KEGG   ORTHOLOGY: K21371
Entry
K21371                      KO                                     
Symbol
UGT75L6, UGTCs2
Name
crocetin glucosyltransferase [EC:2.4.1.271]
Pathway
map00999  Biosynthesis of various plant secondary metabolites
map01100  Metabolic pathways
map01110  Biosynthesis of secondary metabolites
Module
M00900  Crocin biosynthesis, crocetin => crocin
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09110 Biosynthesis of other secondary metabolites
   00999 Biosynthesis of various plant secondary metabolites
    K21371  UGT75L6, UGTCs2; crocetin glucosyltransferase
 09180 Brite Hierarchies
  09181 Protein families: metabolism
   01003 Glycosyltransferases
    K21371  UGT75L6, UGTCs2; crocetin glucosyltransferase
Enzymes [BR:ko01000]
 2. Transferases
  2.4  Glycosyltransferases
   2.4.1  Hexosyltransferases
    2.4.1.271  crocetin glucosyltransferase
     K21371  UGT75L6, UGTCs2; crocetin glucosyltransferase
Glycosyltransferases [BR:ko01003]
 Others
  Hydrophobic molecule
   K21371  UGT75L6, UGTCs2; crocetin glucosyltransferase
Other DBs
RN: R09757 R09758 R09759
CAZy: GT1
Genes
AG: AAP94878(UGTCs2) BAK55736(UGT75L6)
Reference
  Authors
Nagatoshi M, Terasaka K, Owaki M, Sota M, Inukai T, Nagatsu A, Mizukami H
  Title
UGT75L6 and UGT94E5 mediate sequential glucosylation of crocetin to crocin in Gardenia jasminoides.
  Journal
FEBS Lett 586:1055-61 (2012)
DOI:10.1016/j.febslet.2012.03.003
  Sequence
Reference
  Authors
Moraga AR, Nohales PF, Perez JA, Gomez-Gomez L
  Title
Glucosylation of the saffron apocarotenoid crocetin by a glucosyltransferase isolated from Crocus sativus stigmas.
  Journal
Planta 219:955-66 (2004)
DOI:10.1007/s00425-004-1299-1
  Sequence

KEGG   ENZYME: 2.4.1.271
Entry
EC 2.4.1.271                Enzyme                                 
Name
crocetin glucosyltransferase;
crocetin GTase;
UGTCs2;
UGT75L6;
UDP-glucose:crocetin glucosyltransferase;
UDP-glucose:crocetin 8-O-D-glucosyltransferase
Class
Transferases;
Glycosyltransferases;
Hexosyltransferases
Sysname
UDP-alpha-D-glucose:crocetin 8-O-D-glucosyltransferase
Reaction(IUBMB)
(1) UDP-alpha-D-glucose + crocetin = UDP + beta-D-glucosyl crocetin [RN:R09757];
(2) UDP-alpha-D-glucose + beta-D-glucosyl crocetin = UDP + bis(beta-D-glucosyl) crocetin [RN:R09758];
(3) UDP-alpha-D-glucose + beta-D-gentiobiosyl crocetin = UDP + beta-D-gentiobiosyl beta-D-glucosyl crocetin [RN:R09759]
Reaction(KEGG)
Substrate
UDP-alpha-D-glucose [CPD:C00029];
crocetin [CPD:C08588];
beta-D-glucosyl crocetin [CPD:C19867];
beta-D-gentiobiosyl crocetin [CPD:C19869]
Product
UDP [CPD:C00015];
beta-D-glucosyl crocetin [CPD:C19867];
bis(beta-D-glucosyl) crocetin [CPD:C19868];
beta-D-gentiobiosyl beta-D-glucosyl crocetin [CPD:C17513]
Comment
In the plants Crocus sativus and Gardenia jasminoides this enzyme esterifies a free carboxyl group of crocetin and some crocetin glycosyl esters. The enzyme from Gardenia can also form glucosyl esters with 4-coumarate, caffeate and ferulate [3].
History
EC 2.4.1.271 created 2011
Pathway
ec00999  Biosynthesis of various plant secondary metabolites
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K21371  crocetin glucosyltransferase
Reference
1
  Authors
Cote, F., Cormier, F., Dufresne, C. and Willemot, C.
  Title
Properties of a glucosyltransferase involved in crocin synthesis.
  Journal
Plant Sci 153:55-63 (2000)
Reference
2  [PMID:15605174]
  Authors
Moraga AR, Nohales PF, Perez JA, Gomez-Gomez L
  Title
Glucosylation of the saffron apocarotenoid crocetin by a glucosyltransferase isolated from Crocus sativus stigmas.
  Journal
Planta 219:955-66 (2004)
DOI:10.1007/s00425-004-1299-1
  Sequence
Reference
3  [PMID:22569263]
  Authors
Nagatoshi M, Terasaka K, Owaki M, Sota M, Inukai T, Nagatsu A, Mizukami H
  Title
UGT75L6 and UGT94E5 mediate sequential glucosylation of crocetin to crocin in Gardenia jasminoides.
  Journal
FEBS Lett 586:1055-61 (2012)
DOI:10.1016/j.febslet.2012.03.003
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 2.4.1.271
IUBMB Enzyme Nomenclature: 2.4.1.271
ExPASy - ENZYME nomenclature database: 2.4.1.271
BRENDA, the Enzyme Database: 2.4.1.271

KEGG   REACTION: R09758
Entry
R09758                      Reaction                               
Name
UDP-glucose:beta-D-glucosylcrocetin 8'-O-D-glucosyltransferase
Definition
UDP-glucose + beta-D-Glucosyl crocetin <=> UDP + Bis(beta-D-glucosyl) crocetin
Equation
Reaction class
RC00005  C00015_C00029
RC00523  C19867_C19868
Enzyme
Pathway
rn00999  Biosynthesis of various plant secondary metabolites
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
Module
M00900  Crocin biosynthesis, crocetin => crocin
Orthology
K21371  crocetin glucosyltransferase [EC:2.4.1.271]
Other DBs
RHEA: 31470

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