Rakete, Stefan, and Ram H. Nagaraj. Journal of Biological Chemistry 291.18 (2016): 9596-9609.
Erythrulose, a key ascorbate degradation product present in human lenses, plays a crucial role in advanced biochemical pathways involving kynurenine metabolites. In a recent study investigating ocular biochemistry, erythrulose was shown to react spontaneously with 3-hydroxykynurenine (3OHKyn), a prominent metabolite in the kynurenine pathway, to form a novel fluorescent compound-kynoxazine.
The reaction was carried out by incubating 3OHKyn (0.16 mmol) with an excess of L-erythrulose (3.5 mmol) in phosphate buffer (pH 6.0) at 37 °C for 30 minutes. The resulting product was purified using preparative HPLC, yielding kynoxazine (2-amino-4-[2-hydroxy-3-(2-hydroxyethyl)-2H-1,4-benzoxazin-5-yl]-4-oxobutanoic acid) as a yellow compound with a 63% isolated yield. The spontaneous formation of this benzoxazine derivative highlights erythrulose's chemical reactivity and its potential contribution to age-related modifications in lens proteins through fluorescent chromophore formation.
This study not only demonstrates the synthetic utility of erythrulose in generating biologically relevant heterocycles but also sheds light on its role in the pathogenesis of lens aging and cataract formation. The results support further investigation into erythrulose-mediated modifications and their biological implications, particularly in ophthalmology and age-related oxidative stress research.
What is the molecular formula of Erythrulose?
The molecular formula of Erythrulose is C4H8O4.
What are some synonyms for Erythrulose?
Some synonyms for Erythrulose are 1,3,4-trihydroxybutan-2-one, glycero-tetrulose, and tetrulose.
What is the molecular weight of Erythrulose?
The molecular weight of Erythrulose is 120.10 g/mol.
When was Erythrulose first created and modified?
Erythrulose was first created on June 24, 2005, and last modified on December 30, 2023.
What is the IUPAC name of Erythrulose?
The IUPAC name of Erythrulose is 1,3,4-trihydroxybutan-2-one.
What is the InChI of Erythrulose?
The InChI of Erythrulose is InChI=1S/C4H8O4/c5-1-3(7)4(8)2-6/h3,5-7H,1-2H2.
What is the Canonical SMILES of Erythrulose?
The Canonical SMILES of Erythrulose is C(C(C(=O)CO)O)O.
What is the CAS number of Erythrulose?
The CAS number of Erythrulose is 40031-31-0.
How many hydrogen bond donor counts does Erythrulose have?
Erythrulose has 3 hydrogen bond donor counts.
How many topological polar surface area does Erythrulose have?
Erythrulose has a topological polar surface area of 77.8 ?2.