Weight | 189.215 g/mol |
---|---|
Formula | C7H15N3O3 |
Hydrogen Acceptors | 3 |
Hydrogen Donors | 4 |
Aromatic Rings | 0 |
Rotatable Bonds | 6 |
L-Homocitrulline (1190-49-4)
homocitrulline · N(6)-(aminocarbonyl)-L-lysine · ureidocaproic acid
Score:
#2328 in Biochemistry
,
#4632 in Biology
,
#5877 in Chemistry
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- Homocitrulline and Homoarginine Synthesis from Lysine (Science, 1964)
- Expression of citrulline and homocitrulline residues in the lungs of non-smokers and smokers: implications for autoimmunity in rheumatoid arthritis. (Arthritis Research & Therapy, 2015)
- Urea-derived cyanate forms epsilon-amino-carbamoyl-lysine (homocitrulline) in leukocyte proteins in patients with end-stage renal disease on peritoneal dialysis. (Journal of Laboratory and Clinical Medicine, 1994)
- Lysine, homocitrulline, and homoarginine metabolism by the isolated perfused rat liver (Archives of Biochemistry and Biophysics, 1968)
- Anticitrulline antibodies can be caused by homocitrulline-containing proteins in rabbits. (Arthritis & Rheumatism, 2010)
- On the isolation and identification of homocitrulline from urine (Biochemical and Biophysical Research Communications, 1961)
-
Including Acute Oral Tox, Skin Sensitization, Eye Irritation, Aquatic Tox, & more. - homocitrulline
- N(6)-(aminocarbonyl)-L-lysine
- ureidocaproic acid
-
SMILESC(CCNC(=O)N)CC(C(=O)O)N
-
InChIKeyXIGSAGMEBXLVJJ-UHFFFAOYSA-N
- Pubchem - L-Homocitrulline
- Wikipedia - L-homocitrulline
L-Homocitrulline is an amino acid and a metabolite of ornithine in mammalian (including human) metabolism. The amino acid can be detected in larger amounts in the urine of individuals with urea cycle disorders. At present, it is thought that the depletion of the ornithine supply causes the accumulation of carbamyl-phosphate in the urea cycle which may be responsible for the enhanced synthesis of homocitrulline and homoarginine.
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Synthesis
Reactant
+
dimethyl sulfide
(Corey-Kim oxidation of secondary alcohols)
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