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Biosynthesis, degradation and pharmacological importance of the fatty acid amides.
This review will outline which fatty acid amides have been isolated from mammalian sources, detail what is known about how these molecules are made and degraded in vivo, and highlight their potential for the development of novel therapeutics. Expand
C-terminal amidated peptides: production by the in vitro enzymatic amidation of glycine-extended peptides and the importance of the amide to bioactivity.
  • D. Merkler
  • Chemistry, Medicine
  • Enzyme and microbial technology
  • 1 June 1994
Structural-activity data for 45 bioactive peptides show that the C-terminal amide is required for the full biological activity of most amidated peptide hormones. Expand
Kinetic mechanism and intrinsic isotope effects for the peptidylglycine alpha-amidating enzyme reaction.
The identity of intrinsic isotope effects for peptidylglycine alpha-hydroxylating monooxygenase and dopamine beta-mono oxygengenase with substrates of comparable reactivity extends similarities between the two enzymes significantly beyond sequence homology and cofactor requirements. Expand
Fatty acid amide biosynthesis: a possible new role for peptidylglycine alpha-amidating enzyme and acyl-coenzyme A: glycine N-acyltransferase.
It is shown that N-myristoylglycine is a substrate for peptidyl glycine alpha-amidating enzyme with a (V/K)app that is 55 +/- 4% of the value measured for D-Tyr-Val-Gly. Expand
Enzymatic formation of C-terminal amides.
Catalytic mechanism of yeast adenosine 5'-monophosphate deaminase. Zinc content, substrate specificity, pH studies, and solvent isotope effects.
Alignment of the amino acid sequence for yeast AMP deaminase with that for mouse adenosine deaminationase demonstrates conservation of the Amino acids known from the X-ray crystal structure to bind to the zinc and to a transition-state analogue. Expand
Oleic acid derived metabolites in mouse neuroblastoma N18TG2 cells.
Results strongly indicate that N-oleoylglycine is an intermediate in oleamide biosynthesis and provide further evidence that PAM does have a role in primary fatty acid amide production in vivo. Expand
Identification of an arylalkylamine N‐acyltransferase from Drosophila melanogaster that catalyzes the formation of long‐chain N‐acylserotonins
Identification of endogenous amounts of N‐acylserotonins and colocalization of these fatty acid amides and AANATL2 transcripts gives supporting evidence that AANatL2 has a role in the biosynthetic formation of these important cell signalling lipids. Expand
Drosophila melanogaster as a model system to study long‐chain fatty acid amide metabolism
It is demonstrated that Drosophila melanogaster is an excellent model system for the study long‐chain fatty acid amide metabolism as it is quantified the endogenous levels of N‐acylglycines, N‐ACYldopamines, N-acylethanolamines, and primary fatty Acid amides by LC/QTOF‐MS. Expand
Evidence for substrate preorganization in the peptidylglycine α-amidating monooxygenase reaction describing the contribution of ground state structure to hydrogen tunneling.
The authors' data show that all Ν-acylglycines bind sequentially to PHM in an equilibrium-ordered fashion, and the decrease in KIE with hydrophobicity was attributed to a preorganization event which decreased reorganization energy by decreasing the conformational sampling associated with ground state substrate binding. Expand