4.2.1.20: tryptophan synthase
This is an abbreviated version!
For detailed information about tryptophan synthase, go to the full flat file.
Word Map on EC 4.2.1.20
-
4.2.1.20
-
pain
-
pyridoxal
-
typhimurium
-
myofascial
-
alpha-subunits
-
beta-subunits
-
5'-phosphate
-
aldimine
-
vanilloid
-
indole-3-glycerol
-
trapezius
-
nociceptive
-
nose
-
cone-shaped
-
melastatin
-
palpation
-
bienzyme
-
epiphyses
-
quinonoid
-
craniofacial
-
miles
-
pear-shaped
-
tension-type
-
polycystin
-
sternocleidomastoid
-
beta-site
-
tryptophanase
-
l-trp
-
urea-induced
-
temporalis
-
suboccipital
-
metacarpal
-
bulbous
-
phalanx
-
tryptophanyl-trna
-
taut
-
assessor
-
scapula
-
chaffeensis
-
indoline
-
ehrlichia
-
levator
-
5'-phosphate-dependent
-
eyebrows
-
masseter
-
dimethylallyl
-
trpcs
-
capitis
-
exostoses
-
polymodal
-
biotechnology
-
synthesis
-
analysis
- 4.2.1.20
- pain
- pyridoxal
- typhimurium
-
myofascial
- alpha-subunits
- beta-subunits
- 5'-phosphate
-
aldimine
-
vanilloid
-
indole-3-glycerol
-
trapezius
-
nociceptive
-
nose
-
cone-shaped
-
melastatin
-
palpation
-
bienzyme
-
epiphyses
-
quinonoid
-
craniofacial
- miles
-
pear-shaped
-
tension-type
-
polycystin
-
sternocleidomastoid
-
beta-site
- tryptophanase
- l-trp
-
urea-induced
-
temporalis
-
suboccipital
-
metacarpal
-
bulbous
-
phalanx
-
tryptophanyl-trna
-
taut
- assessor
-
scapula
- chaffeensis
- indoline
- ehrlichia
-
levator
-
5'-phosphate-dependent
-
eyebrows
-
masseter
-
dimethylallyl
-
trpcs
-
capitis
- exostoses
-
polymodal
- biotechnology
- synthesis
- analysis
Reaction
Synonyms
alpha2beta2 tryptophan synthase, alphaTS, AtTSB1, beta subunit of tryptophan synthase, indoleglycerol phosphate aldolase, It-TSA, L-serine hydro-lyase (adding indoleglycerol-phosphate), L-tryptophan synthetase, PtTSA, Rv1612, synthase, tryptophan, TrB, Trp synthase, Trp synthase beta, TrpA, trpB, TrpB1, TrpB2, TrpB2a, TrpB2i, TrpB2o, TRPS, tryptophan desmolase, tryptophan synthase, tryptophan synthase alpha subunit, tryptophan synthase alpha-subunit, tryptophan synthase alpha2beta2 complex, tryptophan synthase beta, tryptophan synthase beta 1, tryptophan synthase beta subunit, tryptophan synthetase, TS, TSA, TSase, TSB, TSB1, TSbeta
ECTree
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Substrates Products
Substrates Products on EC 4.2.1.20 - tryptophan synthase
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REACTION DIAGRAM
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate + L-serine
L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
(3S)-2,3-dihydro-5-fluoro-L-tryptophan
?
-
isomerization
-
-
?
1-(indol-3-yl)glycerol 3-phosphate + L-serine
L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
2-mercaptoethanol + L-serine + pyridoxal phosphate
S-pyruvylmercaptoethanol + pyridoxamine phosphate + H2O
5-fluoro-L-tryptophan
?
-
isomerization
-
-
?
beta-chloro-L-alanine
pyruvate + NH3 + HCl
-
in absence of indole
-
?
beta-chloro-L-alanine + indole
L-tryptophan + HCl
-
-
-
?
D-glyceraldehyde 3-phosphate + indole
1-(indol-3-yl)glycerol 3-phosphate
-
-
-
?
indoleglycerol phosphate
indole + D-glyceraldehyde 3-phosphate
the reaction is catalyzed by the tryptophan synthase alpha-subunit TrpA
-
-
r
indoline + L-serine
dihydroisotryptophan + H2O
-
monovalent cation-bound alpha-aminoacrylate Schiff base species E(A-A) reacts rapidly with indoline to give the indoline quinonoid species, E(Q)indoline, which slowly converts to dihydroiso-L-tryptophan
-
-
?
L-histidine + L-serine
?
-
reaction of L-His with internal aldimine species gives an equilibrating mixture of external aldimine and quinonoid species, E(Aex)his and E(Q)his
-
-
?
L-Ser + indole
L-tryptophan + H2O
-
reaction catalyzed by the beta subunit
-
-
ir
L-serine + 1-C-(indol-3-yl)glycerol 3-phosphate
L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
L-serine + 1-C-(indol-3-yl)glycerol 3-phosphate
L-tryptophan + glyceraldehyde 3-phosphate + H2O
L-serine + 5-cyanoindole
5-cyano-L-tryptophan + H2O
substrate of mutant M145T/N167D, 49% yield
-
-
?
L-serine + indoline
dihydro-iso-L-tryptophan + H2O
-
-
i.e. DIT
?
L-serine + indoline
dihydroiso-L-tryptophan
-
wild-type and mutant D305A enzymes
-
?
L-serine + indoline
dihydroiso-L-tryptophan + H2O
-
-
i.e. DIT
?
L-serine + N-(4'-trifluoromethoxybenzenesulfonyl)-2-aminoethyl phosphate
?
-
-
-
-
?
L-serine + N-(4'-trifluoromethoxybenzoyl)-2-aminoethyl phosphate
?
-
-
-
-
?
L-threonine + 1-C-(indol-3-yl)glycerol 3-phosphate
(2S,3S)-beta-methyltryptophan + D-glyceraldehyde 3-phosphate + H2O
L-threonine + 5-fluoroindole
5-fluoro-(2S,3S)-beta-methyltryptophan + H2O
reaction of mutant I16V/E17G/I68V/F95L/F274S/T292S/T321A/V384A
-
-
?
L-threonine + 7-azaindole
7-aza-(2S,3S)-beta-methyltryptophan + H2O
reaction of mutant I16V/E17G/I68V/F95L/F274S/T292S/T321A/V384A
-
-
?
L-threonine + 7-chloroindole
7-chloro-(2S,3S)-beta-methyltryptophan + H2O
-
-
-
-
?
L-threonine + 7-fluoroindole
7-fluoro-(2S,3S)-beta-methyltryptophan + H2O
-
-
-
-
?
L-threonine + 7-methoxyindole
7-methoxy-(2S,3S)-beta-methyltryptophan + H2O
-
-
-
-
?
L-threonine + 7-methylindole
7-methyl-(2S,3S)-beta-methyltryptophan + H2O
-
-
-
-
?
L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
indole-3-glycerol phosphate + L-serine
-
r
r
?
serine + indole
tryptophan + H2O
-
-
-
?
L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
-
-
-
?
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate + L-serine
L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
-
-
-
-
?
D-glyceraldehyde 3-phosphate + indole
-
alpha-subunit of the bienzyme complex, alpha-reaction
-
?
1-(indol-3-yl)glycerol 3-phosphate
D-glyceraldehyde 3-phosphate + indole
-
alpha-subunit of the bienzyme complex, alpha-reaction
-
?
1-(indol-3-yl)glycerol 3-phosphate
D-glyceraldehyde 3-phosphate + indole
-
alpha-subunit of the bienzyme complex, alpha-reaction
-
?
1-(indol-3-yl)glycerol 3-phosphate
D-glyceraldehyde 3-phosphate + indole
-
alpha-subunit of the bienzyme complex, alpha-reaction
-
?
1-(indol-3-yl)glycerol 3-phosphate
D-glyceraldehyde 3-phosphate + indole
-
alpha-subunit of the bienzyme complex, alpha-reaction
-
?
1-(indol-3-yl)glycerol 3-phosphate
D-glyceraldehyde 3-phosphate + indole
-
alpha-subunit of the bienzyme complex, alpha-reaction
-
?
1-(indol-3-yl)glycerol 3-phosphate
D-glyceraldehyde 3-phosphate + indole
-
alpha-subunit of the bienzyme complex, alpha-reaction
channeling of indole to the beta-subunit active site
?
1-(indol-3-yl)glycerol 3-phosphate
D-glyceraldehyde 3-phosphate + indole
-
alpha-subunit of the bienzyme complex, alpha-reaction
-
?
1-(indol-3-yl)glycerol 3-phosphate
D-glyceraldehyde 3-phosphate + indole
alpha-subunit of the bienzyme complex, alpha-reaction
-
?
1-(indol-3-yl)glycerol 3-phosphate
D-glyceraldehyde 3-phosphate + indole
-
alpha-subunit of the bienzyme complex, alpha-reaction
-
?
1-(indol-3-yl)glycerol 3-phosphate
D-glyceraldehyde 3-phosphate + indole
-
alpha-subunit of the bienzyme complex, alpha-reaction
-
?
1-(indol-3-yl)glycerol 3-phosphate
D-glyceraldehyde 3-phosphate + indole
-
alpha-subunit of the bienzyme complex, alpha-reaction
-
?
1-(indol-3-yl)glycerol 3-phosphate
D-glyceraldehyde 3-phosphate + indole
-
alpha-subunit of the bienzyme complex, alpha-reaction
-
?
1-(indol-3-yl)glycerol 3-phosphate
D-glyceraldehyde 3-phosphate + indole
-
alpha-subunit of the bienzyme complex, alpha-reaction
-
?
1-(indol-3-yl)glycerol 3-phosphate
D-glyceraldehyde 3-phosphate + indole
-
alpha-subunit of the bienzyme complex, alpha-reaction
-
?
1-(indol-3-yl)glycerol 3-phosphate
D-glyceraldehyde 3-phosphate + indole
-
alpha-subunit of the bienzyme complex, alpha-reaction
-
?
1-(indol-3-yl)glycerol 3-phosphate
D-glyceraldehyde 3-phosphate + indole
-
alpha-subunit of the bienzyme complex, alpha-reaction
-
?
1-(indol-3-yl)glycerol 3-phosphate
D-glyceraldehyde 3-phosphate + indole
-
alpha-subunit of the bienzyme complex, alpha-reaction
-
?
1-(indol-3-yl)glycerol 3-phosphate
D-glyceraldehyde 3-phosphate + indole
-
alpha-subunit of the bienzyme complex, alpha-reaction
-
?
1-(indol-3-yl)glycerol 3-phosphate
D-glyceraldehyde 3-phosphate + indole
-
alpha-subunit of the bienzyme complex, alpha-reaction
-
?
1-(indol-3-yl)glycerol 3-phosphate
D-glyceraldehyde 3-phosphate + indole
-
alpha-subunit of the bienzyme complex, alpha-reaction
-
?
1-(indol-3-yl)glycerol 3-phosphate
D-glyceraldehyde 3-phosphate + indole
-
alpha-subunit of the bienzyme complex, alpha-reaction
-
?
1-(indol-3-yl)glycerol 3-phosphate
D-glyceraldehyde 3-phosphate + indole
-
alpha-subunit of the bienzyme complex, alpha-reaction
-
?
1-(indol-3-yl)glycerol 3-phosphate
D-glyceraldehyde 3-phosphate + indole
-
alpha-subunit of the bienzyme complex, alpha-reaction
-
?
1-(indol-3-yl)glycerol 3-phosphate
D-glyceraldehyde 3-phosphate + indole
-
alpha-subunit of the bienzyme complex, alpha-reaction
-
?
1-(indol-3-yl)glycerol 3-phosphate
D-glyceraldehyde 3-phosphate + indole
-
alpha-subunit of the bienzyme complex, alpha-reaction
-
?
1-(indol-3-yl)glycerol 3-phosphate
D-glyceraldehyde 3-phosphate + indole
-
alpha-subunit of the bienzyme complex, alpha-reaction
-
?
1-(indol-3-yl)glycerol 3-phosphate
D-glyceraldehyde 3-phosphate + indole
-
alpha-subunit of the bienzyme complex, alpha-reaction
-
?
1-(indol-3-yl)glycerol 3-phosphate
D-glyceraldehyde 3-phosphate + indole
-
alpha-subunit of the bienzyme complex, alpha-reaction
-
?
1-(indol-3-yl)glycerol 3-phosphate
D-glyceraldehyde 3-phosphate + indole
-
alpha-subunit of the bifunctional enzyme complex, alpha-reaction
-
?
1-(indol-3-yl)glycerol 3-phosphate
D-glyceraldehyde 3-phosphate + indole
-
alpha-subunit of the bifunctional enzyme complex, alpha-reaction
-
?
1-(indol-3-yl)glycerol 3-phosphate
D-glyceraldehyde 3-phosphate + indole
-
alpha-subunit of the bienzyme complex, alpha-reaction, the consumption of indole in the beta-reaction is necessary for optimal activity
-
?
1-(indol-3-yl)glycerol 3-phosphate
D-glyceraldehyde 3-phosphate + indole
-
alpha-subunit of the bienzyme complex, alpha-reaction
-
?
L-tryptophan + D-glyceraldehyde 3-phosphate
-
-
-
?
1-(indol-3-yl)glycerol 3-phosphate + L-serine
L-tryptophan + D-glyceraldehyde 3-phosphate
-
-
-
?
1-(indol-3-yl)glycerol 3-phosphate + L-serine
L-tryptophan + D-glyceraldehyde 3-phosphate
-
-
-
?
1-(indol-3-yl)glycerol 3-phosphate + L-serine
L-tryptophan + D-glyceraldehyde 3-phosphate
-
-
-
?
1-(indol-3-yl)glycerol 3-phosphate + L-serine
L-tryptophan + D-glyceraldehyde 3-phosphate
-
alpha-subunit of the bienzyme complex, alpha-reaction
-
?
L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
-
-
-
-
?
1-(indol-3-yl)glycerol 3-phosphate + L-serine
L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
-
catalyzed by alpha2beta2 holoenzyme
-
?
1-(indol-3-yl)glycerol 3-phosphate + L-serine
L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
-
-
-
?
1-(indol-3-yl)glycerol 3-phosphate + L-serine
L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
-
-
-
-
?
1-(indol-3-yl)glycerol 3-phosphate + L-serine
L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
-
catalyzed by alpha2beta2 holoenzyme
-
-
?
1-(indol-3-yl)glycerol 3-phosphate + L-serine
L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
-
hybrid enzyme with alpha subunit of E. coli or Salmonella typhimurium active in this reaction
-
-
?
1-(indol-3-yl)glycerol 3-phosphate + L-serine
L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
-
hybrid enzyme with beta2 subunit of E. coli or Salmonella typhimurium active in this reaction
-
-
?
1-(indol-3-yl)glycerol 3-phosphate + L-serine
L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
-
-
-
-
?
1-(indol-3-yl)glycerol 3-phosphate + L-serine
L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
-
r
-
?
1-(indol-3-yl)glycerol 3-phosphate + L-serine
L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
-
-
-
-
?
1-(indol-3-yl)glycerol 3-phosphate + L-serine
L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
-
-
-
-
?
1-(indol-3-yl)glycerol 3-phosphate + L-serine
L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
-
catalyzed by alpha2beta2 holoenzyme
-
?
1-(indol-3-yl)glycerol 3-phosphate + L-serine
L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
-
alpha reaction
-
-
r
D-glyceraldehyde 3-phosphate + indole
-
-
-
-
?
1-C-(indol-3-yl)glycerol 3-phosphate
D-glyceraldehyde 3-phosphate + indole
-
-
-
-
?
2-amino-3-butenoic acid
2-oxobutyric acid + NH3
-
vinylglycine
-
?
S-pyruvylmercaptoethanol + pyridoxamine phosphate + H2O
-
-
-
?
2-mercaptoethanol + L-serine + pyridoxal phosphate
S-pyruvylmercaptoethanol + pyridoxamine phosphate + H2O
-
-
-
?
indole-3-glycerol phosphate
-
r
r
?
indole + D-glyceraldehyde 3-phosphate
indole-3-glycerol phosphate
-
r
r
?
indole + D-glyceraldehyde 3-phosphate
indole-3-glycerol phosphate
-
r
r
?
indole + L-serine
L-tryptophan + H2O
-
OH of Ser can be replaced by SCH3, OCH3 and Cl, but not by indole, indole can be replaced by CH3SH, CH2OHCH2SH, thiobenzyl alcohol, 1-propanethiol, 1-butanethiol, selenols, 6-azidoindole
-
-
?
indole + L-serine
L-tryptophan + H2O
-
hybrid enzyme with alpha subunit of E. coli or Salmonella typhimurium shows low activity in this reaction
-
-
?
indole + L-serine
L-tryptophan + H2O
-
hybrid enzyme with beta2 subunit of E. coli or Salmonella typhimurium inactive in this reaction
-
-
?
indole + L-serine
L-tryptophan + H2O
-
-
-
-
?
indole + L-serine
L-tryptophan + H2O
-
catalyzed by beta2 subunit
-
-
?
indole + L-serine
L-tryptophan + H2O
-
OH of Ser can be replaced by SCH3, OCH3 and Cl, but not by indole, indole can be replaced by CH3SH, CH2OHCH2SH, thiobenzyl alcohol, 1-propanethiol, 1-butanethiol, selenols, 6-azidoindole
-
-
?
indole + D-glyceraldehyde 3-phosphate
-
catalyzed by alpha-subunit
-
?
indole-3-glycerol phosphate
indole + D-glyceraldehyde 3-phosphate
-
-
-
?
indole-3-glycerol phosphate
indole + D-glyceraldehyde 3-phosphate
-
r
r
?
indole-3-glycerol phosphate
indole + D-glyceraldehyde 3-phosphate
-
catalyzed by alpha-subunit
-
?
indole-3-glycerol phosphate
indole + D-glyceraldehyde 3-phosphate
-
-
-
?
indole-3-glycerol phosphate
indole + D-glyceraldehyde 3-phosphate
-
hybrid enzyme with beta2 subunit of E. coli or Salmonella typhimurium active in this reaction
-
-
?
indole-3-glycerol phosphate
indole + D-glyceraldehyde 3-phosphate
-
catalyzed by alpha-subunit
-
-
?
indole-3-glycerol phosphate
indole + D-glyceraldehyde 3-phosphate
-
-
-
-
?
indole-3-glycerol phosphate
indole + D-glyceraldehyde 3-phosphate
-
r
r
?
indole-3-glycerol phosphate
indole + D-glyceraldehyde 3-phosphate
-
-
-
-
?
indole-3-glycerol phosphate
indole + D-glyceraldehyde 3-phosphate
-
r
r
?
indole-3-glycerol phosphate
indole + D-glyceraldehyde 3-phosphate
-
mechanism
r
?
indole-3-glycerol phosphate
indole + D-glyceraldehyde 3-phosphate
-
catalyzed by alpha-subunit
-
?
indole-3-glycerol phosphate
indole + D-glyceraldehyde 3-phosphate
-
reaction is catalyzed by alpha-subunit. Structural basis of the catalytic mechanism and regulation of the alpha-subunit
-
-
?
indole-3-glycerol phosphate
indole + D-glyceraldehyde 3-phosphate
-
reaction catalyzed by the alpha subunit
-
-
r
L-serine
pyruvate + NH3
-
OH of Ser can be replaced by SCH3, OCH3 and Cl, but not by indole
-
?
L-serine
pyruvate + NH3
-
-
-
?
L-serine
pyruvate + NH3
-
catalyzed by beta2-subunit
-
?
L-serine
pyruvate + NH3
-
OH of Ser can be replaced by SCH3, OCH3 and Cl, but not by indole
-
?
L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
-
the tryptophan synthase alpha2beta2 bi-enzyme complex catalyzes the last two steps in the synthesis of L-tryptophan (L-Trp). The alpha-subunit catalyzes cleavage of 3-indole-D-glycerol 3'-phosphate to give indole and D-glyceraldehyde 3'-phosphate. Indole is then transferred from the alpha-subunit to the beta-subunit where it reacts with L-Ser in a pyridoxal 5'-phosphate-dependent reaction to give L-Trp and a water molecule
-
-
?
L-serine + 1-C-(indol-3-yl)glycerol 3-phosphate
L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
-
-
-
?
L-serine + 1-C-(indol-3-yl)glycerol 3-phosphate
L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
-
-
-
?
L-serine + 1-C-(indol-3-yl)glycerol 3-phosphate
L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
-
-
-
-
?
L-serine + 1-C-(indol-3-yl)glycerol 3-phosphate
L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
-
-
-
?
L-serine + 1-C-(indol-3-yl)glycerol 3-phosphate
L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
-
-
-
r
L-serine + 1-C-(indol-3-yl)glycerol 3-phosphate
L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
-
overall reaction
-
-
?
L-serine + 1-C-(indol-3-yl)glycerol 3-phosphate
L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
-
-
-
-
?
L-serine + 1-C-(indol-3-yl)glycerol 3-phosphate
L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
-
-
-
-
?
L-serine + 1-C-(indol-3-yl)glycerol 3-phosphate
L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
-
-
-
?
L-serine + 1-C-(indol-3-yl)glycerol 3-phosphate
L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
overall reaction
-
-
ir
L-serine + 1-C-(indol-3-yl)glycerol 3-phosphate
L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
the last two steps of L-tryptophan biosynthesis are catalyzed by Trp synthase, a heterotetramer composed of TrpA and TrpB. TrpB catalyzes the condensation of indole, synthesized by TrpA, and serine to Trp
-
-
?
L-serine + 1-C-(indol-3-yl)glycerol 3-phosphate
L-tryptophan + D-glyceraldehyde 3-phosphate + H2O
subunit TrpB catalyzes the condensation of indole, synthesized by subunit TrpA, and serine to Trp
-
-
?
L-tryptophan + glyceraldehyde 3-phosphate + H2O
-
-
-
-
?
L-serine + 1-C-(indol-3-yl)glycerol 3-phosphate
L-tryptophan + glyceraldehyde 3-phosphate + H2O
-
Trp is a precursor of several important signalling molecules in Pseudomonas spp., overview
-
-
?
L-serine + 1-C-(indol-3-yl)glycerol 3-phosphate
L-tryptophan + glyceraldehyde 3-phosphate + H2O
-
-
-
-
?
L-serine + 1-C-(indol-3-yl)glycerol 3-phosphate
L-tryptophan + glyceraldehyde 3-phosphate + H2O
-
-
-
-
?
5-formyl-L-tryptophan + H2O
substrate of mutant P12L/E17G/I68V/F274S/T292S/T321A
-
-
?
L-serine + 1H-indole-5-carbaldehyde
5-formyl-L-tryptophan + H2O
substrate of mutant M145T/N167D, 32% yield
-
-
?
L-serine + 5-bromoindole
5-bromo-L-tryptophan + H2O
substrate of mutant P12L/E17G/I68V/F274S/T292S/T321A
-
-
?
L-serine + 5-bromoindole
5-bromo-L-tryptophan + H2O
substrate of mutant M145T/N167D, 25% yield
-
-
?
5-chloro-L-tryptophan + H2O
substrate of mutant P12L/E17G/I68V/F274S/T292S/T321A
-
-
?
L-serine + 5-chloroindole
5-chloro-L-tryptophan + H2O
substrate of mutant M145T/N167D, 93% yield
-
-
?
5-hydroxy-L-tryptophan + H2O
substrate of mutant P12L/E17G/I68V/F274S/T292S/T321A
-
-
?
L-serine + 5-hydroxyindole
5-hydroxy-L-tryptophan + H2O
substrate of mutant M145T/N167D, 93% yield
-
-
?
5-methoxy-L-tryptophan + H2O
substrate of mutant P12L/E17G/I68V/F274S/T292S/T321A
-
-
?
L-serine + 5-methoxyindole
5-methoxy-L-tryptophan + H2O
substrate of mutant M145T/N167D, 76% yield
-
-
?
5-methyl-L-tryptophan + H2O
substrate of mutant P12L/E17G/I68V/F274S/T292S/T321A
-
-
?
L-serine + 5-methylindole
5-methyl-L-tryptophan + H2O
substrate of mutant M145T/N167D, 91% yield
-
-
?
5-nitro-L-tryptophan + H2O
substrate of mutant P12L/E17G/I68V/F274S/T292S/T321A
-
-
?
L-serine + 5-nitroindole
5-nitro-L-tryptophan + H2O
substrate of mutant M145T/N167D, 88% yield
-
-
?
L-serine + indole
L-tryptophan + H2O
-
beta-subunit of the bienzyme complex, beta-reaction
-
?
L-serine + indole
L-tryptophan + H2O
-
beta-subunit of the bienzyme complex, beta-reaction
-
?
L-serine + indole
L-tryptophan + H2O
-
beta-subunit of the bienzyme complex, beta-reaction
-
?
L-serine + indole
L-tryptophan + H2O
-
beta-subunit of the bienzyme complex, beta-reaction
-
?
L-serine + indole
L-tryptophan + H2O
-
beta-subunit of the bienzyme complex, beta-reaction
-
?
L-serine + indole
L-tryptophan + H2O
-
beta-subunit of the bienzyme complex, beta-reaction
-
?
L-serine + indole
L-tryptophan + H2O
-
beta-subunit of the bienzyme complex, beta-reaction
-
?
L-serine + indole
L-tryptophan + H2O
-
beta-subunit of the bienzyme complex, beta-reaction
-
?
L-serine + indole
L-tryptophan + H2O
beta-subunit of the bienzyme complex, beta-reaction
-
?
L-serine + indole
L-tryptophan + H2O
-
-
-
-
?
L-serine + indole
L-tryptophan + H2O
-
beta-subunit of the bienzyme complex, beta-reaction
-
?
L-serine + indole
L-tryptophan + H2O
-
beta-subunit of the bienzyme complex, beta-reaction
-
?
L-serine + indole
L-tryptophan + H2O
-
beta-subunit of the bienzyme complex, beta-reaction
-
?
L-serine + indole
L-tryptophan + H2O
-
beta-subunit of the bienzyme complex, beta-reaction
-
?
L-serine + indole
L-tryptophan + H2O
-
beta-subunit of the bienzyme complex, beta-reaction
-
?
L-serine + indole
L-tryptophan + H2O
-
beta-subunit of the bienzyme complex, beta-reaction
-
?
L-serine + indole
L-tryptophan + H2O
-
beta-subunit of the bienzyme complex, beta-reaction
-
?
L-serine + indole
L-tryptophan + H2O
-
beta-subunit of the bienzyme complex, beta-reaction
-
?
L-serine + indole
L-tryptophan + H2O
-
beta-subunit of the bienzyme complex, beta-reaction
-
?
L-serine + indole
L-tryptophan + H2O
-
beta-subunit of the bienzyme complex, beta-reaction
-
?
L-serine + indole
L-tryptophan + H2O
-
beta-subunit of the bienzyme complex, beta-reaction
-
?
L-serine + indole
L-tryptophan + H2O
-
beta-subunit of the bienzyme complex, beta-reaction
-
?
L-serine + indole
L-tryptophan + H2O
-
beta-subunit of the bienzyme complex, beta-reaction
-
?
L-serine + indole
L-tryptophan + H2O
-
beta-subunit of the bienzyme complex, beta-reaction
-
?
L-serine + indole
L-tryptophan + H2O
-
beta-subunit of the bienzyme complex, beta-reaction
-
?
L-serine + indole
L-tryptophan + H2O
-
beta-subunit of the bienzyme complex, beta-reaction
-
?
L-serine + indole
L-tryptophan + H2O
-
beta-subunit of the bienzyme complex, beta-reaction
-
?
L-serine + indole
L-tryptophan + H2O
-
beta-subunit of the bienzyme complex, beta-reaction, detailed determinaion of quinoid reaction intermediates in the beta-active site upon reaction with the substrates
-
?
L-serine + indole
L-tryptophan + H2O
-
beta-subunit of the bienzyme complex, beta-reaction, first step of the reaction is a beta-elimination taht involves a very fast interconversion of the internal aldimine in a highly fluorescent L-serine external aldimine that decays to the alpha-aminoacrylate Schiff base via the alpha-carbon proton removal and beta-hydroxyl group release
-
?
L-serine + indole
L-tryptophan + H2O
-
beta-subunit of the bienzyme complex, beta-reaction, involves multiple covalent transformations facilitated by proton transfer between the cofactor, the reacting substrates, and acid-base catalytic groups of the enzyme
-
?
L-serine + indole
L-tryptophan + H2O
-
beta-subunit of the bifunctional enzyme complex, beta-reaction
-
?
L-serine + indole
L-tryptophan + H2O
-
beta-subunit of the bifunctional enzyme complex, beta-reaction
-
?
L-serine + indole
L-tryptophan + H2O
-
beta reaction
-
-
ir
L-serine + indole
L-tryptophan + H2O
-
-
-
-
?
L-serine + indole
L-tryptophan + H2O
-
beta-subunit of the bienzyme complex, beta-reaction
-
?
L-serine + indole
L-tryptophan + H2O
reaction is catalyzed by the beta-subunit, TrpB1 or TRpB2. TrpB1 is activated by the addition of the alpha-subunit TrpA and subsequent complex formation, whereas the activity of TrpB2 is not significantly affected by TrpA
-
-
?
L-serine + indole
L-tryptophan + H2O
the reaction is catalyzed by the tryptophan synthase beta-subunit paralogs TrpB1 and TrpB2
-
-
ir
L-serine + indole
L-tryptophan + H2O
-
beta-subunit of the bienzyme complex, beta-reaction
-
?
L-serine + indole
tryptophan + H2O
-
-
-
-
?
L-serine + indole
tryptophan + H2O
-
beta-subunit of the bienzyme complex, beta-reaction
-
?
(2S,3S)-beta-methyltryptophan + D-glyceraldehyde 3-phosphate + H2O
-
-
-
?
L-threonine + 1-C-(indol-3-yl)glycerol 3-phosphate
(2S,3S)-beta-methyltryptophan + D-glyceraldehyde 3-phosphate + H2O
-
-
-
?
2-methyl-(2S,3S)-beta-methyltryptophan + H2O
-
-
-
?
L-threonine + 2-methylindole
2-methyl-(2S,3S)-beta-methyltryptophan + H2O
-
-
-
-
?
L-threonine + 2-methylindole
2-methyl-(2S,3S)-beta-methyltryptophan + H2O
-
-
-
-
?
4-fluoro-(2S,3S)-beta-methyltryptophan + H2O
reaction of mutant I16V/E17G/I68V/F95L/F274S/T292S/T321A/V384A
-
-
?
L-threonine + 4-fluoroindole
4-fluoro-(2S,3S)-beta-methyltryptophan + H2O
-
-
-
-
?
L-threonine + 4-fluoroindole
4-fluoro-(2S,3S)-beta-methyltryptophan + H2O
-
-
-
-
?
4-methyl-(2S,3S)-beta-methyltryptophan + H2O
-
-
-
-
?
L-threonine + 4-methylindole
4-methyl-(2S,3S)-beta-methyltryptophan + H2O
-
-
-
-
?
6-methyl-(2S,3S)-beta-methyltryptophan + H2O
reaction of mutant I16V/E17G/I68V/F95L/F274S/T292S/T321A/V384A
-
-
?
L-threonine + 6-methylindole
6-methyl-(2S,3S)-beta-methyltryptophan + H2O
-
-
-
-
?
L-threonine + indole
(2S,3S)-beta-methyltryptophan + H2O
-
-
-
-
?
L-threonine + indole
(2S,3S)-beta-methyltryptophan + H2O
-
-
-
-
?
O-phospho-L-serine + indole
L-tryptophan + phosphate
-
-
-
?
?
-
-
the enzyme contains two functional domains: tryptophan synthase alpha (TRPA) catalyzes the conversion of indole glycerol phosphate to indole and tryptophan synthase beta (TRPB) catalyzes the conversion of indole plus serine to tryptophan
-
-
?
additional information
?
-
-
TrpB2 subunits of tryptophan synthase are O-phospho-L-serine dependent tryptophan synthases, whereas TrpB1 enzymes catalyze the L-serine dependent synthesis of tryptophan
-
-
?
additional information
?
-
-
enzyme switches between open inactive conformation and closed active conformation, overview
-
?
additional information
?
-
-
the enzyme is involved in regulation/inhibition of Pseudomonas aeruginosa type III secretion system, T3SS, by inhibition of T3SS expression through tryptophan catabolites, overview. The T3SS system consists of 43 coordinately regulated genes encoding type III secretion and translocation machinery, regulatory factors, type III effectors and effector-specific chaperones
-
-
?
additional information
?
-
native tryptophan synthase can also catalyze a productive reaction with L-threonine, leading to (2S,3S)-beta-methyltryptophan. Substitution occurs in vitro with a 3.4fold higher catalytic efficiency for Ser over Thr using saturating indole. Threonine binds efficiently but decreases the affinity for indole and disrupts the allosteric signaling that regulates the catalytic cycle
-
-
?
additional information
?
-
native tryptophan synthase can also catalyze a productive reaction with L-threonine, leading to (2S,3S)-beta-methyltryptophan. Substitution occurs in vitro with a 3.4fold higher catalytic efficiency for Ser over Thr using saturating indole. Threonine binds efficiently but decreases the affinity for indole and disrupts the allosteric signaling that regulates the catalytic cycle
-
-
?
additional information
?
-
-
catalyzed reaction and structure of the tryptophan synthase complex, overview
-
-
?
additional information
?
-
TrpB2 subunits of tryptophan synthase are O-phospho-L-serine dependent tryptophan synthases, whereas TrpB1 enzymes catalyze the L-serine dependent synthesis of tryptophan
-
-
?
additional information
?
-
-
one-step synthesis of fluoro, chloro, bromo and methyltryptophans using a readily prepared bacterial cell lysate
-
-
?
additional information
?
-
-
allosteric communication, Ser178 is a critical residue in ligand-triggered signals between alpha and beta active sites
-
?
additional information
?
-
-
allosteric interactions that regulate substrate channeling and catalysis in the bienzyme complex are triggered by covalent ractions at the beta-site and binding of substrate/product to te alpha-site, transmission of the allosteric signals between the alpha- and beta-catalytic sites is modulated by an ensemble of weak bonding interactions consisting of salt bridges, hydrogen bonds, and van der Waals contacts that switch the subunits between open and closed conformations
-
?
additional information
?
-
-
allostery and substrate channeling
-
?
additional information
?
-
-
allostery and substrate channeling, synergism between binding interactions at the monovalent cation binding site, the formation of salt bridges to support allosteric communication between sites, ligand binding to the alpha-site, and the catalytic activities of the alpha- and beta-sites
-
?
additional information
?
-
-
allostery and substrate channeling, wild-type and mutant T183V
-
?
additional information
?
-
-
aniline, phenylhydrazine and methoxylamine react with the wild-type enzyme to form quinoid reaction intermediates, which then decay, enzyme shows conformational changes between the active closed and the inactive open form during substrate recognition and binding, Asp305 of the beta-subunit plays an important role
-
?
additional information
?
-
-
functional properties of one subunit are allosterically regulated by ligands of the other subunit, computer-assisted molecular modeling, alpha-subunit ligands do not bind to beta-subunit
-
?
additional information
?
-
-
reaction intermediates formed in the different reactions, conformational transition states regulate the activity and specificity of the enzyme complex
-
?
additional information
?
-
-
role of allosteric effectors indole-3-acetylglycine and indole-3-acetyl-L-aspartic acid in intersubunit communication, they bind to the alpha-subunit, inhibit it and cause conformational changes that influence the beta-subunit
-
?
additional information
?
-
-
substrate channeling, Thr170 occludes the tunnel connecting the alpha- and beta-active sites, accumulation of the intermediate indole during a single enzyme turnover
-
?
additional information
?
-
-
the alpha-beta subunit interaction plays a critical role both in the reciprocal activation of the individual subunits and in the allosteric regulation
-
?
additional information
?
-
-
the enzyme catalyzes the hydrogen-deuterium exchange of the pro-2R and pro-2S protons of [2-13C]glycine at pH 7.8, as well as the hydrogen-deuterium exchange of the alpha-proton of a range of L- and D-amino acids at pH 7.8, with the exception of tryptophan and norleucine, the stereospecificities of the first-order alpha-proton exchange rates are independent of the size and electronegativity of the mino acid R-group, similar second-order proteon exchnage rates with L-tryptophan and L-serine showing especially high stereospecificity
-
?
additional information
?
-
-
the enzyme possesses an intramolecular hydrophobic tunnel through which the metabolic intermediate indole is channeled from the alpha-subunit active site to the beta-subunit active site, mechanism and structural requirements, signaling by ligand-induced conformational changes
-
?
additional information
?
-
-
the intermediate product indole is transferred from the alpha- to the beta-site through a 25 A long hydrophobic tunnel
-
?
additional information
?
-
-
the intermediate product indole is transferred from the alpha- to the beta-site through a 25 A long hydrophobic tunnel
-
?
additional information
?
-
-
the intermediate product indole is transferred from the alpha- to the beta-site through a 25 A long hydrophobic tunnel
-
?
additional information
?
-
-
last 2 steps of the tryptophan biosynthesis
-
?
additional information
?
-
-
in the case of silica gel-encapsulated enzyme, the altered equilibrium distribution of tertiary conformations can not be totally ascribed to caging and viscosity effects, but might have a strong contribution from protein matrix intercation
-
-
?
additional information
?
-
-
structure-activity relationship dependent on temperature for alpha- and beta-subunit
-
?
additional information
?
-
-
both subunit TrpB1 and TrpB2 show trace levels of serine deaminase activity by converting L-serine to pyruvate and ammonia
-
-
?
additional information
?
-
both subunit TrpB1 and TrpB2 show trace levels of serine deaminase activity by converting L-serine to pyruvate and ammonia
-
-
?
additional information
?
-
both subunit TrpB1 and TrpB2 show trace levels of serine deaminase activity by converting L-serine to pyruvate and ammonia
-
-
?
additional information
?
-
-
indole is channeled to the active site of the beta-subunit, the TrpB2 homodimer has a high catalytic efficiency due to a low Km for indole, it functions as a rescue protein for indole to prevent the escape of the costly hydrophobic metabolite at the hig growing temperatures of the hyperthermophile
-
?
additional information
?
-
-
TrpB2 subunits of tryptophan synthase are O-phospho-L-serine dependent tryptophan synthases, whereas TrpB1 enzymes catalyze the L-serine dependent synthesis of tryptophan
-
-
?