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4.1.3.3: N-acetylneuraminate lyase

This is an abbreviated version!
For detailed information about N-acetylneuraminate lyase, go to the full flat file.

Word Map on EC 4.1.3.3

Reaction

aceneuramate
=
N-acetyl-D-mannosamine
 +
pyruvate

Synonyms

Acetylneuraminate pyruvate-lyase, class I NAL, EcNanA, Lyase, acetylneuraminate, N-acetyl-d-neuraminic acid aldolase, N-acetyl-D-neuraminic acid lyase, N-Acetylneuraminate aldolase, N-Acetylneuraminate lyase, N-acetylneuraminate pyruvate lyase, N-Acetylneuraminate pyruvate-lyase, N-Acetylneuraminic acid aldolase, N-Acetylneuraminic acid lyase, N-Acetylneuraminic aldolase, N-Acetylneuraminic lyase, NAL, NALase, NanA, NANA lyase, Neu5Ac aldolase, Neu5Ac lyase, NeuAc aldolase, NeuAc lyase, Neuraminate aldolase, Neuraminic acid aldolase, Neuraminic aldolase, NPL, PmNanA, sialate aldolase, Sialate lyase, sialate-pyruvate lyase, Sialic acid aldolase, Sialic aldolase

ECTree

     4 Lyases
         4.1 Carbon-carbon lyases
             4.1.3 Oxo-acid-lyases
                4.1.3.3 N-acetylneuraminate lyase

Substrates Products

Substrates Products on EC 4.1.3.3 - N-acetylneuraminate lyase

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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(2R,3R,4R)-6-[(aminooxy)carbonyl]-3,4,6-trihydroxy-N-propyltetrahydro-2H-pyran-2-carboxamide
?
show the reaction diagram
-
-
-
-
?
(2S,4S,5R,6R)-5-(acetylamino)-6-[(dipropylamino)carbonyl]-2,4-dihydroxytetrahydro-pyran-2-carboxylic acid
?
show the reaction diagram
-
-
-
-
?
(5R,6R)-7-(dipropylamino)-4,5,6-trihydroxy-2,7-dioxoheptanoic acid
pyruvate + (2R,3S)-2,3-dihydroxy-4-oxo-N,N-dipropylbutanamide
show the reaction diagram
-
-
-
-
r
2-deoxy-2-[[(alpha-D-galactopyranosyloxy)acetyl]amino]-D-mannopyranose + pyruvate
3,5-dideoxy-5-[[(alpha-D-galactopyranosyloxy)acetyl]amino]-D-glycero-beta-D-galacto-non-2-ulopyranosonic acid
show the reaction diagram
-
-
36% yield
-
?
2-deoxy-2-[[(beta-D-galactopyranosyloxy)acetyl]amino]-D-mannopyranose + pyruvate
3,5-dideoxy-5-[[(beta-D-galactopyranosyloxy)acetyl]amino]-D-glycero-beta-D-galacto-non-2-ulopyranosonic acid
show the reaction diagram
-
-
34% yield
-
?
2-deoxy-D-glucose + pyruvate
?
show the reaction diagram
3-bromo-3-deoxy-D-mannose + pyruvate
?
show the reaction diagram
-
wild-type enzyme: 5% of the activity with N-acetyl-D-mannosamine, mutant enzyme Y98H/F115L/V251I: 5% of the activity with N-acetyl-D-mannosamine, mutant enzyme Y98H/F115L/V251I/V265I: 10% of the activity with N-acetyl-D-mannosamine, mutant enzyme Y98H/F115L/N153Y/V251I/V265I/Y281C: 10% of the activity with N-acetyl-D-mannosamine, mutant enzyme E60A/Y98H/F115L/N153Y/D150G/V251I/V265I/Y281C/N153Y: 10% of the activity with N-acetyl-D-mannosamine
-
-
?
3-deoxy-manno-oct-ulosonic acid
arabinose + pyruvate
show the reaction diagram
-
-
-
?
4-O-alpha-D-galactopyranosyl-D-mannopyranose + pyruvate
3-deoxy-7-O-alpha-D-galactopyranosyl-D-glycero-beta-D-galacto-non-2-ulopyranosonic acid
show the reaction diagram
-
-
5% yield
-
?
4-O-beta-D-galactopyranosyl-D-mannopyranose + pyruvate
3-deoxy-7-O-beta-D-galactopyranosyl-D-glycero-beta-D-galacto-non-2-ulopyranosonic acid
show the reaction diagram
-
-
38% yield
-
?
4-O-beta-D-glucopyranosyl-D-mannopyranose + pyruvate
3-deoxy-7-O-beta-D-glucopyranosyl-D-glycero-beta-D-galacto-non-2-ulopyranosonic acid
show the reaction diagram
-
-
35% yield
-
?
5-N-acetyl-4-O-acetylneuraminic acid
?
show the reaction diagram
-
22% the activity with N-acetylneuraminic acid
-
?
5-N-acetyl-9-O-acetylneuraminic acid
?
show the reaction diagram
5-O-alpha-D-galactopyranosyl-alpha-D-mannofuranose + pyruvate
3-deoxy-8-O-alpha-D-galactopyranosyl-D-glycero-beta-D-galacto-non-2-ulopyranosonic acid
show the reaction diagram
-
-
62% yield
-
?
5-O-beta-D-galactopyranosyl-alpha-D-mannofuranose + pyruvate
3-deoxy-8-O-beta-D-galactopyranosyl-D-glycero-beta-D-galacto-non-2-ulopyranosonic acid
show the reaction diagram
-
-
85% yield
-
?
5-O-methyl-N-acetyl-D-mannosamine + pyruvate
8-O-methyl-N-acetylneuraminate
show the reaction diagram
-
-
-
?
6-O-alpha-D-galactopyranosyl-D-mannopyranose + pyruvate
3-deoxy-9-O-alpha-D-galactopyranosyl-D-glycero-beta-D-galacto-non-2-ulopyranosonic acid
show the reaction diagram
-
-
81% yield
-
?
6-O-alpha-D-glucopyranosyl-D-mannopyranose + pyruvate
3-deoxy-9-O-alpha-D-glucopyranosyl-D-glycero-beta-D-galacto-non-2-ulopyranosonic acid
show the reaction diagram
-
-
65% yield
-
?
6-O-alpha-D-mannopyranosyl-D-mannopyranose + pyruvate
3-deoxy-9-O-alpha-D-mannopyranosyl-D-glycero-beta-D-galacto-non-2-ulopyranosonic acid
show the reaction diagram
-
-
78% yield
-
?
6-O-beta-D-glucopyranosyl-D-mannopyranose + pyruvate
3-deoxy-9-O-beta-D-glucopyranosyl-D-glycero-beta-D-galacto-non-2-ulopyranosonic acid
show the reaction diagram
-
-
83% yield
-
?
D-3-deoxy-manno-2-octulosonic acid
D-arabinose + pyruvate
show the reaction diagram
-
-
-
-
r
D-arabinose + pyruvate
3-deoxy-D-manno-2-octulosonic acid
show the reaction diagram
D-arabinose + pyruvate
D-3-deoxy-manno-2-octulosonic acid
show the reaction diagram
-
wild-type enzyme: 20% of the activity with N-acetyl-D-mannosamine, mutant enzyme Y98H/F115L/V251I: 40% of the activity with N-acetyl-D-mannosamine, mutant enzyme Y98H/F115L/V251I/V265I: 65% of the activity with N-acetyl-D-mannosamine, mutant enzyme Y98H/F115L/N153Y/V251I/V265I/Y281C: 40% of the activity with N-acetyl-D-mannosamine, mutant enzyme E60A/Y98H/F115L/N153Y/D150G/V251I/V265I/Y281C/N153Y: 85% of the activity with N-acetyl-D-mannosamine
-
-
r
D-glucose + pyruvate
?
show the reaction diagram
-
wild-type enzyme: 40% of the activity with N-acetyl-D-mannosamine, mutant enzyme Y98H/F115L/V251I: 40% of the activity with N-acetyl-D-mannosamine, mutant enzyme Y98H/F115L/V251I/V265I: 20% of the activity with N-acetyl-D-mannosamine, mutant enzyme Y98H/F115L/N153Y/V251I/V265I/Y281C: 25% of the activity with N-acetyl-D-mannosamine, mutant enzyme E60A/Y98H/F115L/N153Y/D150G/V251I/V265I/Y281C/N153Y: 20% of the activity with N-acetyl-D-mannosamine
-
-
?
D-gulose + pyruvate
?
show the reaction diagram
-
wild-type enzyme: 10% of the activity with N-acetyl-D-mannosamine, mutant enzyme Y98H/F115L/V251I/V265I: 110% of the activity with N-acetyl-D-mannosamine, mutant enzyme Y98H/F115L/N153Y/V251I/V265I/Y281C: 90% of the activity with N-acetyl-D-mannosamine, mutant enzyme E60A/Y98H/F115L/N153Y/D150G/V251I/V265I/Y281C/N153Y: 70% of the activity with N-acetyl-D-mannosamine
-
-
?
D-mannosamine + pyruvate
?
show the reaction diagram
-
wild-type enzyme: 80% of the activity with N-acetyl-D-mannosamine, mutant enzyme Y98H/F115L/V251I: 90% of the activity with N-acetyl-D-mannosamine, mutant enzyme Y98H/F115L/V251I/V265I: 165% of the activity with N-acetyl-D-mannosamine, mutant enzyme Y98H/F115L/N153Y/V251I/V265I/Y281C: 190% of the activity with N-acetyl-D-mannosamine, mutant enzyme E60A/Y98H/F115L/N153Y/D150G/V251I/V265I/Y281C/N153Y: 170% of the activity with N-acetyl-D-mannosamine
-
-
?
D-mannose + pyruvate
?
show the reaction diagram
D-mannose + pyruvic acid
2-keto-3-deoxy-D-glycero-D-galacto-nonopyranulosonic acid
show the reaction diagram
-
-
-
-
?
D-talose + pyruvate
?
show the reaction diagram
-
wild-type enzyme: 60% of the activity with N-acetyl-D-mannosamine, mutant enzyme Y98H/F115L/V251I: 50% of the activity with N-acetyl-D-mannosamine, mutant enzyme Y98H/F115L/V251I/V265I: 105% of the activity with N-acetyl-D-mannosamine, mutant enzyme Y98H/F115L/N153Y/V251I/V265I/Y281C: 80% of the activity with N-acetyl-D-mannosamine, mutant enzyme E60A/Y98H/F115L/N153Y/D150G/V251I/V265I/Y281C/N153Y: 70% of the activity with N-acetyl-D-mannosamine
-
-
?
D-xylose + pyruvate
?
show the reaction diagram
L-3-deoxy-manno-2-octulosonic acid
L-arabinose + pyruvate
show the reaction diagram
-
-
-
-
r
L-arabinose + ?
3-deoxy-L-manno-oct-2-ulosonic acid
show the reaction diagram
-
-
?
L-arabinose + pyruvate
L-3-deoxy-manno-2-octulosonic acid
show the reaction diagram
-
wild-type enzyme: 10% of the activity with N-acetyl-D-mannosamine, mutant enzyme Y98H/F115L/V251I: 35% of the activity with N-acetyl-D-mannosamine, mutant enzyme Y98H/F115L/V251I/V265I: 70% of the activity with N-acetyl-D-mannosamine, mutant enzyme Y98H/F115L/N153Y/V251I/V265I/Y281C: 40% of the activity with N-acetyl-D-mannosamine, mutant enzyme E60A/Y98H/F115L/N153Y/D150G/V251I/V265I/Y281C/N153Y: 80% of the activity with N-acetyl-D-mannosamine
-
-
r
L-gulose + pyruvate
?
show the reaction diagram
L-mannose + pyruvate
?
show the reaction diagram
-
wild-type enzyme: 80% of the activity with N-acetyl-D-mannosamine, mutant enzyme Y98H/F115L/V251I: 110% of the activity with N-acetyl-D-mannosamine, mutant enzyme Y98H/F115L/V251I/V265I: 95% of the activity with N-acetyl-D-mannosamine, mutant enzyme Y98H/F115L/N153Y/V251I/V265I/Y281C: 95% of the activity with N-acetyl-D-mannosamine, mutant enzyme E60A/Y98H/F115L/N153Y/D150G/V251I/V265I/Y281C/N153Y: 95% of the activity with N-acetyl-D-mannosamine
-
-
?
Methoxyneuraminic acid
?
show the reaction diagram
-
-
-
-
?
N,O-Diacetylneuramininic acid
?
show the reaction diagram
-
-
-
-
?
N-Acetyl-4-O-acetylneuraminic acid
?
show the reaction diagram
-
-
-
-
?
N-Acetyl-7-O-acetylneuraminic acid
?
show the reaction diagram
-
-
-
-
?
N-Acetyl-8-O-acetylneuraminic acid
?
show the reaction diagram
-
-
-
-
?
N-Acetyl-9-O-acetylneuraminic acid
?
show the reaction diagram
-
-
-
-
?
N-acetyl-D-mannosamine + pyruvate
N-acetyl-D-neuraminic acid
show the reaction diagram
-
-
-
-
r
N-acetyl-D-mannosamine + pyruvate
N-acetylneuraminate
show the reaction diagram
N-Acetyl-D-mannosamine + pyruvate
N-Acetylneuraminic acid
show the reaction diagram
N-acetyl-D-mannosamine + pyruvic acid
N-acetyl-D-neuraminic acid
show the reaction diagram
-
-
-
-
?
N-acetyl-D-neuraminic acid
N-acetyl-D-mannosamine + pyruvate
show the reaction diagram
N-acetyl-D-neuraminic acid
pyruvate + N-acetyl-D-mannosamine
show the reaction diagram
N-acetyl-L-mannosamine + pyruvate
N-acetyl-L-neuraminic acid
show the reaction diagram
-
wild-type enzyme: 0.2% of the activity with N-acetyl-D-mannosamine, mutant enzyme Y98H/F115L/V251I: 0.5% of the activity with N-acetyl-D-mannosamine, mutant enzyme Y98H/F115L/V251I/V265I: 1% of the activity with N-acetyl-D-mannosamine, mutant enzyme Y98H/F115L/N153Y/V251I/V265I/Y281C: 2% of the activity with N-acetyl-D-mannosamine, mutant enzyme E60A/Y98H/F115L/N153Y/D150G/V251I/V265I/Y281C/N153Y: 2% of the activity with N-acetyl-D-mannosamine
-
-
r
N-acetyl-L-neuraminic acid
N-acetyl-L-mannosamine + pyruvate
show the reaction diagram
-
-
-
-
r
N-acetyl-neuraminic acid
N-acetyl-D-mannosamine + pyruvate
show the reaction diagram
N-Acetylmannosamine + pyruvate
?
show the reaction diagram
N-acetylmannosamine + pyruvate
N-acetylneuraminic acid
show the reaction diagram
-
-
-
-
r
N-acetylneuraminate
N-acetyl-D-mannosamine + pyruvate
show the reaction diagram
N-Acetylneuraminic acid
?
show the reaction diagram
N-Acetylneuraminic acid
N-Acetyl-D-mannosamine + pyruvate
show the reaction diagram
N-acetylneuraminic acid
N-acetylmannosamine + pyruvate
show the reaction diagram
-
-
-
-
r
N-acetylneuraminic acid
pyruvate + N-acetyl-D-mannosamine
show the reaction diagram
-
-
-
-
r
N-Formylneuraminic acid
?
show the reaction diagram
N-Glycolylneuraminic acid
?
show the reaction diagram
N-Monochloracetylneuraminic acid
?
show the reaction diagram
N-Monofluoracetylneuraminic acid
?
show the reaction diagram
-
-
-
-
?
N-Succinylneuraminic acid
?
show the reaction diagram
-
-
-
-
?
pyruvate + alpha-D-Galp-(1,6)-D-Manp
alpha-D-Galp-(1,9)-D-deoxyneuraminic acid
show the reaction diagram
-
-
-
-
?
additional information
?
-