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, the enzyme 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]
ReferencesEdit
^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. Bibcode:1921PNAS....7..185V. doi:10.1073/pnas.7.7.185. PMC1084845. PMID 16586836.
^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. doi:10.1128/jb.165.2.570-578.1986. PMC214457. PMID 2935523.
hydroxylysine, amino, acid, with, molecular, formula, c6h14n2o3, first, discovered, 1921, donald, slyke, hydroxylysine, form, arises, from, post, translational, hydroxy, modification, lysine, most, widely, known, component, collagen, namesiupac, name, hydroxy,. 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 Hydroxylysine NamesIUPAC name 5R 5 Hydroxy L lysineSystematic IUPAC name 2S 5R 2 6 Diamino 5 hydroxyhexanoic acidOther names 5 Hydroxy L lysinea ɛ Diamino d hydroxycaproic acidIdentifiersCAS Number 1190 94 9 N3D model JSmol Interactive imageChemSpider 2297721 YECHA InfoCard 100 013 388KEGG C16741 NMeSH HydroxylysinePubChem CID 3032849UNII 2GQB349IUB YInChI InChI 1S C6H14N2O3 c7 3 4 9 1 2 5 8 6 10 11 h4 5 9H 1 3 7 8H2 H 10 11 t4 5 m1 s1 YKey YSMODUONRAFBET UHNVWZDZSA N YSMILES C C C H C O O N C H CN OPropertiesChemical formula C 6H 14N 2O 3Molar mass 162 189 g mol 1Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa N verify what is Y N Infobox references It is biosynthesized from lysine via oxidation by lysyl hydroxylase enzymes The most common form is the 5R stereoisomer found in collagen However the enzyme 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 Edit 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 Bibcode 1921PNAS 7 185V 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 doi 10 1128 jb 165 2 570 578 1986 PMC 214457 PMID 2935523 External links EditHydroxylysine at the U S National Library of Medicine Medical Subject Headings MeSH Retrieved from https en wikipedia org w index php title Hydroxylysine amp oldid 1179043802, wikipedia, wiki, book, books, library,
