832-97-3

Usage

InChI:InChI=1/C11H11NO3/c1-11(15,10(13)14)8-6-12-9-5-3-2-4-7(8)9/h2-6,12,15H,1H3,(H,13,14)

Upstream product

• 392-12-1 Indole-3-pyruvic acid 
• 7417-64-3 3-(indol-3-yl)pyruvic acid methyl ester 
• 32817-17-7 indol-3-yl-pyruvic acid ethyl ester 
• 6547-97-3 hydroxy-indol-3-ylmethyl-malonic acid 
• 73-22-3 L-Tryptophan 
• 18372-16-2 methyl 2-hydroxy-3-(1H-indol-3-yl)propanoate 
• 120-72-9 indole 
• 87-52-5 3-(Dimethylaminomethyl)indole 
• 54753-57-0 4-(1'H-indol-3'-ylmethylene)-2-methyl-5(4H)oxazolone 
• 117490-34-3 5-(3-indolylmethylene)hydantoin 
• 54-12-6 Trp 
• 79189-76-7 N²-(chloroacetyl)-DL-tryptophan 

Downstream Products

• 7417-65-4 (S)-2-hydroxy-3-(1H-indol-3-yl)-propionic acid 
• 85485-03-6 rac-4-<2-(Formamido)phenyl>-2-hydroxy-4-oxobuttersaeure 
• 6547-98-4 3-indol-3-yl-propane-1,2-diol 
• 153408-82-3 (R,S)-α-acetoxy-N-(phenylmethyl)-1H-indole-3-propanamide 
• 153408-58-3 Acetic acid 2-{2-[3-(2-acetoxy-2-benzylcarbamoyl-ethyl)-1H-indol-2-yldisulfanyl]-1H-indol-3-yl}-1-benzylcarbamoyl-ethyl ester 
• 91106-00-2 methyl 2-tosyloxy-3-(3-indolyl)propionate 
• 91106-24-0 Toluene-4-sulfonate1-[2-(1H-indol-3-yl)-2-methoxycarbonyl-ethyl]-4-methyl-pyridinium; 
• 91106-18-2 Toluene-4-sulfonate3-ethyl-1-[2-(1H-indol-3-yl)-1-methoxycarbonyl-ethyl]-pyridinium; 
• 91106-10-4 Toluene-4-sulfonate3-acetyl-1-[2-(1H-indol-3-yl)-1-methoxycarbonyl-ethyl]-pyridinium; 
• 91106-16-0 Toluene-4-sulfonate1-[2-(1H-indol-3-yl)-2-methoxycarbonyl-ethyl]-4-methoxycarbonylmethyl-pyridinium; 

Relevant academic research and scientific papers

Biocontrolled formal inversion or retention of L -α-amino acids to enantiopure (R)- or (S)-hydroxyacids

Natural L-α-amino acids and L-norleucine were transformed to the corresponding α-hydroxy acids by formal biocatalytic inversion or retention of absolute configuration. The one-pot transformation was achieved by a concurrent oxidation reduction cascade in aqueous media. A representative panel of enantiopure (R)- and (S)-2-hydroxy acids possessing aliphatic, aromatic and heteroaromatic moieties were isolated in high yield (67-85 %) and enantiopure form (>99 % ee) without requiring chromatographic purification.

Cloning and characterization of indolepyruvate decarboxylase from Methylobacterium extorquens AM1

For the first time for methylotrophic bacteria an enzyme of phytohormone indole-3-acetic acid (IAA) biosynthesis, indole-3-pyruvate decarboxylase (EC 4.1.1.74), has been found. An open reading frame (ORF) was identified in the genome of facultative methylotroph Methylobacterium extorquens AM1 using BLAST. This ORF encodes thiamine diphosphate-dependent 2-keto acid decarboxylase and has similarity with indole-3-pyruvate decarboxylases, which are key enzymes of IAA biosynthesis. The ORF of the gene, named ipdC, was cloned into overexpression vector pET-22b(+). Recombinant enzyme IpdC was purified from Escherichia coli BL21(DE3) and characterized. The enzyme showed the highest k cat value for benzoylformate, albeit the indolepyruvate was decarboxylated with the highest catalytic efficiency (k cat/K m). The molecular mass of the holoenzyme determined using gel-permeation chromatography corresponds to a 245-kDa homotetramer. An ipdC-knockout mutant of M. extorquens grown in the presence of tryptophan had decreased IAA level (46% of wild type strain). Complementation of the mutation resulted in 6.3-fold increase of IAA concentration in the culture medium compared to that of the mutant strain. Thus involvement of IpdC in IAA biosynthesis in M. extorquens was shown.