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Literature summary for 4.1.2.55 extracted from

  • Lamble, H.J.; Danson, M.J.; Hough, D.W.; Bull, S.D.
    Engineering stereocontrol into an aldolase-catalysed reaction (2005), Chem. Commun. (Camb. ), 2005, 124-126.
    View publication on PubMed
Search for more literature for 4.1.2.55

Application

Application Comment Organism
synthesis stereoselectivity is induced into aldol reactions of this naturally promiscuous enzyme by employing D-glyceraldehyde acetonide and L-glyceraldehyde acetonide as substrates Saccharolobus solfataricus

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
3.9
-
 D-glyceraldehyde pH 6, 70°C Saccharolobus solfataricus
5.5
-
 D-glyceraldehyde acetonide pH 6, 70°C Saccharolobus solfataricus
7.1
-
 L-glyceraldehyde pH 6, 70°C Saccharolobus solfataricus
22.7
-
 D-glyceraldehyde acetonide pH 6, 70°C Saccharolobus solfataricus

Organism

Organism UniProt Comment Textmining
Saccharolobus solfataricus
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
pyruvate + D-glyceraldehyde the enzyme exhibits no diastereocontrol for the aldol condensation of its natural substrates pyruvate and D-glyceraldehyde and gives a 50:50 mixture of 2-dehydro-3-deoxy-D-gluconate (anti-(4S,5R)-3-deoxy-2-hexulosonate) and 2-dehydro-3-deoxy-D-galactobate (syn-(4R,5R)-3-deoxy-2-hexulosonate) Saccharolobus solfataricus 2-dehydro-3-deoxy-D-galactonate
-
 ?
pyruvate + D-glyceraldehyde the enzyme exhibits no diastereocontrol for the aldol condensation of its natural substrates pyruvate and D-glyceraldehyde and gives a 50:50 mixture of 2-dehydro-3-deoxy-D-gluconate (anti-(4S,5R)-3-deoxy-2-hexulosonate) and 2-dehydro-3-deoxy-D-galactobate (syn-(4R,5R)-3-deoxy-2-hexulosonate) Saccharolobus solfataricus 2-dehydro-3-deoxy-D-gluconate
-
 ?
pyruvate + D-glyceraldehyde acetonide highly stereoselective formation of 3-deoxy-5,6-O-(1-methylethylidene)-D-erythro-hex-2-ulosonate in 92% diastereomeric excess Saccharolobus solfataricus 3-deoxy-5,6-O-(1-methylethylidene)-D-erythro-hex-2-ulosonate
-
 ?
pyruvate + L-glyceraldehyde condensation of pyruvate with L-glyceraldehyde proceeds with no stereocontrol, yielding a 53:47 diastereoisomeric mixture of 2-dehydro-3-deoxy-L-gluconate (anti-(4S,5R)-3-deoxy-2-hexulosonate) and 2-dehydro-3-deoxy-L-galactonate (syn-(4S,5S)-3-deoxy-2-hexulosonate) Saccharolobus solfataricus 2-dehydro-3-deoxy-L-galactonate
-
 ?
pyruvate + L-glyceraldehyde condensation of pyruvate with L-glyceraldehyde proceeds with no stereocontrol, yielding a 53:47 diastereoisomeric mixture of 2-dehydro-3-deoxy-L-gluconate (anti-(4S,5R)-3-deoxy-2-hexulosonate) and 2-dehydro-3-deoxy-L-galactonate (syn-(4S,5S)-3-deoxy-2-hexulosonate) Saccharolobus solfataricus 2-dehydro-3-deoxy-L-gluconate
-
 ?
pyruvate + L-glyceraldehyde acetonide highly stereoselective formation of 3-deoxy-5,6-O-(1-methylethylidene)-L-threo-hex-2-ulosonate in 94% diastereomeric excess Saccharolobus solfataricus 3-deoxy-5,6-O-(1-methylethylidene)-L-threo-hex-2-ulosonate
-
 ?

Synonyms

Synonyms Comment Organism
2-keto-3-deoxygluconate aldolase
-
 Saccharolobus solfataricus
KDGA
-
 Saccharolobus solfataricus

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.7
-
 D-glyceraldehyde acetonide pH 6, 70°C Saccharolobus solfataricus
5.4
-
 D-glyceraldehyde acetonide pH 6, 70°C Saccharolobus solfataricus
9.9
-
 D-glyceraldehyde pH 6, 70°C Saccharolobus solfataricus
9.9
-
 L-glyceraldehyde pH 6, 70°C Saccharolobus solfataricus