The Enzyme Database

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EC 2.4.1.363     
Accepted name: ginsenoside 20-O-glucosyltransferase
Reaction: UDP-α-D-glucose + (20S)-protopanaxadiol = UDP + ginsenoside C-K
Glossary: (20S)-protopanaxadiol = (3β,12β)-dammar-24-ene-3,12,20-triol
ginsenoside C-K = (3β,12β)-3,12-dihydroxydammar-24-en-20-yl β-D-glucopyranoside
Other name(s): UGT71A27 (gene name)
Systematic name: UDP-α-D-glucose:(20S)-protopanaxadiol 20-O-glucosyltransferase (configuration-inverting)
Comments: The enzyme, characterized from the plant Panax ginseng, transfers a glucosyl moiety to the free C20(S)-OH group of dammarane derivative substrates, including protopanaxatriol, dammarenediol II, (20S)-ginsenoside Rh2, and (20S)-ginsenoside Rg3. It does not act on the 20R epimer of protopanaxadiol, or on ginsenosides that are glucosylated at the C-6 position, such as ginsenoside Rh1 or ginsenoside Rg2.
Links to other databases: BRENDA, EXPASY, KEGG, MetaCyc
References:
1.  Yan, X., Fan, Y., Wei, W., Wang, P., Liu, Q., Wei, Y., Zhang, L., Zhao, G., Yue, J. and Zhou, Z. Production of bioactive ginsenoside compound K in metabolically engineered yeast. Cell Res. 24 (2014) 770–773. [PMID: 24603359]
2.  Wei, W., Wang, P., Wei, Y., Liu, Q., Yang, C., Zhao, G., Yue, J., Yan, X. and Zhou, Z. Characterization of Panax ginseng UDP-glycosyltransferases catalyzing protopanaxatriol and biosyntheses of bioactive ginsenosides F1 and Rh1 in metabolically engineered yeasts. Mol. Plant 8 (2015) 1412–1424. [PMID: 26032089]
[EC 2.4.1.363 created 2019]
 
 
EC 2.4.1.364     
Accepted name: protopanaxadiol-type ginsenoside 3-O-glucosyltransferase
Reaction: (1) UDP-α-D-glucose + (20S)-protopanaxadiol = UDP + (20S)-ginsenoside Rh2
(2) UDP-α-D-glucose + ginsenoside C-K = UDP + ginsenoside F2
Glossary: (20S)-protopanaxadiol = (3β,12β)-dammar-24-ene-3,12,20-triol
ginsenoside C-K = (3β,12β)-3,12-dihydroxydammar-24-en-20-yl β-D-glucopyranoside
Other name(s): UGT74AE2 (gene name)
Systematic name: UDP-α-D-glucose:protopanaxadiol-type ginsenoside 3-O-glucosyltransferase (configuration-retaining)
Comments: The enzyme, characterized from the plant Panax ginseng, transfers a glucosyl moiety to the free C-3-OH group of (20S)-protopanaxadiol and ginsenoside C-K.
Links to other databases: BRENDA, EXPASY, KEGG, MetaCyc
References:
1.  Jung, S.C., Kim, W., Park, S.C., Jeong, J., Park, M.K., Lim, S., Lee, Y., Im, W.T., Lee, J.H., Choi, G. and Kim, S.C. Two ginseng UDP-glycosyltransferases synthesize ginsenoside Rg3 and Rd. Plant Cell Physiol. 55 (2014) 2177–2188. [PMID: 25320211]
[EC 2.4.1.364 created 2019]
 
 
EC 2.4.1.365     
Accepted name: protopanaxadiol-type ginsenoside-3-O-glucoside 2′′-O-glucosyltransferase
Reaction: (1) UDP-α-D-glucose + (20S)-ginsenoside Rh2 = UDP + (20S)-ginsenoside Rg3
(2) UDP-α-D-glucose + ginsenoside F2 = UDP + ginsenoside Rd
Glossary: (20S)-ginsenoside Rh2 = (3β,12β)-12,20-dihydroxydammar-24-en-3-yl β-D-glucopyranoside
ginsenoside F2 = (3β,12β)-20-(β-D-glucopyranosyloxy)-12-hydroxydammar-24-en-3-yl β-D-glucopyranoside
Other name(s): UGT94Q2 (gene name)
Systematic name: UDP-α-D-glucose:3-O-glucosyl-protopanaxadiol-type ginsenoside 2′′-O-glucosyltransferase
Comments: The enzyme, characterized from the plant Panax ginseng, transfers a glucosyl moiety to the 2′′ position of the glucose moiety in the protopanaxadiol-type ginsenoside-3-O-glucosides (20S)-ginsenoside Rh2 and ginsenoside F2.
Links to other databases: BRENDA, EXPASY, KEGG, MetaCyc
References:
1.  Jung, S.C., Kim, W., Park, S.C., Jeong, J., Park, M.K., Lim, S., Lee, Y., Im, W.T., Lee, J.H., Choi, G. and Kim, S.C. Two ginseng UDP-glycosyltransferases synthesize ginsenoside Rg3 and Rd. Plant Cell Physiol. 55 (2014) 2177–2188. [PMID: 25320211]
[EC 2.4.1.365 created 2019]
 
 


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