxy-6-methyl-2-oxoheptyl phosphate
-
?
4.1.2.17 dihydroxyacetone + benzyl [(2R)-4-methyl-1-oxopentan-2-yl]carbamate
-
Escherichia coli (3R,4R,5R)-5-[[(benzyloxy)carbonyl]amino]-3,4-dihydroxy-7-methyl-2-oxooctyl phosphate
-
?
4.1.2.17 dihydroxyacetone + benzyl [(2S)-3-methyl-1-oxobutan-2-yl]carbamate
-
Escherichia coli (3R,4R,5R)-5-[[(benzyloxy)carbonyl]amino]-3,4-dihydroxy-6-methyl-2-oxoheptyl phosphate + (3R,4S,5R)-5-[[(benzyloxy)carbonyl]amino]-3,4-dihydroxy-6-methyl-2-oxoheptyl phosphate 70:30 product ratio ?
4.1.2.17 dihydroxyacetone + benzyl [(2S)-4-methyl-1-oxopentan-2-yl]carbamate
-
Escherichia coli (3R,4R,5R)-5-[[(benzyloxy)carbonyl]amino]-3,4-dihydroxy-7-methyl-2-oxooctyl phosphate
-
?
4.1.2.17 dihydroxyacetone + benzyl [(3S)-3-methyl-1-oxopentan-2-yl]carbamate
-
Escherichia coli (3R,4R,5R,6S)-5-(((benzyloxy)carbonyl)amino)-3,4-dihydroxy-6-methyl-2-oxooctyl phosphate + (3R,4S,5R,6S)-5-(((benzyloxy)carbonyl)amino)-3,4-dihydroxy-6-methyl-2-oxooctyl phosphate 78:22 product ratio ?
4.1.2.17 L-fuculose 1-phosphate
-
Escherichia coli dihydroxyacetone phosphate + (S)-lactaldehyde
-
?
4.1.2.17 additional information (R)-N-benzyloxycarbonyl-prolinal is not a substrate for the wild type enzyme Escherichia coli ?
-
?

Synonyms

EC Number Synonyms Comment Organism
4.1.2.17 FucA
-
Escherichia coli
4.1.2.17 L-fuculose-1-phosphate aldolase
-
Escherichia coli