Hydroxylysine
 | |
| Names | |
|---|---|
| IUPAC name
(2S,5R)-2,6-Diamino-5-hydroxyhexanoic acid | |
| Other names
5-Hydroxy-L-lysine, α,ɛ-diamino-δ-hydroxycaproic acid | |
| Identifiers | |
1190-94-9  | |
| 3D model (Jmol) | Interactive image |
| ChemSpider | 10613296  |
| ECHA InfoCard | 100.025.309 |
| KEGG | C16741 |
| MeSH | Hydroxylysine |
| PubChem | 3032849 |
| UNII | 2GQB349IUB |
| |
| |
| Properties | |
| C6H14N2O3 | |
| Molar mass | 162.187 |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| verify (what is ?) | |
| Infobox references | |
Hydroxylysine (Hyl) is an amino acid with the molecular formula C6H14N2O3. It was first discovered in 1921 by Donald Van Slyke as the 5-Hydroxylysine form.[1] It arises from a post-translational hydroxy modification of lysine. It is most widely known as a component of collagen.[2]
It is biosynthesized from lysine via oxidation by lysyl hydroxylase enzymes. The most common form is the (5R) stereoisomer found in collagen. However, JMJD6 has recently been shown to be a lysyl hydroxylase which modifies an RNA splicing factor producing the (5S) stereoisomer. Additionally, in E. coli, there has been at least one lysine N-hydroxylase enzyme identified, named IucD.[3]
References
- ↑ Van Slyke, DD.; Hiller, A. (Jul 1921). "An Unidentified Base among the Hydrolytic Products of Gelatin.". Proc Natl Acad Sci U S A. 7 (7): 185–6. doi:10.1073/pnas.7.7.185. PMC 1084845
. PMID 16586836. - ↑ Hydroxylysine at University of Oulu
- ↑ de Lorenzo, V.; et al. (Feb 1986). "Aerobactin biosynthesis and transport genes of plasmid ColV-K30 in Escherichia coli K-12.". J. Bacteriol. 165 (2): 570–8. PMC 214457. PMID 2935523.
External links
- Hydroxylysine at the US National Library of Medicine Medical Subject Headings (MeSH)
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