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Literature summary for 2.4.1.278 extracted from

  • Yuan, Y.; Chung, H.S.; Leimkuhler, C.; Walsh, C.T.; Kahne, D.; Walker, S.
    In vitro reconstitution of EryCIII activity for the preparation of unnatural macrolides (2005), J. Am. Chem. Soc., 127, 14128-14129.
    View publication on PubMedView publication on EuropePMC

Application

Application Comment Organism
medicine the activated enzyme is capable of transferring an alternative unnatural sugar donor. Because the desosamine sugar contacts the 50S subunit of ribosome, the discovery that an unnatural sugar can be transferred has implications for the synthesis of new erythromycin derivatives with improved properties. Reconstitute of the activity of EryCIII in vitro for the synthesis of unnatural macrolides Saccharopolyspora erythraea

Cloned(Commentary)

Cloned (Comment) Organism
expression in Escherichia coli BL21(DE3) as a C-terminal His6 fusion protein Saccharopolyspora erythraea

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.05
-
3-alpha-mycarosylerythronolide B pH and temperature not specified in the publication, 0.05 mM dTDP-3-dimethylamino-4,6-dideoxy-alpha-D-glucopyranose Saccharopolyspora erythraea

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
dTDP-3-dimethylamino-4,6-dideoxy-alpha-D-glucopyranose + 3-alpha-mycarosylerythronolide B Saccharopolyspora erythraea dTDP-3-dimethylamino-4,6-dideoxy-alpha-D-glucopyranose i.e. dTDP-D-desosamine dTDP + erythromycin D
-
?

Organism

Organism UniProt Comment Textmining
Saccharopolyspora erythraea
-
-
-

Purification (Commentary)

Purification (Comment) Organism
-
Saccharopolyspora erythraea

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
dTDP-3-dimethylamino-4,6-dideoxy-alpha-D-glucopyranose + 3-alpha-mycarosylerythronolide B dTDP-3-dimethylamino-4,6-dideoxy-alpha-D-glucopyranose i.e. dTDP-D-desosamine Saccharopolyspora erythraea dTDP + erythromycin D
-
?
dTDP-D-mycaminose + 3-alpha-mycarosylerythronolide B the activated enzyme is capable of transferring an alternative sugar donor Saccharopolyspora erythraea dTDP + erythromycin M
-
?

Synonyms

Synonyms Comment Organism
EryCIII
-
Saccharopolyspora erythraea
glycosyltransferase EryCIII
-
Saccharopolyspora erythraea

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.017
-
3-alpha-mycarosylerythronolide B pH and temperature not specified in the publication, 0.05 mM TDP-3-dimethylamino-4,6-dideoxy-alpha-D-glucopyranose Saccharopolyspora erythraea

Cofactor

Cofactor Comment Organism Structure
AKnT protein the noncognate glycosyltransferase activator protein AknT, stably activates EryCIII. Addition of purified AknT to inactive EryCIII restores the activity of EryCIII in vitro Saccharopolyspora erythraea
EryCII protein glycosyltransferase activator protein EryCII activates EryCIII. EryCIII treated with EryCII is catalytically active, effecting transfer of desosamine to 3-alpha-mycarosylerythronolide. The untreated EryCIII sample shows no activity Saccharopolyspora erythraea

General Information

General Information Comment Organism
physiological function the enzyme is involved in erythromycin biosynthesis Saccharopolyspora erythraea

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
0.34
-
3-alpha-mycarosylerythronolide B pH and temperature not specified in the publication, 0.05 mM dTDP-3-dimethylamino-4,6-dideoxy-alpha-D-glucopyranose Saccharopolyspora erythraea