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Literature summary extracted from

  • Nakayama, A.; Okano, A.; Feng, Y.; Collins, J.C.; Collins, K.C.; Walsh, C.T.; Boger, D.L.
    Enzymatic glycosylation of vancomycin aglycon: completion of a total synthesis of vancomycin and N- and C-terminus substituent effects of the aglycon substrate (2014), Org. Lett., 16, 3572-3575.
    View publication on PubMedView publication on EuropePMC

Application

EC Number Application Comment Organism
2.4.1.310 synthesis in vitro sequential glycosylations of the vancomycin aglycon catalyzed by the glycosyltransferases GtfE and GtfD and total synthesis of vancomycin and derivatives. For GtfE, presence of reductant tris(2-carboxyethyl)phosphine (TCEP, 2 mM) is crucial Amycolatopsis orientalis
2.4.1.322 synthesis in vitro sequential glycosylations of the vancomycin aglycon catalyzed by the glycosyltransferases GtfE and GtfD and total synthesis of vancomycin and derivatives Amycolatopsis orientalis

Cloned(Commentary)

EC Number Cloned (Comment) Organism
2.4.1.310 expression in Escherichia coli Amycolatopsis orientalis
2.4.1.322 expression in Escherichia coli Amycolatopsis orientalis

Inhibitors

EC Number Inhibitors Comment Organism Structure
2.4.1.310 CHAPS
-
 Amycolatopsis orientalis
2.4.1.310 Triton X-100
-
 Amycolatopsis orientalis
2.4.1.310 Tween 20
-
 Amycolatopsis orientalis

Organic Solvent Stability

EC Number Organic Solvent Comment Organism
2.4.1.310 DMSO up to 10% v/v, tolerated Amycolatopsis orientalis

Organism

EC Number Organism UniProt Comment Textmining
2.4.1.310 Amycolatopsis orientalis
-
-
-
2.4.1.310 Amycolatopsis orientalis ATCC 19795
-
-
-
2.4.1.322 Amycolatopsis orientalis Q9AFC7
-
-
2.4.1.322 Amycolatopsis orientalis ATCC 19795 Q9AFC7
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.4.1.310 additional information study on reaction after modification of the vancomycin aglycon. Modification at the N-terminus amine of vancomycin aglycon is well tolerated, whereas C-terminus modification with removal of the acidic carboxylic acid results in a slower, less effective initial glycosylation Amycolatopsis orientalis ?
-
 ?
2.4.1.310 additional information study on reaction after modification of the vancomycin aglycon. Modification at the N-terminus amine of vancomycin aglycon is well tolerated, whereas C-terminus modification with removal of the acidic carboxylic acid results in a slower, less effective initial glycosylation Amycolatopsis orientalis ATCC 19795 ?
-
 ?
2.4.1.310 UDP-alpha-D-glucose + vancomycin aglycone
-
 Amycolatopsis orientalis UDP + devancoaminyl vancomycin
-
 ?
2.4.1.310 UDP-alpha-D-glucose + vancomycin aglycone
-
 Amycolatopsis orientalis ATCC 19795 UDP + devancoaminyl vancomycin
-
 ?
2.4.1.322 dTDP-beta-L-vancosamine + desvancosaminyl-vancomycin
-
 Amycolatopsis orientalis dTDP + vancomycin
-
 ?
2.4.1.322 dTDP-beta-L-vancosamine + desvancosaminyl-vancomycin
-
 Amycolatopsis orientalis ATCC 19795 dTDP + vancomycin
-
 ?
2.4.1.322 additional information modification of the C- or N-terminus of the vancomycin aglycon does not inhibit completion of the transfer reaction Amycolatopsis orientalis ?
-
 ?
2.4.1.322 additional information modification of the C- or N-terminus of the vancomycin aglycon does not inhibit completion of the transfer reaction Amycolatopsis orientalis ATCC 19795 ?
-
 ?
2.4.1.322 UDP-beta-L-vancosamine + desvancosaminyl-vancomycin
-
 Amycolatopsis orientalis dUDP + vancomycin
-
 ?
2.4.1.322 UDP-beta-L-vancosamine + desvancosaminyl-vancomycin
-
 Amycolatopsis orientalis ATCC 19795 dUDP + vancomycin
-
 ?

Synonyms

EC Number Synonyms Comment Organism
2.4.1.310 GtfE
-
 Amycolatopsis orientalis