2023
DOI: 10.3389/fmicb.2023.1099098
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Expanding the application of tryptophan: Industrial biomanufacturing of tryptophan derivatives

Abstract: Tryptophan derivatives are various aromatic compounds produced in the tryptophan metabolic pathway, such as 5-hydroxytryptophan, 5-hydroxytryptamine, melatonin, 7-chloro-tryptophan, 7-bromo-tryptophan, indigo, indirubin, indole-3-acetic acid, violamycin, and dexoyviolacein. They have high added value, widely used in chemical, food, polymer and pharmaceutical industry and play an important role in treating diseases and improving life. At present, most tryptophan derivatives are synthesized by biosynthesis. The … Show more

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Cited by 22 publications
(6 citation statements)
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“…These fungal biochemical compounds include carbohydrates (β-glucans/lentinan, trehalose, chitosans) [ 210 ], carbohydrate-binding proteins (lectins) [ 211 ], mono- and polyunsaturated fatty acids(linoleic, oleic, palmitic) [ 212 ], phenolic compounds (caffeic, gallic, cinnamic, p-hydroxybenzoic, p-coumaric, and melatonin) [ 213 ], indole compounds (L-trytptophan) [ 214 ], vitamins (vitamins B complex, vitamin C, and tocopherols), terpenoids (carotenoids such as β-carotene and lycopene) [ 215 ], and unique molecules (e.g. ergothioneine and glutathione) [ 216 , 217 ].…”
Section: Nutritional Perspectives In Sickle Cell Diseasementioning
confidence: 99%
“…These fungal biochemical compounds include carbohydrates (β-glucans/lentinan, trehalose, chitosans) [ 210 ], carbohydrate-binding proteins (lectins) [ 211 ], mono- and polyunsaturated fatty acids(linoleic, oleic, palmitic) [ 212 ], phenolic compounds (caffeic, gallic, cinnamic, p-hydroxybenzoic, p-coumaric, and melatonin) [ 213 ], indole compounds (L-trytptophan) [ 214 ], vitamins (vitamins B complex, vitamin C, and tocopherols), terpenoids (carotenoids such as β-carotene and lycopene) [ 215 ], and unique molecules (e.g. ergothioneine and glutathione) [ 216 , 217 ].…”
Section: Nutritional Perspectives In Sickle Cell Diseasementioning
confidence: 99%
“…Subsequently, through several steps, this intermediate can be further converted into tryptophan [26]. Tryptophan can also serve as a precursor for many chemical substances and continue to be converted into downstream products such as indole and auxin through the tryptophan metabolism pathway [17]. In addition, OABA can also be catalyzed by anthranilic acid methyltransferase 1 (AAMT1) to produce the grape flavor compound methyl anthranilate [24,27].…”
Section: Synthesis Pathway 21 Oaba and Its Derivativesmentioning
confidence: 99%
“…Furthermore, fossil resources are non-renewable and excessive reliance on and exploitation of these resources will eventually lead to fuel exhaustion. Therefore, green, ecological, and sustainable synthesis is the trend for the future [15][16][17]. The metabolic pathways of ABA and its derivatives are present in various plants and microorganisms and are important components of the shikimate pathway [18].…”
Section: Introductionmentioning
confidence: 99%
“…As one of the essential amino acids, tryptophan is key in the (bio)­synthesis of peptides, proteins, and many small indole-containing molecules of biological relevance. In synthetic chemistry routes, harnessing this abundant and biobased building block can be a large asset for their overall sustainability and cost efficiency . Moreover, tryptophan residues are often tied to specific protein functions and possess intrinsic fluorescence, which results in a widespread use of tryptophan analogues in biochemical research. Along with the rise of bioconjugation methods for the site-selective synthetic modification of peptides or proteins, the catalytic conversion of the C–H bonds in native tryptophan residues is a promising approach to further expand such synthetic possibilities. Rather than reacting on functional groups, such as −NH 2 or −SH, in lysine or cysteine or relying on the labeling with non-native amino acid residues (e.g., azide or alkyne functional groups), a recent research focus is to translate the advances in Pd-catalyzed C–H bond activation on the C2 position of indole scaffolds toward the direct C–H coupling of tryptophan residues.…”
Section: Introductionmentioning
confidence: 99%