2.3.1.140: rosmarinate synthase
This is an abbreviated version!
For detailed information about rosmarinate synthase, go to the full flat file.
Word Map on EC 2.3.1.140
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2.3.1.140
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ammonia-lyase
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officinalis
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lamiaceae
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salvia
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melissa
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coleus
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caffeic
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blumei
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phenylpropanoids
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balm
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4-coumarate
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dracocephalum
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shikimic
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4-hydroxyphenyllactate
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lemon
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solenostemon
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lithospermic
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kotschyi
-
synthesis
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miltiorrhiza
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boiss
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coumaric
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smras
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verticillata
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phenylpropanoid-derived
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benth
- 2.3.1.140
-
ammonia-lyase
- officinalis
- lamiaceae
- salvia
- melissa
-
coleus
-
caffeic
- blumei
-
phenylpropanoids
- balm
- 4-coumarate
-
dracocephalum
-
shikimic
- 4-hydroxyphenyllactate
- lemon
-
solenostemon
-
lithospermic
- kotschyi
- synthesis
- miltiorrhiza
-
boiss
-
coumaric
-
smras
- verticillata
-
phenylpropanoid-derived
-
benth
Reaction
Synonyms
4-coumaroyl-CoA:4-hydroxyphenyllactic acid 4-coumaroyl transferase, 4-coumaroyl-CoA:hydroxyphenyllactic acid hydroxycinnamoyltransferase, AAT1, AT1, caffeoyl-coenzyme A:3,4-dihydroxyphenyllactic acid caffeoyltransferase, hydroxycinnamoyl-CoA:hydroxyphenyllactate hydroxycinnamoyltransferase, RAS, rosmarinic acid synthase
ECTree
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Substrates Products
Substrates Products on EC 2.3.1.140 - rosmarinate synthase
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REACTION DIAGRAM
3,4-dihydroxyphenylpropanoyl-CoA + 3-(3,4-dihydroxyphenyl)lactate
CoA + 2-O-(3,4-dihydroxyphenylpropanoyl)-3-(3,4-dihydroxyphenyl)lactate
Coleus scutellarioides
-
-
-
-
?
3,4-dihydroxyphenylpropanoyl-CoA + 3-(4-hydroxyphenyl)lactate
CoA + 2-O-(3,4-dihydroxyphenylpropanoyl)-3-(4-hydroxyphenyl)lactate
Coleus scutellarioides
-
-
-
-
?
3,4-dihydroxyphenylpropanoyl-CoA + 3-phenyllactate
CoA + 2-O-(3,4-dihydroxyphenylpropanoyl)-3-phenyllactate
Coleus scutellarioides
-
-
-
-
?
4-coumaroyl-CoA + 3-(3,4-dihydroxyphenyl)lactate
CoA + 2-O-(4-coumaroyl)-3-(3,4-dihydroxyphenyl)lactate
4-coumaroyl-CoA + 3-(4-hydroxyphenyl)lactate
CoA + 2-O-(4-coumaroyl)-3-(4-hydroxyphenyl)lactate
4-coumaroyl-CoA + D-phenyllactate
CoA + (R)-2-O-(4-coumaroyl)-3-phenyllactate
Coleus scutellarioides
-
-
-
-
?
4-coumaroyl-CoA + D-tyrosine
CoA + N-(4-coumaroyl)-D-tyrosine
Coleus scutellarioides
-
-
-
-
?
4-coumaroyl-CoA + mandelate
CoA + 2-O-(4-coumaroyl)-3-phenyllactate
Coleus scutellarioides
-
-
-
-
?
4-coumaroyl-CoA + phenyllactate
CoA + 2-O-(4-coumaroyl)-3-phenyllactate
Coleus scutellarioides
-
-
-
-
?
4-coumaroyl-CoA + shikimate
CoA + 5-O-(4-coumaroyl)shikimate
-
-
-
?
4-hydroxyphenylpropanoyl-CoA + 3-(3,4-dihydroxyphenyl)lactate
CoA + 2-O-(4-hydroxyphenylpropanoyl)-3-(3,4-dihydroxyphenyl)lactate
Coleus scutellarioides
-
-
-
-
?
4-hydroxyphenylpropanoyl-CoA + 3-(4-hydroxyphenyl)lactate
CoA + 2-O-(4-hydroxyphenylpropanoyl)-3-(4-hydroxyphenyl)lactate
Coleus scutellarioides
-
-
-
-
?
4-hydroxyphenylpropanoyl-CoA + 3-phenyllactate
CoA + 2-O-(4-hydroxyphenylpropanoyl)-3-phenyllactate
Coleus scutellarioides
-
-
-
-
?
4-hydroxyphenylpropanoyl-CoA + mandelate
CoA + 2-O-(4-hydroxyphenylpropanoyl)mandelate
Coleus scutellarioides
-
-
-
-
?
4-hydroxyphenylpropanoyl-CoA + tyrosol
CoA + 2-O-(4-hydroxyphenylpropanoyl)tyrosol
Coleus scutellarioides
-
-
-
-
?
caffeoyl-CoA + 3-(3-methoxy-4-hydroxyphenyl)lactate
CoA + 2-O-caffeoyl-3-(3-methoxy-4-hydroxyphenyl)lactate
Coleus scutellarioides
-
-
-
-
?
caffeoyl-CoA + D-phenyllactate
CoA + (R)-2-O-caffeoyl-3-phenyllactate
Coleus scutellarioides
-
-
-
-
?
cinnamoyl-CoA + 3-(3,4-dihydroxyphenyl)lactate
CoA + 2-O-cinnamoyl-3-(3,4-dihydroxyphenyl)lactate
Coleus scutellarioides
-
-
-
-
?
cinnamoyl-CoA + D-phenyllactate
CoA + (R)-2-O-cinnamoyl-3-phenyllactate
Coleus scutellarioides
-
-
-
-
?
feruloyl-CoA + 3-(3,4-dihydroxyphenyl)lactate
CoA + 2-O-feruloyl-3-(3,4-dihydroxyphenyl)lactate
Coleus scutellarioides
-
-
-
-
?
feruloyl-CoA + 3-phenyllactate
CoA + 2-O-feruloyl-3-(4-hydroxyphenyl)lactate
Coleus scutellarioides
-
-
-
-
?
sinapoyl-CoA + 3-(4-hydroxyphenyl)lactate
CoA + 2-O-sinapoyl-3-(4-hydroxyphenyl)lactate
Coleus scutellarioides
-
-
-
-
?
CoA + 2-O-(4-coumaroyl)-3-(3,4-dihydroxyphenyl)lactate
Coleus scutellarioides
-
-
-
?
4-coumaroyl-CoA + 3-(3,4-dihydroxyphenyl)lactate
CoA + 2-O-(4-coumaroyl)-3-(3,4-dihydroxyphenyl)lactate
Coleus scutellarioides
-
-
-
-
?
4-coumaroyl-CoA + 3-(3,4-dihydroxyphenyl)lactate
CoA + 2-O-(4-coumaroyl)-3-(3,4-dihydroxyphenyl)lactate
Coleus scutellarioides
-
81% of the activity with caffeoyl-CoA + 4-hydroxyphenyllactate
-
-
?
4-coumaroyl-CoA + 3-(3,4-dihydroxyphenyl)lactate
CoA + 2-O-(4-coumaroyl)-3-(3,4-dihydroxyphenyl)lactate
-
-
-
-
?
4-coumaroyl-CoA + 3-(3,4-dihydroxyphenyl)lactate
CoA + 2-O-(4-coumaroyl)-3-(3,4-dihydroxyphenyl)lactate
-
-
-
-
?
CoA + 2-O-(4-coumaroyl)-3-(4-hydroxyphenyl)lactate
Coleus scutellarioides
-
-
-
?
4-coumaroyl-CoA + 3-(4-hydroxyphenyl)lactate
CoA + 2-O-(4-coumaroyl)-3-(4-hydroxyphenyl)lactate
Coleus scutellarioides
-
-
-
-
?
4-coumaroyl-CoA + 3-(4-hydroxyphenyl)lactate
CoA + 2-O-(4-coumaroyl)-3-(4-hydroxyphenyl)lactate
Coleus scutellarioides
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79% of the activity with caffeoyl-CoA + 4-hydroxyphenyllactate
-
-
?
4-coumaroyl-CoA + 3-(4-hydroxyphenyl)lactate
CoA + 2-O-(4-coumaroyl)-3-(4-hydroxyphenyl)lactate
-
-
-
?
4-coumaroyl-CoA + 3-(4-hydroxyphenyl)lactate
CoA + 2-O-(4-coumaroyl)-3-(4-hydroxyphenyl)lactate
-
-
the precursor for rosmarinic acid synthesis via further hydroxylations, overview
-
?
CoA + rosmarinate
Coleus scutellarioides
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-
-
-
?
caffeoyl-CoA + 3-(3,4-dihydroxyphenyl)lactate
CoA + rosmarinate
Coleus scutellarioides
-
-
-
?
caffeoyl-CoA + 3-(3,4-dihydroxyphenyl)lactate
CoA + rosmarinate
Coleus scutellarioides
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only R(+)-stereoisomer of 3-(3,4-dihydroxyphenyl)lactate is accepted
-
?
caffeoyl-CoA + 3-(3,4-dihydroxyphenyl)lactate
CoA + rosmarinate
Coleus scutellarioides
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only R(+)-stereoisomer of 3-(3,4-dihydroxyphenyl)lactate is accepted
-
?
caffeoyl-CoA + 3-(3,4-dihydroxyphenyl)lactate
CoA + rosmarinate
Coleus scutellarioides
-
only R(+)-stereoisomer of 3-(3,4-dihydroxyphenyl)lactate is accepted
-
r
caffeoyl-CoA + 3-(3,4-dihydroxyphenyl)lactate
CoA + rosmarinate
Coleus scutellarioides
-
26% of the activity with caffeoyl-CoA + 4-hydroxyphenyllactate
-
-
?
caffeoyl-CoA + 3-(3,4-dihydroxyphenyl)lactate
CoA + rosmarinate
Coleus scutellarioides
-
via intermediate 4-coumaroyl-4'-hydroxyphenyllactic acid
-
-
?
caffeoyl-CoA + 3-(3,4-dihydroxyphenyl)lactate
CoA + rosmarinate
Coleus scutellarioides Benth
-
only R(+)-stereoisomer of 3-(3,4-dihydroxyphenyl)lactate is accepted
-
?
caffeoyl-CoA + 3-(3,4-dihydroxyphenyl)lactate
CoA + rosmarinate
-
-
-
?
CoA + 2-O-caffeoyl-3-(4-hydroxyphenyl)lactate
Coleus scutellarioides
-
-
-
-
?
caffeoyl-CoA + 3-(4-hydroxyphenyl)lactate
CoA + 2-O-caffeoyl-3-(4-hydroxyphenyl)lactate
Coleus scutellarioides
-
-
-
?
caffeoyl-CoA + 3-(4-hydroxyphenyl)lactate
CoA + 2-O-caffeoyl-3-(4-hydroxyphenyl)lactate
Coleus scutellarioides
-
-
-
-
?
caffeoyl-CoA + 3-(4-hydroxyphenyl)lactate
CoA + 2-O-caffeoyl-3-(4-hydroxyphenyl)lactate
Coleus scutellarioides Benth
-
-
-
-
?
caffeoyl-CoA + 3-(4-hydroxyphenyl)lactate
CoA + 2-O-caffeoyl-3-(4-hydroxyphenyl)lactate
-
-
-
?
caffeoyl-CoA + 3-(4-hydroxyphenyl)lactate
CoA + 2-O-caffeoyl-3-(4-hydroxyphenyl)lactate
-
-
-
-
?
CoA + 2-O-caffeoyl-3-phenyllactate
Coleus scutellarioides
-
-
-
-
?
caffeoyl-CoA + phenyllactate
CoA + 2-O-caffeoyl-3-phenyllactate
Coleus scutellarioides
-
-
-
?
CoA + 2-O-cinnamoyl-3-(4-hydroxyphenyl)lactate
Coleus scutellarioides
-
-
-
-
?
cinnamoyl-CoA + 3-(4-hydroxyphenyl)lactate
CoA + 2-O-cinnamoyl-3-(4-hydroxyphenyl)lactate
-
-
-
?
CoA + 2-O-feruloyl-3-(4-hydroxyphenyl)lactate
Coleus scutellarioides
-
-
-
-
?
feruloyl-CoA + 3-(4-hydroxyphenyl)lactate
CoA + 2-O-feruloyl-3-(4-hydroxyphenyl)lactate
-
-
-
?
?
-
Coleus scutellarioides
-
probably 4-coumaroyl-CoA and 4-hydroxyphenyllactate are the substrates used in vivo
-
-
?
additional information
?
-
Coleus scutellarioides
-
CbRAS accepts several CoA-activated phenylpropenoic acids as donor substrates and D-(hydroxy)phenyllactates as acceptors resulting in ester formation while shikimate and quinate are not accepted. Amino acids, such as D-phenylalanine, D-tyrosine, and D-DOPA, also yielded products, showing that RAS can putatively catalyze amide formation
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-
?
additional information
?
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recombinant LaAAT1 exhibits a broad substrate tolerance accepting (hydroxy)cinnamoyl-CoAs as acyl donors and not only tyramine, tryptamine, phenylethylamine, and anthranilic acid but also shikimic acid and 4-hydroxyphenyllactic acid as acceptors, showing substrate promiscuity
-
-
?
additional information
?
-
-
recombinant LaAAT1 exhibits a broad substrate tolerance accepting (hydroxy)cinnamoyl-CoAs as acyl donors and not only tyramine, tryptamine, phenylethylamine, and anthranilic acid but also shikimic acid and 4-hydroxyphenyllactic acid as acceptors, showing substrate promiscuity
-
-
?
additional information
?
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substrate specificity of recombinant AAT1, overview. No or poor activity with anthranilic acid
-
-
?
additional information
?
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-
substrate specificity of recombinant AAT1, overview. No or poor activity with anthranilic acid
-
-
?