BRENDA - Enzyme Database show
show all sequences of 1.1.1.237

Regulation of water-soluble phenolic acid biosynthesis in Salvia miltiorrhiza Bunge

Ma, P.; Liu, J.; Zhang, C.; Liang, Z.; Appl. Biochem. Biotechnol. 170, 1253-1262 (2013)

Data extracted from this reference:

Cloned(Commentary)
Commentary
Organism
gene SmHPPR, semiquantitative RT-PCR enzyme expression analysis
Salvia miltiorrhiza
Engineering
Amino acid exchange
Commentary
Organism
additional information
overexpression of HPPR does not lead to the enhancement of phenolic acid production in comparison with control. Single HPPR transgenic lines and TAT-HPPR co-transgenic lines present much higher rosmarinic acid and lithospermic acid B accumulation. Although possessing a relatively low TAT and HPPR transcript level compared with the single-gene transgenic lines, the TAT-HPPR co-transgenic lines produce over 16.1times rosmarinic acid and 18.8times lithospermic acid B than that in control lines. TAT-HPPR co-transgenic lines possess the lowest accumulation level of homogentisic acid, a compound involved in the competitive branch of rosmarinic acid biosynthesis and produced by HPPD from 4-hydroxyphenylpyruvic acid precursor. This most likely suggested a metabolic flux shift from the homogentisic acid branch to the rosmarinic acid pathway
Salvia miltiorrhiza
Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
3-(4-hydroxyphenyl)pyruvate + NADH + H+
Salvia miltiorrhiza
-
3-(4-hydroxyphenyl)lactate + NAD+
-
-
?
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Salvia miltiorrhiza
A0A0A7RFJ3
-
-
Source Tissue
Source Tissue
Commentary
Organism
Textmining
hairy root
-
Salvia miltiorrhiza
-
leaf
-
Salvia miltiorrhiza
-
additional information
the enzyme gene expression is the highest in stem, the second in root, and lowest in leaf
Salvia miltiorrhiza
-
root
-
Salvia miltiorrhiza
-
stem
-
Salvia miltiorrhiza
-
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
3-(4-hydroxyphenyl)pyruvate + NADH + H+
-
739871
Salvia miltiorrhiza
3-(4-hydroxyphenyl)lactate + NAD+
-
-
-
?
Cofactor
Cofactor
Commentary
Organism
Structure
NADH
-
Salvia miltiorrhiza
Cloned(Commentary) (protein specific)
Commentary
Organism
gene SmHPPR, semiquantitative RT-PCR enzyme expression analysis
Salvia miltiorrhiza
Cofactor (protein specific)
Cofactor
Commentary
Organism
Structure
NADH
-
Salvia miltiorrhiza
Engineering (protein specific)
Amino acid exchange
Commentary
Organism
additional information
overexpression of HPPR does not lead to the enhancement of phenolic acid production in comparison with control. Single HPPR transgenic lines and TAT-HPPR co-transgenic lines present much higher rosmarinic acid and lithospermic acid B accumulation. Although possessing a relatively low TAT and HPPR transcript level compared with the single-gene transgenic lines, the TAT-HPPR co-transgenic lines produce over 16.1times rosmarinic acid and 18.8times lithospermic acid B than that in control lines. TAT-HPPR co-transgenic lines possess the lowest accumulation level of homogentisic acid, a compound involved in the competitive branch of rosmarinic acid biosynthesis and produced by HPPD from 4-hydroxyphenylpyruvic acid precursor. This most likely suggested a metabolic flux shift from the homogentisic acid branch to the rosmarinic acid pathway
Salvia miltiorrhiza
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
3-(4-hydroxyphenyl)pyruvate + NADH + H+
Salvia miltiorrhiza
-
3-(4-hydroxyphenyl)lactate + NAD+
-
-
?
Source Tissue (protein specific)
Source Tissue
Commentary
Organism
Textmining
hairy root
-
Salvia miltiorrhiza
-
leaf
-
Salvia miltiorrhiza
-
additional information
the enzyme gene expression is the highest in stem, the second in root, and lowest in leaf
Salvia miltiorrhiza
-
root
-
Salvia miltiorrhiza
-
stem
-
Salvia miltiorrhiza
-
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
3-(4-hydroxyphenyl)pyruvate + NADH + H+
-
739871
Salvia miltiorrhiza
3-(4-hydroxyphenyl)lactate + NAD+
-
-
-
?
Expression
Organism
Commentary
Expression
Salvia miltiorrhiza
UV-B radiation and hydrogen peroxide treatments downregulate SmHPPR transcription level
down
Salvia miltiorrhiza
methyljasmonate, salicylic acid, gibberellic acid 3, and abscisic acid treatments upregulate SmHPPR transcription level
up
General Information
General Information
Commentary
Organism
metabolism
the enzyme is involved in biosynthesis of rosmarinic acid via the tyrosine-derived pathway, tyrosine is metabolized to 4-hydroxyphenyllactate by tyrosine aminotransferase (TAT, EC 2.6.1.5) and 4-hydroxyphenylpyruvate reductase (HPPR, EC 1.1.1.237), pathway overview. 4-Hydroxyphenylpyruvated dioxygenase transforms 4-hydroxyphenylpyruvate acid to homogentisic acid, therefore competing for the same substrate with HPPR in the tyrosine-derived pathway. Regulation of water-soluble phenolic acid biosynthesis in Salvia miltiorrhiza via regulators at molecular level, such as the phenylalanine ammonia-lyase gene (PAL), cinnamic acid 4-hydroxylase gene (C4H), 4-coumarate-CoA ligase gene (4CL), tyrosine aminotransferase gene (TAT), 4-hydroxyphenylpyruvate reductase gene (HPPR), 4-hydroxyphenylpyruvated dioxygenase gene (HPPD), hydroxycinnamoyl-CoA:hydroxyphenyllactate hydroxycinnamoyl transferase-like gene (RAS-like), and v-myb avian myeloblastosis viral oncogene homolog 4 gene (MYB4), and production of anthocyanin pigmentation 1 gene (AtPAP1), and via regulators at cell level, such as methyl jasmonate, salicylic acid, abscisic acid, polyamines, metal ions, hydrogen peroxide (H2O2), ultraviolet-B radiation, and yeast elicitor, overview
Salvia miltiorrhiza
physiological function
enzyme HPPR catalyzes the first specific biosynthetic step in the biosynthesis of rosmarinic acid from the aromatic amino acids phenylalanine and tyrosine
Salvia miltiorrhiza
General Information (protein specific)
General Information
Commentary
Organism
metabolism
the enzyme is involved in biosynthesis of rosmarinic acid via the tyrosine-derived pathway, tyrosine is metabolized to 4-hydroxyphenyllactate by tyrosine aminotransferase (TAT, EC 2.6.1.5) and 4-hydroxyphenylpyruvate reductase (HPPR, EC 1.1.1.237), pathway overview. 4-Hydroxyphenylpyruvated dioxygenase transforms 4-hydroxyphenylpyruvate acid to homogentisic acid, therefore competing for the same substrate with HPPR in the tyrosine-derived pathway. Regulation of water-soluble phenolic acid biosynthesis in Salvia miltiorrhiza via regulators at molecular level, such as the phenylalanine ammonia-lyase gene (PAL), cinnamic acid 4-hydroxylase gene (C4H), 4-coumarate-CoA ligase gene (4CL), tyrosine aminotransferase gene (TAT), 4-hydroxyphenylpyruvate reductase gene (HPPR), 4-hydroxyphenylpyruvated dioxygenase gene (HPPD), hydroxycinnamoyl-CoA:hydroxyphenyllactate hydroxycinnamoyl transferase-like gene (RAS-like), and v-myb avian myeloblastosis viral oncogene homolog 4 gene (MYB4), and production of anthocyanin pigmentation 1 gene (AtPAP1), and via regulators at cell level, such as methyl jasmonate, salicylic acid, abscisic acid, polyamines, metal ions, hydrogen peroxide (H2O2), ultraviolet-B radiation, and yeast elicitor, overview
Salvia miltiorrhiza
physiological function
enzyme HPPR catalyzes the first specific biosynthetic step in the biosynthesis of rosmarinic acid from the aromatic amino acids phenylalanine and tyrosine
Salvia miltiorrhiza
Expression (protein specific)
Organism
Commentary
Expression
Salvia miltiorrhiza
UV-B radiation and hydrogen peroxide treatments downregulate SmHPPR transcription level
down
Salvia miltiorrhiza
methyljasmonate, salicylic acid, gibberellic acid 3, and abscisic acid treatments upregulate SmHPPR transcription level
up
Other publictions for EC 1.1.1.237
No.
1st author
Pub Med
title
organims
journal
volume
pages
year
Activating Compound
Application
Cloned(Commentary)
Crystallization (Commentary)
Engineering
General Stability
Inhibitors
KM Value [mM]
Localization
Metals/Ions
Molecular Weight [Da]
Natural Substrates/ Products (Substrates)
Organic Solvent Stability
Organism
Oxidation Stability
Posttranslational Modification
Purification (Commentary)
Reaction
Renatured (Commentary)
Source Tissue
Specific Activity [micromol/min/mg]
Storage Stability
Substrates and Products (Substrate)
Subunits
Temperature Optimum [C]
Temperature Range [C]
Temperature Stability [C]
Turnover Number [1/s]
pH Optimum
pH Range
pH Stability
Cofactor
Ki Value [mM]
pI Value
IC50 Value
Activating Compound (protein specific)
Application (protein specific)
Cloned(Commentary) (protein specific)
Cofactor (protein specific)
Crystallization (Commentary) (protein specific)
Engineering (protein specific)
General Stability (protein specific)
IC50 Value (protein specific)
Inhibitors (protein specific)
Ki Value [mM] (protein specific)
KM Value [mM] (protein specific)
Localization (protein specific)
Metals/Ions (protein specific)
Molecular Weight [Da] (protein specific)
Natural Substrates/ Products (Substrates) (protein specific)
Organic Solvent Stability (protein specific)
Oxidation Stability (protein specific)
Posttranslational Modification (protein specific)
Purification (Commentary) (protein specific)
Renatured (Commentary) (protein specific)
Source Tissue (protein specific)
Specific Activity [micromol/min/mg] (protein specific)
Storage Stability (protein specific)
Substrates and Products (Substrate) (protein specific)
Subunits (protein specific)
Temperature Optimum [C] (protein specific)
Temperature Range [C] (protein specific)
Temperature Stability [C] (protein specific)
Turnover Number [1/s] (protein specific)
pH Optimum (protein specific)
pH Range (protein specific)
pH Stability (protein specific)
pI Value (protein specific)
Expression
General Information
General Information (protein specific)
Expression (protein specific)
KCat/KM [mM/s]
KCat/KM [mM/s] (protein specific)
741036
Battini
Rhizophagus intraradices or it ...
Ocimum basilicum var. purpurascens
Mycorrhiza
26
699-707
2016
-
-
1
-
-
-
-
-
-
-
-
1
-
10
-
-
-
-
-
1
-
-
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
1
1
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
1
-
-
1
-
-
-
-
-
-
-
-
-
2
1
1
2
-
-
739156
Kim
Molecular cloning and characte ...
Scutellaria baicalensis
Nat. Prod. Commun.
9
1311-1314
2014
-
-
1
-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
3
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
3
-
-
-
-
-
-
-
-
-
-
-
-
-
1
1
-
-
-
741057
Dewanjee
Enhanced rosmarinic acid biosy ...
Plectranthus scutellarioides
Nat. Prod. Res.
28
1691-1698
2014
1
-
-
-
1
-
-
-
-
-
-
-
-
3
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
1
-
-
-
741318
Lu
-
Molecular cloning, characteriz ...
Perilla frutescens
Proc. 2012 Int. Conf. Appl. Biotechnol.
251 LNEE
1807-1820
2014
-
-
1
-
-
-
-
-
-
-
-
1
-
1
-
-
-
-
-
4
-
-
1
2
-
-
-
-
-
-
-
1
-
1
-
-
-
1
1
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
4
-
-
1
2
-
-
-
-
-
-
-
1
1
3
3
1
-
-
739871
Ma
Regulation of water-soluble ph ...
Salvia miltiorrhiza
Appl. Biochem. Biotechnol.
170
1253-1262
2013
-
-
1
-
1
-
-
-
-
-
-
1
-
4
-
-
-
-
-
5
-
-
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
1
1
-
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
5
-
-
1
-
-
-
-
-
-
-
-
-
2
2
2
2
-
-
741143
Huecherig
-
RNAi suppression and overexpre ...
Plectranthus scutellarioides
Plant Cell Tissue Organ. Cult.
113
375-385
2013
-
-
1
-
1
-
-
-
-
-
1
1
-
1
-
-
-
-
-
1
-
-
1
1
-
-
-
-
-
-
-
1
-
-
-
-
-
1
1
-
1
-
-
-
-
-
-
-
1
1
-
-
-
-
-
1
-
-
1
1
-
-
-
-
-
-
-
-
-
2
2
-
-
-
741144
Barberini
-
Molecular cloning of SoHPPR en ...
Salvia officinalis
Plant Cell Tissue Organ. Cult.
114
131-138
2013
-
-
1
-
-
-
-
-
-
-
-
1
-
1
-
-
-
-
-
2
-
-
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
1
1
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
2
-
-
1
-
-
-
-
-
-
-
-
-
-
1
1
-
-
-
724428
Fujii
Novel fungal phenylpyruvate re ...
Wickerhamia fluorescens, Wickerhamia fluorescens TK1
Biochim. Biophys. Acta
1814
1669-1676
2011
-
-
1
-
-
-
5
6
-
-
3
-
-
2
-
-
-
-
-
-
1
-
10
1
-
-
-
6
1
-
-
4
-
-
-
-
-
1
4
-
-
-
-
5
-
6
-
-
3
-
-
-
-
-
-
-
1
-
10
1
-
-
-
6
1
-
-
-
1
1
1
1
6
6
723825
Janiak
Structure and substrate dockin ...
Plectranthus scutellarioides
Acta Crystallogr. Sect. D
66
593-603
2010
-
-
1
1
-
-
-
-
-
-
1
1
-
3
-
-
1
-
-
1
-
-
5
2
-
-
-
-
-
-
-
3
-
-
-
-
-
1
3
1
-
-
-
-
-
-
-
-
1
1
-
-
-
1
-
1
-
-
5
2
-
-
-
-
-
-
-
-
-
2
2
-
-
-
700368
Qian
Influence of growth regulators ...
Plectranthus scutellarioides
Nat. Prod. Res.
23
127-137
2009
1
-
-
-
-
-
-
-
-
-
-
-
-
3
-
-
-
-
-
4
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
4
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
700648
Xiao
Methyl jasmonate dramatically ...
Salvia miltiorrhiza
Physiol. Plant.
137
1-9
2009
1
-
-
-
-
-
-
-
-
-
-
1
-
2
-
-
-
-
-
1
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
1
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
657023
Kim
Purification, cloning and func ...
Plectranthus scutellarioides
Plant Mol. Biol.
54
311-323
2004
-
-
1
-
-
-
-
-
1
-
3
1
-
5
-
-
1
-
-
1
1
-
3
1
-
-
-
-
-
-
-
1
-
-
-
-
-
1
1
-
-
-
-
-
-
-
1
-
3
1
-
-
-
1
-
1
1
-
3
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
286351
Petersen
-
The biosynthesis of rosmarinic ...
Plectranthus scutellarioides
Plant Cell Tissue Organ Cult.
38
171 - 179
1994
-
-
-
-
-
-
4
4
-
-
-
1
-
1
-
-
1
-
-
-
-
-
3
-
-
-
-
-
1
-
-
2
-
-
-
-
-
-
2
-
-
-
-
4
-
4
-
-
-
1
-
-
-
1
-
-
-
-
3
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
286352
Petersen
-
Proposed biosynthetic pathway ...
Plectranthus scutellarioides
Planta
189
10-14
1993
-
-
-
-
-
-
-
-
1
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
286350
Husler
-
Hydroxyphenylpyruvate reductas ...
Plectranthus scutellarioides
Z. Naturforsch. C
46
371-376
1991
-
-
-
-
-
-
5
5
-
-
-
1
-
1
-
-
-
-
-
-
-
2
4
-
1
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
5
-
5
-
-
-
1
-
-
-
-
-
-
-
2
4
-
1
-
-
-
1
-
-
-
-
-
-
-
-
-
286349
Petersen
-
Two new enzymes of rosmarinic ...
Plectranthus scutellarioides
Z. Naturforsch. C
43
501-504
1988
2
-
-
-
-
1
-
-
-
-
-
1
-
1
-
-
1
-
-
-
-
-
3
-
-
-
-
-
-
-
-
2
-
-
-
2
-
-
2
-
-
1
-
-
-
-
-
-
-
1
-
-
-
1
-
-
-
-
3
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-