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Literature summary extracted from

  • Bar-Peled, M.; Lewinsohn, E.; Fluhr, R.; Gressel, J.
    UDP-rhamnose:flavanone-7-O-glucoside-2''-O-rhamnosyltransferase. Purification and characterization of an enzyme catalyzing the production of bitter compounds in citrus (1991), J. Biol. Chem., 266, 20953-20959.
    View publication on PubMed

Application

EC Number Application Comment Organism
2.4.1.236 nutrition the isolation of the rhamnosyltransferase gene may enable its use in genetic engineering directed to modifying grapefruit bitterness Citrus maxima

Inhibitors

EC Number Inhibitors Comment Organism Structure
2.4.1.236 ammonium sulfate inhibits the activity of the partially purified enzyme Citrus maxima
2.4.1.236 apigenin 7-O-neohesperidoside 0.1 mM, 45% inhibition Citrus maxima
2.4.1.236 bromo-naphthyl-beta-glucopyranoside 1 mM, 80% inhibition Citrus maxima
2.4.1.236 EGTA weak, 30 mM, 20% inhibition Citrus maxima
2.4.1.236 hesperetin 1 mM: 66% inhibition, 0.1 mM: 47% inhibition Citrus maxima
2.4.1.236 additional information not inhibited by neohesperidin, hesperidin, EDTA, arbutin, nitrophenyl-beta-glucopyranoside, nitrophenyl-L-rhamnopyranoside Citrus maxima
2.4.1.236 naringenin 1 mM: 72% inhibition, 0.1 mM: 54% inhibition Citrus maxima
2.4.1.236 naringin weak, 0.1 mM, 12% inhibition Citrus maxima
2.4.1.236 quercetin 0.1 mM: 93% inhibition, 0.01 mM: 55% inhibition Citrus maxima
2.4.1.236 UDP product inhibition, 0.01 mM: 62% inhibition, 0.1 mM: 93% inhibition Citrus maxima
2.4.1.236 UTP 0.1 mM, 83% inhibition Citrus maxima

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.4.1.236 0.0011
-
 UDP-L-rhamnose pH 7.5, 37°C, cosubstrate hesperetin 7-O-glucoside Citrus maxima
2.4.1.236 0.0013
-
 UDP-L-rhamnose pH 7.5, 37°C, cosubstrate naringenin 7-O-glucoside Citrus maxima
2.4.1.236 0.0024
-
 naringenin 7-O-glucoside pH 7.5, 37°C Citrus maxima
2.4.1.236 0.0415
-
 hesperetin 7-O-glucoside pH 7.5, 37°C Citrus maxima

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
2.4.1.236 additional information no metal ion requirement Citrus maxima

Molecular Weight [Da]

EC Number Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
2.4.1.236 50000
-
 1 * 50000, SDS-PAGE Citrus maxima
2.4.1.236 52000
-
 gel filtration Citrus maxima

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.4.1.236 additional information Citrus maxima enzyme catalyzes the production of bitter flavanone-glucosides ?
-
 ?
2.4.1.236 UDP-L-rhamnose + naringenin 7-O-glucoside Citrus maxima i.e. prunin, natural substrate UDP + naringenin 7-O-[beta-L-rhamnosyl-(1-2)-beta-D-glucoside]
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
2.4.1.236 Citrus maxima
-
 pummelo, grown in Kibbutz Naan
-

Purification (Commentary)

EC Number Purification (Comment) Organism
2.4.1.236 2735fold Citrus maxima

Reaction

EC Number Reaction Comment Organism Reaction ID
2.4.1.236 UDP-beta-L-rhamnose + a flavanone 7-O-beta-D-glucoside = UDP + a flavanone 7-O-[alpha-L-rhamnosyl-(1->2)-beta-D-glucoside] acts on the 7-O-glucoside of naringenin and hesperetin, also the flavone 7-O-glucosides of luteolin and apigenin Citrus maxima
a

Source Tissue

EC Number Source Tissue Comment Organism Textmining
2.4.1.236 leaf young, 0.5-2 cm long Citrus maxima
-

Specific Activity [micromol/min/mg]

EC Number Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
2.4.1.236 0.000624
-
 pH 7.5, 37°C Citrus maxima

Storage Stability

EC Number Storage Stability Organism
2.4.1.236 -70°C, 20-50 mM Tris-HCl, pH 7.5, months, stable Citrus maxima
2.4.1.236 4°C, 24 h, over 80% loss of activity Citrus maxima

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.4.1.236 additional information enzyme catalyzes the production of bitter flavanone-glucosides Citrus maxima ?
-
 ?
2.4.1.236 additional information not: flavonoid 5-O-glucosides or aglycones, naringenin, hesperetin, quercetin, UDP-glucose, UDP-galactose, UDP-glucoronic acid Citrus maxima ?
-
 ?
2.4.1.236 UDP-L-rhamnose + apigenin 7-O-glucoside 98% of the activity with hesperetin 7-O-glucoside as substrate, highly specific for UDP-rhamnose Citrus maxima UDP + apigenin 7-O-[beta-L-rhamnosyl-(1-2)-beta-D-glucoside]
-
 ?
2.4.1.236 UDP-L-rhamnose + hesperetin 7-O-glucoside enzyme catalyzes the transfer of rhamnose from UDP-rhamnose to the C-2 hydroxyl group of glucose attached via C-7-O- of naringenin or hesperetin, lower activity than with naringenin 7-O-glucoside as substrate, highly specific for UDP-rhamnose Citrus maxima UDP + hesperetin 7-O-[beta-L-rhamnosyl-(1-2)-beta-D-glucoside] i.e. neohesperidin ?
2.4.1.236 UDP-L-rhamnose + luteolin 7-O-glucoside 99% of the activity with hesperetin 7-O-glucoside as substrate, highly specific for UDP-rhamnose Citrus maxima UDP + luteolin 7-O-[beta-L-rhamnosyl-(1-2)-beta-D-glucoside]
-
 ?
2.4.1.236 UDP-L-rhamnose + naringenin 7-O-glucoside i.e. prunin, natural substrate Citrus maxima UDP + naringenin 7-O-[beta-L-rhamnosyl-(1-2)-beta-D-glucoside]
-
 ?
2.4.1.236 UDP-L-rhamnose + naringenin 7-O-glucoside i.e. prunin, natural substrate, enzyme catalyzes the transfer of rhamnose from UDP-rhamnose to the C-2 hydroxyl group of glucose attached via C-7-O- of naringenin or hesperetin, best substrate, 141% of the activity with hesperetin 7-O-glucoside as substrate, highly specific for UDP-rhamnose Citrus maxima UDP + naringenin 7-O-[beta-L-rhamnosyl-(1-2)-beta-D-glucoside] i.e. naringin ?

Subunits

EC Number Subunits Comment Organism
2.4.1.236 monomer 1 * 50000, SDS-PAGE Citrus maxima

Synonyms

EC Number Synonyms Comment Organism
2.4.1.236 1-2 UDP-rhamnosyltransferase
-
 Citrus maxima
2.4.1.236 rhamnosyltransferase, uridine diphosphorhamnose-flavanone 7-O-glucoside 2''-O-
-
 Citrus maxima
2.4.1.236 UDP-rhamnose:flavanone-7-O-glucoside-2''-O-rhamnosyltransferase
-
 Citrus maxima

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
2.4.1.236 37
-
 assay at Citrus maxima

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
2.4.1.236 6.5 8
-
 Citrus maxima

pH Stability

EC Number pH Stability pH Stability Maximum Comment Organism
2.4.1.236 6 8.5 below pH 6: 90% loss of activity, above pH 8.5: 50% loss of activity Citrus maxima