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Chemical compound
Urocanic acid (formally trans-Urocanic acid) is an intermediate in the catabolism of L-histidine. The cis-urocanic acid isomer is rare. Urocanic acid
Urocanic_acid
Chemical compound
cis-Urocanic acid (cis-UCA), also known as (Z)-imidazole-4-acrylic acid, is a chemical compound produced by ultraviolet (UV) irradiation of trans-urocanic
Cis-Urocanic_acid
Medical condition
serum urocanic acid, the primary indicator of insufficient histidase activity.[citation needed] In urocanic aciduria, increased urocanic acid in the
Urocanic_aciduria
Chemical compound
histidase. This step produces ammonia and urocanic acid (urocanate). The enzyme urocanase then converts urocanic acid into imidazolonepropionate (4-imidazolone-5-propionate)
Histidine
Natural barrier on the surface of human skin
amino acids and α-hydroxy acids (lactic acids) excreted from sweat; free fatty acids and amino acids from sebum; and urocanic acid and pyroglutamic acid. The
Acid_mantle
Simplest of the alpha-keto acids
Pyruvic acid (CH3COCOOH) is the simplest of the alpha-keto acids, with a carboxylic acid and a ketone functional group. Pyruvate, the conjugate base, CH3COCOO−
Pyruvic_acid
Amino acid
Lysine (symbol Lys or K; also L-lysine) is an α-amino acid that is a precursor to many proteins. Lysine contains an α-amino group (which is in the protonated
Lysine
Foul-smelling organic chemical compound
γ-aminobutyraldehyde (GABAL), N-acetyl-γ-aminobutyric acid (N-acetyl-GABAL), and N-acetyl-γ-aminobutyric acid (N-acetyl-GABA), biotransformations mediated by
Putrescine
Organic compound
Oxaloacetic acid (also known as oxalacetic acid or OAA) is a crystalline organic compound with the chemical formula HO2CC(O)CH2CO2H. Oxaloacetic acid, in the
Oxaloacetic_acid
Organic compound
Fumaric acid or trans-butenedioic acid is an organic compound with the formula HO2CCH=CHCO2H. A white solid, fumaric acid occurs widely in nature. It
Fumaric_acid
Amino acid
simplest stable amino acid, distinguished by having a single hydrogen atom as its side chain. As one of the 20 proteinogenic amino acids, glycine is a fundamental
Glycine
Chemical compound
α-Ketoglutaric acid (AKG) is an organic compound with the formula HO2CCO(CH2)2CO2H. A white, nontoxic solid, it is a common dicarboxylic acid. Relevant to
Α-Ketoglutaric_acid
Species of worm
being urocanic acid, a histidine metabolite on the uppermost layer of skin that is removed by sweat or the daily skin-shedding cycle. Urocanic acid concentrations
Strongyloides_stercoralis
Chemical compound
β-Hydroxy β-methylbutyric acid (HMB), otherwise known as its conjugate base, β-hydroxy β-methylbutyrate, is a naturally produced substance in humans that
Β-Hydroxy β-methylbutyric acid
Β-Hydroxy_β-methylbutyric_acid
Chemical compound
Valine (symbol Val or V) is an α-amino acid that is used in the biosynthesis of proteins. It contains an α-amino group (which is in the protonated −NH3+
Valine
Sulfur-containing amino acid
amino acid in humans. Compared to other amino acids, methionine has particularly decisive biosynthetic roles. It is the precursor to the amino acid cysteine
Methionine
Proteinogenic amino acid
Cysteine (/ˈsɪstɪiːn/; symbol Cys or C) is a semiessential proteinogenic amino acid with the formula HS−CH2−CH(NH2)−COOH. The thiol side chain in cysteine enables
Cysteine
Chemical compound
3-Phosphoglyceric acid (3PG, 3-PGA, or PGA) is the conjugate acid of 3-phosphoglycerate or glycerate 3-phosphate (GP or G3P). This glycerate is a biochemically
3-Phosphoglyceric_acid
Chemical compound
l-Kynurenine is a metabolite of the amino acid l-tryptophan used in the production of niacin. Kynurenine is synthesized by the enzyme tryptophan dioxygenase
Kynurenine
Amino acid
one of the 20 standard amino acids that are used by cells to synthesize proteins. It is a conditionally essential amino acid with a polar side group. The
Tyrosine
Chemical compound
(symbol Leu or L) is an essential amino acid that is used in the biosynthesis of proteins. Leucine is an α-amino acid, meaning it contains an α-amino group
Leucine
Ubiquitous antioxidant compound in living organisms
Glutathione (GSH, /ˌɡluːtəˈθaɪoʊn/) is a tripeptide made of the amino acids glutamate, cysteine, and glycine. It is an antioxidant in plants, animals
Glutathione
Breakdown product of creatine phosphate
glycocyamine (guanidino acetate, synthesized in the kidney from the amino acids arginine and glycine) by S-adenosyl methionine. It is then transported in
Creatinine
Chemical compound
Anthranilic acid is an aromatic acid with the formula C6H4(NH2)(CO2H) and has a sweetish taste. The molecule consists of a benzene ring, ortho-substituted
Anthranilic_acid
Type of α-amino acid
F) is an α-amino acid with the formula C 9H 11NO 2. It is one of the four aromatic amino acids and the 21 proteinogenic amino acids common to all life
Phenylalanine
Α-amino acid that is used in the biosynthesis of proteins
α-alanine, is an α-amino acid that is used in the biosynthesis of proteins. It contains an amine group and a carboxylic acid group, both attached to the
Alanine
Amino acid
the amino acid with the formula (H2N)(HN)CN(H)(CH2)3CH(NH2)CO2H. The molecule features a guanidino group appended to a standard amino acid framework.
Arginine
Amino acid and neurotransmitter
Glutamic acid (symbol Glu or E; known as glutamate in its anionic form), molecular formula C 5H 9NO 4, is an α-amino acid that is used by almost all organisms
Glutamic_acid
Amino acid
Serine /ˈsɪəriːn/ (symbol Ser or S) is an α-amino acid that is used in the biosynthesis of proteins. It contains an α-amino group (which is in the protonated
Serine
Chemical compound
Isoleucine (symbol Ile or I) is an α-amino acid that is used in the biosynthesis of proteins. It contains an α-amino group (which is in the protonated
Isoleucine
Foul-smelling diamine compound
histidine→ Urocanic acid cis-Urocanic acid Imidazole propionate Imidazol-4-one-5-propionic acid Formiminoglutamic acid Glutamate-1-semialdehyde proline→
Cadaverine
Chemical compound
The organic compound citrulline is a non-essential α-amino acid. Its name is derived from citrullus, the Latin word for watermelon. Although named and
Citrulline
Chemical compound
Homocysteine (symbol Hcy) is a non-proteinogenic α-amino acid. It is a homologue of the amino acid cysteine, differing by an additional methylene bridge
Homocysteine
Chemical compound
tryptophane, is an α-amino acid that is used in the biosynthesis of proteins. Tryptophan contains an α-amino group, an α-carboxylic acid group, and a side chain
Tryptophan
Chemical compound
Propionyl-CoA is a coenzyme A derivative of propionic acid. It is composed of a 24 total carbon chain (without the coenzyme, it is a 3 carbon structure)
Propionyl-CoA
Chemical compound
Ornithine is a non-proteinogenic α-amino acid that plays an essential role in the urea cycle (to the extent that it is sometimes also called the Ornithine
Ornithine
Chemical compound
It arises via the action of urocanase on urocanic acid. Hydrolysis of the heterocycle to the glutamic acid derivative is catalyzed by imidazolonepropionate
Imidazol-4-one-5-propionic acid
Imidazol-4-one-5-propionic_acid
Protein found in Homo sapiens
histidine and subsequently trans-urocanic acid. However, others have shown that the filaggrin–histidine–urocanic acid cascade is not essential for skin
Filaggrin
Chemical compound
metabolism. Its main function is to deliver the acetyl group to the citric acid cycle (Krebs cycle) to be oxidized for energy production. Coenzyme A (CoASH
Acetyl-CoA
For killing and preventing the growth of algae
algicidal chemicals act additively. For example, ortho-tyrosine and urocanic acid, both produced by Bacillus sp. B1, had algicidal effects on Heterosigma
Algaecide
Index of chemical compounds with the same molecular formula
Nitroanilines 2-Nitroaniline 3-Nitroaniline 4-Nitroaniline Urocanic acid cis-Urocanic acid This set index page lists chemical structure articles associated
C6H6N2O2
Chemical compound
α-Ketoisocaproic acid (α-KIC), also known as 4-methyl-2-oxovaleric acid, and its conjugate base and carboxylate, α-ketoisocaproate, are metabolic intermediates
Α-Ketoisocaproic_acid
Chemical compound
3-Hydroxyanthranilic acid is an intermediate in the metabolism of tryptophan. It is new antioxidant isolated from methanol extract of tempeh. It is effective
3-Hydroxyanthranilic_acid
Chemical compound
2,3-Dihydroxy-3-methylpentanoic acid is an intermediate in the metabolism of isoleucine. 2,3-Dihydroxy-3-methylpentanoate is synthesized by the action
2,3-Dihydroxy-3-methylpentanoic acid
2,3-Dihydroxy-3-methylpentanoic_acid
Chemical compound
Proline (symbol Pro or P) is an organic acid classed as a proteinogenic amino acid (used in the biosynthesis of proteins), although it does not contain
Proline
Chemical compound
(homoalanine) 2-Hydroxybutyric acid (α-hydroxybutyric acid) Other oxobutanoic acids 3-Oxobutanoic acid (acetoacetic acid) 4-Oxobutanoic acid (succinic semialdehyde)
Α-Ketobutyric_acid
Amino acid
Threonine (symbol Thr or T) is an amino acid that is used in the biosynthesis of proteins. It contains an α-amino group (which is in the protonated −NH+
Threonine
Chemical compound
D-3-hydroxyisobutyric acid and L-3-hydroxyisobutyric acid. 2-hydroxybutyric acid 3-hydroxyisobutyrate dehydrogenase PubChem. "3-Hydroxyisobutyric acid". pubchem.ncbi
3-Hydroxyisobutyric_acid
Endogenous GABA precursor
N-Acetyl-γ-aminobutyric acid (N-acetyl-GABA), also known as N-acetyl-4-aminobutyric acid, is a metabolic intermediate in the biosynthesis of γ-aminobutyric acid (GABA)
N-Acetyl-γ-aminobutyric_acid
is encoded by the HAL gene. It converts histidine into ammonia and urocanic acid. Its systematic name is L-histidine ammonia-lyase (urocanate-forming)
Histidine_ammonia-lyase
Chemical compound
4-Hydroxyphenylpyruvic acid (4-HPPA) is an intermediate in the metabolism of the amino acid phenylalanine. The aromatic side chain of phenylalanine is
4-Hydroxyphenylpyruvic_acid
Chemical compound found in all domains of life with largely unexplored effects
processes including DNA, tRNA, and rRNA methylation; immune response; amino acid metabolism; transsulfuration; and more. In plants, SAM is crucial to the
S-Adenosyl_methionine
Chemical compound
1-Pyrroline-5-carboxylic acid (systematic name 3,4-dihydro-2H-pyrrole-2-carboxylic acid) is a cyclic imino acid. Its conjugate base and anion is
1-Pyrroline-5-carboxylic_acid
Chemical compound
Methylmalonic acid semialdehyde is an intermediate in the metabolism of thymine and valine. It is a substrate of the enzyme methylmalonate-semialdehyde
Methylmalonic acid semialdehyde
Methylmalonic_acid_semialdehyde
Chemical compound
(HMB-CoA). HMG-CoA reductase catalyzes the conversion of HMG-CoA to mevalonic acid, a necessary step in the biosynthesis of cholesterol. Mevalonate synthesis
HMG-CoA
Chemical compound
2-Oxoadipic acid, also known as α-ketoadipic acid, is an intermediate in the metabolism of lysine and tryptophan. The conjugate base and carboxylate is
2-Oxoadipic_acid
Pharmaceutical compound
Imidazole propionate (ImP), also known as 5-imidazolepropionic acid, is a bacterial metabolite of histidine and a neurotoxin. It is produced by Streptococcus
Imidazole_propionate
Chemical compound
Formiminoglutamic acid (FIGLU; conjugate base, formiminoglutamate) is an intermediate in the catabolism of L-histidine to L-glutamic acid. It thus is also
Formiminoglutamic_acid
Chemical compound
is associated with elevated levels of organic acids, including glutaric acid and 3-hydroxyglutaric acid . Glutaryl-CoA dehydrogenase Rao KS, Albro M,
Glutaryl-CoA
Chemical compound
in the blood to the liver. A methyl group is added to GAA from the amino acid methionine by the enzyme GAMT, forming non-phosphorylated creatine. This
Phosphocreatine
Chemical compound
or SucCoA, is a thioester of succinic acid and coenzyme A. It is an important intermediate in the citric acid cycle, where it is synthesized from α-ketoglutarate
Succinyl-CoA
Kazimi N, Nutt LK, McConkey DJ, Norval M, et al. (November 2006). "Cis-urocanic acid, a sunlight-induced immunosuppressive factor, activates immune suppression
List of miscellaneous 5-HT2A receptor agonists
List_of_miscellaneous_5-HT2A_receptor_agonists
Chemical compound
histidine→ Urocanic acid cis-Urocanic acid Imidazole propionate Imidazol-4-one-5-propionic acid Formiminoglutamic acid Glutamate-1-semialdehyde proline→
3-Hydroxykynurenine
Chemical compound
glutathione. Harris Ripps, Wen Shen (2012). "Review: Taurine: A "very essential" amino acid". Molecular Vision. 18: 2673–2686. PMC 3501277. PMID 23170060.
Cystathionine
process begins when UV exposure triggers an increase in blood levels of urocanic acid (UCA), which possesses the unique ability to cross the blood-brain barrier
Health effects of sunlight exposure
Health_effects_of_sunlight_exposure
Chemical compound
picolinic acid. 2-Aminomuconic semialdehyde is an intermediate in the kynurenine pathway of tryptophan metabolism, which leads to picolinic acid or quinolinic
2-Aminomuconic_semialdehyde
Protein family
deficiency of urocanase leads to elevated levels of urocanic acid in the urine, a condition known as urocanic aciduria. Urocanase is found in some bacteria
Urocanase
Clear liquid secreted from glands in eyes of mammals
hydroxyproline, phenylalanine, proline, pyroglutamic acid, serine, taurine, theonine, tryptophan, tyrosine, urocanic acid, Valme), amino alcohols (panthenol), amino
Tears
Chemical compound
sulfinic acid is the organic compound with the nominal formula HO2SCH2CH(NH2)CO2H . It is a rare example of an amino acid bearing a sulfinic acid functional
Cysteine_sulfinic_acid
Chemical compound
acid. α-Ketoisovaleric acid + CoA + NAD+ CO2 + H+ CO2 + H+ Isobutyryl-CoA + NADH The substrates of the enzyme are α-ketoisovaleric acid,
Isobutyryl-CoA
Chemical compound
Homogentisic acid (2,5-dihydroxyphenylacetic acid) is a phenolic acid usually found in Arbutus unedo (strawberry-tree) honey. It is also present in the
Homogentisic_acid
Chemical compound
action". Amino Acids. 40 (4): 1015–1025. doi:10.1007/s00726-010-0678-0. PMID 20607321. S2CID 11120110. HMB is a metabolite of the amino acid leucine (Van
Methylcrotonyl-CoA
Chemical compound
Glutamate-5-semialdehyde is a non-proteinogenic amino acid involved in both the biosynthesis and degradation of proline and arginine (via ornithine), as
Glutamate-5-semialdehyde
Chemical compound
β-Leucine (beta-leucine) is a beta amino acid and positional isomer of L-leucine which is naturally produced in humans via the metabolism of L-leucine
Β-Leucine
Chemical compound
histidine→ Urocanic acid cis-Urocanic acid Imidazole propionate Imidazol-4-one-5-propionic acid Formiminoglutamic acid Glutamate-1-semialdehyde proline→
Methacrylyl-CoA
Chemical compound
Kossel. It is a chemical substance which is naturally created from the amino acid arginine. Agmatine has been shown to exert modulatory action at multiple
Agmatine
Endogenous GABA precursor
precursor and metabolic intermediate in the biosynthesis of γ-aminobutyric acid (GABA) from putrescine. The metabolic pathway is specifically putrescine
N-Acetylputrescine
on the enzymic decomposition of urocanic acid. IV Purification and properties of 4(5)-imidazolone-5(4)-propionic acid hydrolase". J. Biol. Chem. 236:
Imidazolonepropionase
Chemical compound
β-Ketoisocaproic acid, also known as 4-methyl-3-oxopentanoic acid, is an intermediate in the metabolism of leucine. Its metabolic precursor and metabolic
Β-Ketoisocaproic_acid
Chemical compound
intermediate in the metabolism of tryptophan in the kynurenine pathway. Quinolinic acid is a neurotoxin formed nonenzymatically from 2-amino-3-carboxymuconic semialdehyde
2-Amino-3-carboxymuconic semialdehyde
2-Amino-3-carboxymuconic_semialdehyde
Compounds in biochemical reactions
the allosteric regulation of enzymes, glycolysis, the citric acid cycle, and amino acid synthesis. Metabolic pathways consist of a series of enzymatically
Metabolic_intermediate
Chemical compound
histidine→ Urocanic acid cis-Urocanic acid Imidazole propionate Imidazol-4-one-5-propionic acid Formiminoglutamic acid Glutamate-1-semialdehyde proline→
2-Methylacetoacetyl-CoA
Chemical compound
4-Maleylacetoacetate (4-maleylacetoacetatic acid) is an intermediate in the metabolism of tyrosine. It is converted to fumarylacetoacetic acid by the enzyme 4-maleylacetoacetate
4-Maleylacetoacetic_acid
Chemical compound
histidine→ Urocanic acid cis-Urocanic acid Imidazole propionate Imidazol-4-one-5-propionic acid Formiminoglutamic acid Glutamate-1-semialdehyde proline→
Tiglyl-CoA
Chemical compound
pirglutargine and arginine pidolate, is the l-arginine salt of pyroglutamic acid. Arginine pyroglutamate is a delivery form of arginine. l-Arginine l-pyroglutamate
L-Arginine_L-pyroglutamate
Chemical compound
3-hydroxybutyryl-coenzyme A) is an intermediate in the fermentation of butyric acid, and in the metabolism of lysine and tryptophan. The L-3-hydroxybutyl-CoA
Β-Hydroxybutyryl-CoA
Chemical compound
methylmalonic acid. It is an important intermediate in the biosynthesis of succinyl-CoA, which plays an essential role in the citric acid cycle. Methylmalonyl-CoA
Methylmalonyl-CoA
pathways that consume or create cysteine. The pathways of different amino acids and other metabolites interweave and overlap to creating complex systems
Cysteine_metabolism
Chemical compound
in the human body. Its immediate precursors are β-hydroxy β-methylbutyric acid (HMB) and β-methylcrotonoyl-CoA (MC-CoA). It can be metabolized into HMB
Β-Hydroxy_β-methylbutyryl-CoA
Chemical compound
α-Ketoisovaleric acid is an organic compound with the formula (CH3)2CHC(O)CO2H. It is a ketoacid. With a melting point just above room temperature, it
Α-Ketoisovaleric_acid
Chemical compound
Saccharopine is an intermediate in the metabolism of amino acid lysine. It is a precursor of lysine in the alpha-aminoadipate pathway which occurs in fungi
Saccharopine
Chemical compound
CpG-specific DNA methylation by human DNA methyltransferase 3B". Nucleic Acids Research. 48 (7): 3949–3961. doi:10.1093/nar/gkaa111. PMC 7144912. PMID 32083663
S-Adenosyl-L-homocysteine
Chemical compound
action". Amino Acids. 40 (4): 1015–1025. doi:10.1007/s00726-010-0678-0. PMID 20607321. S2CID 11120110. HMB is a metabolite of the amino acid leucine (Van
3-Methylglutaconyl-CoA
Chemical compound
that features a formyl group in place of the terminal amine. The free amino acid does not exist, but the allysine residue does. It is produced by aerobic
Allysine
Chemical compound
embryonic and fetal developmental stages. Mevalonate pathway Acetoacetic acid Beta-hydroxybutyryl-CoA dehydrogenase Hasegawa, Shinya; Noda, Kazuki; Maeda
Acetoacetyl-CoA
Chemical compound
fermentation of butyric acid, and in the metabolism of lysine and tryptophan. It is important in the metabolism of fatty acids and amino acids. Crotonyl-CoA is
Crotonyl-CoA
98-92-0 C6H6N2O2 urocanic acid 104-98-3 C6H6O furylethylene 1487-18-9 C6H6O oxepin 291-70-3 C6H6O phenol 108-95-2 C6H6OS benzenesulfenic acid 27610-20-4 C6H6O2
List of compounds with carbon number 6
List_of_compounds_with_carbon_number_6
Chemical compound
H2O kynurenine + formic acid Alternatively, the enzyme kynureninase can produce N-formylanthranilic acid and L-alanine: N'-Formylkynurenine
N'-Formylkynurenine
Austrian professor of organic chemistry (born 1939)
blocker urocanic acid. Furthermore, research on applied problems of industrial relevance, like oxidation, ozonization, non natural amino acids and catalysis
Heinz_Falk
Chemical compound
L-arginine by the enzyme L-Arg:Gly-amidinotransferase (AGAT) to the amino acid glycine. From L-arginine, ornithine is thus produced, which is metabolized
Glycocyamine
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