Protein Variants | Comment | Organism |
---|---|---|
V208A | the mutant shows altered substrate specificity compared to the wild-type enzyme, e.g. increased activity with tryptamine, overview | Rauvolfia serpentina |
KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|
0.007 | - |
tryptamine | - |
Catharanthus roseus | |
0.072 | - |
tryptamine | wild-type enzyme | Rauvolfia serpentina | |
0.219 | - |
tryptamine | mutant V208A | Rauvolfia serpentina | |
1.036 | - |
serotonin | wild-type enzyme | Rauvolfia serpentina |
Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|
tryptamine + secologanin | Rauvolfia serpentina | the strictosidine synthase plays a central role in the biosynthesis of all structural types of monoterpenoid indole alkaloids, overview | 3-alpha(S)-strictosidine + H2O | - |
? | |
tryptamine + secologanin | Catharanthus roseus | the strictosidine synthase plays a central role in the biosynthesis of all structural types of monoterpenoid indole alkaloids, overview | 3-alpha(S)-strictosidine + H2O | - |
? |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Catharanthus roseus | P18417 | - |
- |
Rauvolfia serpentina | P68175 | - |
- |
Reaction | Comment | Organism | Reaction ID |
---|---|---|---|
3-alpha(S)-strictosidine + H2O = tryptamine + secologanin | catalytic reaction mechanism | Rauvolfia serpentina |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
3-(2-aminoethyl)-benzothiophene + secologanin | - |
Catharanthus roseus | ? + H2O | - |
? | |
3-[(tert-butoxycarbonyl)amino]propyl (2S,3R,4S)-3-ethenyl-2-(beta-D-glucopyranosyloxy)-4-(2-oxoethyl)-3,4-dihydro-2H-pyran-5-carboxylate + secologanin | competitive to strictosidine | Rauvolfia serpentina | ? + H2O | - |
? | |
4-fluorotryptamine + secologanin | - |
Catharanthus roseus | 4-fluoro-3-alpha(S)-strictosidine + H2O | - |
? | |
4-methyltryptamine + secologanin | - |
Catharanthus roseus | 4-methyl-3-alpha(S)-strictosidine + H2O | - |
? | |
5,6-dihydroxytryptamine + secologanin | - |
Rauvolfia serpentina | ? + H2O | - |
? | |
5-fluorotryptamine + secologanin | - |
Rauvolfia serpentina | 5-fluoro-3-alpha(S)-strictosidine + H2O | - |
? | |
5-fluorotryptamine + secologanin | - |
Catharanthus roseus | 5-fluoro-3-alpha(S)-strictosidine + H2O | - |
? | |
6-fluorotryptamine + secologanin | - |
Rauvolfia serpentina | 6-fluoro-3-alpha(S)-strictosidine + H2O | - |
? | |
6-fluorotryptamine + secologanin | - |
Catharanthus roseus | 6-fluoro-3-alpha(S)-strictosidine + H2O | - |
? | |
6-methoxyltryptamine + secologanin | - |
Rauvolfia serpentina | 6-methoxy-3-alpha(S)-strictosidine + H2O | - |
? | |
6-methyltryptamine + secologanin | - |
Rauvolfia serpentina | 6-methyl-3-alpha(S)-strictosidine + H2O | - |
? | |
6-methyltryptamine + secologanin | - |
Catharanthus roseus | 6-methyl-3-alpha(S)-strictosidine + H2O | - |
? | |
7-fluorotryptamine + secologanin | - |
Catharanthus roseus | 7-fluoro-3-alpha(S)-strictosidine + H2O | - |
? | |
7-methyltryptamine + secologanin | - |
Rauvolfia serpentina | 7-methyl-3-alpha(S)-strictosidine + H2O | - |
? | |
7-methyltryptamine + secologanin | - |
Catharanthus roseus | 7-methyl-3-alpha(S)-strictosidine + H2O | - |
? | |
but-3-yn-1-yl (2S,3R,4S)-3-ethenyl-2-(beta-D-glucopyranosyloxy)-4-(2-oxoethyl)-3,4-dihydro-2H-pyran-5-carboxylate + secologanin | competitive to strictosidine | Rauvolfia serpentina | ? + H2O | - |
? | |
additional information | substrate specificity, e.g. with tryptamine derivatives, overview. No activity with 2-pyrrole-3-ethylamine, phenylethylamine, tyramine, homoveratrylamine, N-acetyl-5-hydroxytryptamine, N-methyltryptamine, 3-methylamine indole, 3-propylamine indole, 2-methyltryptamine, 2-ethyltryptamine, 5,6-dihydroxytryptamine, 5,7-dimethoxytryptamine, histamine, dopamine, 5-methyltryptamine, 6-methyltryptamine, and 5-methoxytryptamine, overview | Catharanthus roseus | ? | - |
? | |
additional information | substrate specificity, e.g. with tryptamine derivatives, overview. No activity with N-acetyl-5-hydroxytryptamine, N-methyltryptamine, N-omega-methyltryptamine, 2-methyl,5-hydroxytryptamine, 3-methylamine indole, 3-propylamine indole, 2-methyltryptamine, 2-ethyltryptamine, 5,7-dimethoxytryptamine, phenylalanine, histamine, dopamine, 5-methyltryptamine, 5-methoxytryptamine, 4,5-dimethyltryptamine, and 4-methyl-5-methoxytryptamine, and with secologanic acid, tarennoside, 18-n-butylsecologanin, and 18-tert-butylsecologanin, overview. Dihydrosecologanin and secologanin acid ethyl ester are poor substrates | Rauvolfia serpentina | ? | - |
? | |
prop-2-yn-1-yl (2S,3R,4S)-3-ethenyl-2-(beta-D-glucopyranosyloxy)-4-(2-oxoethyl)-3,4-dihydro-2H-pyran-5-carboxylate + secologanin | competitive to strictosidine | Rauvolfia serpentina | ? + H2O | - |
? | |
serotonin + secologanin | - |
Rauvolfia serpentina | 5-hydroxy-3-alpha(S)-strictosidine + H2O | - |
? | |
serotonin + secologanin | - |
Catharanthus roseus | 5-hydroxy-3-alpha(S)-strictosidine + H2O | - |
? | |
tryptamine + 2'-O-methylsecologanin | - |
Rauvolfia serpentina | ? + H2O | - |
? | |
tryptamine + 3'-O-methylsecologanin | - |
Rauvolfia serpentina | ? + H2O | - |
? | |
tryptamine + secologanic acid allyl ester | - |
Rauvolfia serpentina | ? + H2O | - |
? | |
tryptamine + secologanic acid pentynyl ester | - |
Rauvolfia serpentina | ? + H2O | - |
? | |
tryptamine + secologanic acid propynyl ester | - |
Rauvolfia serpentina | ? + H2O | - |
? | |
tryptamine + secologanin | the enzyme catalyses the biological Pictete-Spengler reaction of tryptamine and secologanin | Catharanthus roseus | 3-alpha(S)-strictosidine | - |
? | |
tryptamine + secologanin | the enzyme catalyses the biological Pictete-Spengler reaction of tryptamine and secologanin. Tryptamine is located at the bottom of the substrate binding pocket, where its primary amine group is connected with residue Glu309 by a hydrogen bond. The main amino acid residues involved in forming the active centre are Tyr105, Trp149, Val167, Met180, Val208, Phe226, Ser269, Met276, His277, His307, Phe308, Glu309, Leu323, and Phe324 | Rauvolfia serpentina | 3-alpha(S)-strictosidine | - |
? | |
tryptamine + secologanin | the strictosidine synthase plays a central role in the biosynthesis of all structural types of monoterpenoid indole alkaloids, overview | Rauvolfia serpentina | 3-alpha(S)-strictosidine + H2O | - |
? | |
tryptamine + secologanin | the strictosidine synthase plays a central role in the biosynthesis of all structural types of monoterpenoid indole alkaloids, overview | Catharanthus roseus | 3-alpha(S)-strictosidine + H2O | - |
? |
Subunits | Comment | Organism |
---|---|---|
More | the overall enzyme structure of STR1 represents a beta-propeller comprising 6 blades, which are radially arranged around a central 6fold pseudo-symmetry axis, containing three helices in the STR1 structure. Each propeller blade contains four beta-strands, which form a twisted, antiparallel beta-sheet, important role of covalently bound cysteine residues in the integrity of the substrate binding site and in the enzyme's overall structure, structure analysis, overview | Rauvolfia serpentina |
Synonyms | Comment | Organism |
---|---|---|
STR1 | - |
Rauvolfia serpentina |
STR1 | - |
Catharanthus roseus |
Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|
0.002 | - |
tryptamine | - |
Catharanthus roseus | |
10.65 | - |
tryptamine | wild-type enzyme | Rauvolfia serpentina | |
11.13 | - |
serotonin | wild-type enzyme | Rauvolfia serpentina | |
11.31 | - |
tryptamine | mutant V208A | Rauvolfia serpentina |