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Literature summary for 2.4.1.236 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
Search for more literature for 2.4.1.236

Application

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

Inhibitors

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

KM Value [mM]

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

Metals/Ions

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

Molecular Weight [Da]

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

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
additional information Citrus maxima enzyme catalyzes the production of bitter flavanone-glucosides ?
-
 ?
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

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

Purification (Commentary)

Purification (Comment) Organism
2735fold Citrus maxima

Reaction

Reaction Comment Organism Reaction ID
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

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

Specific Activity [micromol/min/mg]

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

Storage Stability

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

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
additional information enzyme catalyzes the production of bitter flavanone-glucosides Citrus maxima ?
-
 ?
additional information not: flavonoid 5-O-glucosides or aglycones, naringenin, hesperetin, quercetin, UDP-glucose, UDP-galactose, UDP-glucoronic acid Citrus maxima ?
-
 ?
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]
-
 ?
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 ?
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]
-
 ?
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]
-
 ?
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

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

Synonyms

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

Temperature Optimum [°C]

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

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
6.5 8
-
 Citrus maxima

pH Stability

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