Tryptophan Metabolism
SMPDB_ID
SMP0000063
PW_ID
PW000163
图片
主题
Metabolic
描述
Tryptophan is an essential amino acid. This means that it cannot be synthesized by the organism and therefore must be part of its diet. Amino acids, including tryptophan, act as building blocks in protein biosynthesis through the action of tryptophanyl tRNA synthetase. In addition, tryptophan functions as a biochemical precursor for serotonin (a neurotransmitter), which is synthesized via tryptophan hydroxylase. Serotonin, in turn, can be converted to melatonin (a neurohormone), via N-acetyltransferase and 5-hydroxyindole-O-methyltransferase activities. Niacin via synthesized from tryptophan via kynurenine and quinolinic acids as key biosynthetic intermediates. Kynurenine is the first key branch point intermediate in tryptophan’s catabolic pathway leading to 3 fates: First, kynurenine can undergo deamination in a standard transamination reaction yielding kynurenic acid. Secondly, kynurenine can undergo a series of catabolic reactions producing 3-hydroxyanthranilate plus alanine. In this reaction, kynureninase catabolizes the conversion of kynurenine into anthranilic acid while kynurenine—oxoglutarate transaminase (also known as Kynurenine amino-transferase and glutamine transaminase K, GTK) catabolizes its conversion into kynurenic acid and kynurenine 3-hydroxylase - to 3-hydroxykynurenine. The oxidation of 3-hydroxyanthranilate converts it into 2-amino-3-carboxymuconic 6-semialdehyde, which has two fates, it can either degrade to acetoacetate or it can cyclize to quinolate. Most of the body’s 3-hydroxyanthranilate leads to acetoacetate which is why tryptophan is also a ketogenic amino acid. An important side reaction in liver involves a non-enzymatic cyclization to quinolate then via a transamination and several rearrangements yields limited amounts of nicotinic acid, which leads to production of a small amount of NAD+ and NADP+.
代谢物
SMPDB ID代谢物id代谢物的名字
SMP0000063 PW_C000032 Adenosine monophosphate
SMP0000063 PW_C040558 2Fe-2S
SMP0000063 PW_C001491 Molybdopterin
SMP0000063 PW_C001783 Hydrogen peroxide
SMP0000063 PW_C002133 N-Methyltryptamine
SMP0000063 PW_C000128 Indoleacetic acid
SMP0000063 PW_C000926 Indoleacetaldehyde
SMP0000063 PW_C000207 Tryptamine
SMP0000063 PW_C008135 Formyl-5-hydroxykynurenamine
SMP0000063 PW_C002132 N-Methylserotonin
SMP0000063 PW_C002112 Acetyl-N-formyl-5-methoxykynurenamine
SMP0000063 PW_C002052 6-Hydroxymelatonin
SMP0000063 PW_C001074 Melatonin
SMP0000063 PW_C001099 Coenzyme A
SMP0000063 PW_C000956 N-Acetylserotonin
SMP0000063 PW_C000940 Acetyl-CoA
SMP0000063 PW_C002049 4,6-Dihydroxyquinoline
SMP0000063 PW_C002048 5-Hydroxykynurenamine
SMP0000063 PW_C008092 5-Hydroxykynurenine
SMP0000063 PW_C002055 5-Hydroxy-N-formylkynurenine
SMP0000063 PW_C000749 S-Adenosylhomocysteine
SMP0000063 PW_C002060 5-Methoxyindoleacetate
SMP0000063 PW_C000921 S-Adenosylmethionine
SMP0000063 PW_C001144 NADH
SMP0000063 PW_C000609 5-Hydroxyindoleacetic acid
SMP0000063 PW_C000721 NAD
SMP0000063 PW_C002047 5-Hydroxyindoleacetaldehyde
SMP0000063 PW_C000178 Serotonin
SMP0000063 PW_C001541 4a-Hydroxytetrahydrobiopterin
SMP0000063 PW_C000358 5-Hydroxy-L-tryptophan
SMP0000063 PW_C000019 Tetrahydrobiopterin
SMP0000063 PW_C001316 Carbon dioxide
SMP0000063 PW_C000991 2-Aminomuconic acid semialdehyde
SMP0000063 PW_C000156 Quinolinic acid
SMP0000063 PW_C000544 Fe2+
SMP0000063 PW_C001026 2-Amino-3-carboxymuconic acid semialdehyde
SMP0000063 PW_C000703 Xanthurenic acid
SMP0000063 PW_C002053 4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid
SMP0000063 PW_C002050 Cinnavalininate
SMP0000063 PW_C001137 3-Hydroxyanthranilic acid
SMP0000063 PW_C000964 FAD
SMP0000063 PW_C000143 NADP
SMP0000063 PW_C007219 L-3-Hydroxykynurenine
SMP0000063 PW_C000146 NADPH
SMP0000063 PW_C001148 Pyridoxal 5'-phosphate
SMP0000063 PW_C000095 L-Glutamic acid
SMP0000063 PW_C000134 Oxoglutaric acid
SMP0000063 PW_C000566 Kynurenic acid
SMP0000063 PW_C000778 4-(2-Aminophenyl)-2,4-dioxobutanoic acid
SMP0000063 PW_C000877 2-Aminobenzoic acid
SMP0000063 PW_C000092 Formic acid
SMP0000063 PW_C000538 L-Kynurenine
SMP0000063 PW_C000105 L-Alanine
SMP0000063 PW_C002057 Formylanthranilic acid
SMP0000063 PW_C001420 Water
SMP0000063 PW_C001799 Heme
SMP0000063 PW_C000935 N'-Formylkynurenine
SMP0000063 PW_C001065 Oxygen
SMP0000063 PW_C000170 Pyrophosphate
SMP0000063 PW_C000414 Adenosine triphosphate
SMP0000063 PW_C000741 L-Tryptophan

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