Histidine (symbol His or H) is an essential amino acid. It is used in the biosynthesis of proteins. It is a positively charged amino acid.
Originally it was thought essential only for infants. It has now been shown to be essential for adults also.[1] It is encoded by the codons CAU and CAC.
Histidine was first isolated by Albrecht Kossel and Sven Gustaf Hedin in 1896.[2] It is also a precursor to histamine, a vital inflammatory agent in immune responses.
Reflist
- ↑ Kopple J.D. & Swendseid M.E. 1975. Evidence that histidine is an essential amino acid in normal and chronically uremic man. Journal of Clinical Investigation. 55 (5): 881–91. doi:10.1172/JCI108016. PMC 301830. PMID 1123426
- ↑ Vickery, Hubert Bradford; Leavenworth, Charles S. (1928-08-01). "On the Separation of Histidine and Arginine" (PDF). Journal of Biological Chemistry. 78 (3): 627–635. doi:10.1016/S0021-9258(18)83967-9. ISSN 0021-9258
Encoded (proteinogenic) amino acids |
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| General topics | |
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| By properties | | Aliphatic |
- Alanine
- Branched-chain amino acids (Valine
- Isoleucine
- Leucine)
- Methionine
- Proline
- Glycine
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| Aromatic | |
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| Polar, uncharged | |
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| Positive charge (pKa) |
- Histidine (≈6.1)
- Lysine (≈10.8)
- Arginine (≈12.5)
- Pyrrolysine
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| Negative charge (pKa) | |
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- Amino acids types: Encoded (proteins)
- Essential
- Non-proteinogenic
- Ketogenic
- Glucogenic
- Secondary amino
- Imino acids
- D-amino acids
- Dehydroamino acids
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Inborn error of amino acid metabolism |
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| K→acetyl-CoA | | Lysine/straight chain |
- Glutaric acidemia type 1
- type 2
- Hyperlysinemia
- Pipecolic acidemia
- Saccharopinuria
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| Leucine |
- 3-hydroxy-3-methylglutaryl-CoA lyase deficiency
- 3-Methylcrotonyl-CoA carboxylase deficiency
- 3-Methylglutaconic aciduria 1
- Isovaleric acidemia
- Maple syrup urine disease
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| Tryptophan | |
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| G | | G→pyruvate→citrate | | Glycine |
- D-Glyceric acidemia
- Glutathione synthetase deficiency
- Sarcosinemia
- Glycine→Creatine: GAMT deficiency
- Glycine encephalopathy
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G→glutamate→ α-ketoglutarate | | Histidine |
- Carnosinemia
- Histidinemia
- Urocanic aciduria
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| Proline |
- Hyperprolinemia
- Prolidase deficiency
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| Glutamate/glutamine | |
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G→propionyl-CoA→ succinyl-CoA | | Valine | |
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| Isoleucine | |
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| Methionine |
- Cystathioninuria
- Homocystinuria
- Hypermethioninemia
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| General BC/OA |
- Methylmalonic acidemia
- Methylmalonyl-CoA mutase deficiency
- Propionic acidemia
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| G→fumarate | | Phenylalanine/tyrosine | | Phenylketonuria |
- 6-Pyruvoyltetrahydropterin synthase deficiency
- Tetrahydrobiopterin deficiency
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| Tyrosinemia |
- Alkaptonuria/Ochronosis
- Tyrosinemia type I
- Tyrosinemia type II
- Tyrosinemia type III/Hawkinsinuria
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| Tyrosine→Melanin |
- Albinism: Ocular albinism (1)
- Oculocutaneous albinism (Hermansky–Pudlak syndrome)
- Waardenburg syndrome
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| Tyrosine→Norepinephrine |
- Dopamine beta hydroxylase deficiency
- reverse: Brunner syndrome
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| G→oxaloacetate | Urea cycle/Hyperammonemia (arginine
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Argininemia
Argininosuccinic aciduria
Carbamoyl phosphate synthetase I deficiency
Citrullinemia
N-Acetylglutamate synthase deficiency
Ornithine transcarbamylase deficiency/translocase deficiency
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Transport/ IE of RTT |
- Solute carrier family: Cystinuria
- Hartnup disease
- Iminoglycinuria
- Lysinuric protein intolerance
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| Other |
- 2-Hydroxyglutaric aciduria
- Aminoacylase 1 deficiency
- Ethylmalonic encephalopathy
- Fumarase deficiency
- Trimethylaminuria
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| K→acetyl-CoA | | lysine→ |
- Saccharopine
- Allysine
- α-Aminoadipic acid
- 2-Oxoadipic acid
- Glutaryl-CoA
- Glutaconyl-CoA
- Crotonyl-CoA
- β-Hydroxybutyryl-CoA
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| leucine→ |
- β-Hydroxy β-methylbutyric acid
- β-Hydroxy β-methylbutyryl-CoA
- Isovaleryl-CoA
- α-Ketoisocaproic acid
- β-Ketoisocaproic acid
- β-Ketoisocaproyl-CoA
- β-Leucine
- β-Methylcrotonyl-CoA
- β-Methylglutaconyl-CoA
- β-Hydroxy β-methylglutaryl-CoA
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| tryptophan→alanine→ |
- N′-Formylkynurenine
- Kynurenine
- Anthranilic acid
- 3-Hydroxykynurenine
- 3-Hydroxyanthranilic acid
- 2-Amino-3-carboxymuconic semialdehyde
- 2-Aminomuconic semialdehyde
- 2-Aminomuconic acid
- Glutaryl-CoA
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| G | G→pyruvate→ citrate | glycine→ serine→ |
- glycine→creatine: Glycocyamine
- Phosphocreatine
- Creatinine
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G→glutamate→ α-ketoglutarate | | histidine→ |
- Urocanic acid
- Imidazol-4-one-5-propionic acid
- Formiminoglutamic acid
- Glutamate-1-semialdehyde
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| proline→ |
- 1-Pyrroline-5-carboxylic acid
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| arginine→ |
- Agmatine
- Ornithine
- Citrulline
- Cadaverine
- Putrescine
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| other | |
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G→propionyl-CoA→ succinyl-CoA | | valine→ |
- α-Ketoisovaleric acid
- Isobutyryl-CoA
- Methacrylyl-CoA
- 3-Hydroxyisobutyryl-CoA
- 3-Hydroxyisobutyric acid
- 2-Methyl-3-oxopropanoic acid
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| isoleucine→ |
- 2,3-Dihydroxy-3-methylpentanoic acid
- 2-Methylbutyryl-CoA
- Tiglyl-CoA
- 2-Methylacetoacetyl-CoA
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| methionine→ |
- generation of homocysteine: S-Adenosyl methionine
- S-Adenosyl-L-homocysteine
- Homocysteine
- conversion to cysteine: Cystathionine
- α-Ketobutyric acid + Cysteine
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| threonine→ | |
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| propionyl-CoA→ | |
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| G→fumarate | |
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| G→oxaloacetate | |
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| Other | |
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