Click here to close
Hello! We notice that you are using Internet Explorer, which is not supported by Xenbase and may cause the site to display incorrectly.
We suggest using a current version of Chrome,
FireFox, or Safari.
Proc Natl Acad Sci U S A
2005 Mar 22;10212:4235-9. doi: 10.1073/pnas.0500789102.
Show Gene links
Show Anatomy links
Biosynthesis of a D-amino acid in peptide linkage by an enzyme from frog skin secretions.
Jilek A
,
Mollay C
,
Tippelt C
,
Grassi J
,
Mignogna G
,
Müllegger J
,
Sander V
,
Fehrer C
,
Barra D
,
Kreil G
.
???displayArticle.abstract???
d-amino acids are present in some peptides from amphibian skin. These residues are derived from the corresponding L-amino acids present in the respective precursors. From skin secretions of Bombinae, we have isolated an enzyme that catalyzes the isomerization of an L-Ile in position 2 of a model peptide to D-allo-Ile. In the course of this reaction, which proceeds without the addition of a cofactor, radioactivity from tritiated water is incorporated into the second position of the product. The amino acid sequence of this isomerase could be deduced from cloned cDNA and genomic DNA. After expression of this cDNA in oocytes of Xenopus laevis, isomerase activity could be detected. Polypeptides related to the frog skin enzyme are present in several vertebrate species, including humans.
Babbitt,
A functionally diverse enzyme superfamily that abstracts the alpha protons of carboxylic acids.
1995, Pubmed
Babbitt,
A functionally diverse enzyme superfamily that abstracts the alpha protons of carboxylic acids.
1995,
Pubmed
Bandyopadhyay,
gamma -Glutamyl carboxylation: An extracellular posttranslational modification that antedates the divergence of molluscs, arthropods, and chordates.
2002,
Pubmed
Buczek,
Post-translational amino acid isomerization: a functionally important D-amino acid in an excitatory peptide.
2005,
Pubmed
Czerwiec,
Expression and characterization of recombinant vitamin K-dependent gamma-glutamyl carboxylase from an invertebrate, Conus textile.
2002,
Pubmed
Erspamer,
Deltorphins: a family of naturally occurring peptides with high affinity and selectivity for delta opioid binding sites.
1989,
Pubmed
Harada,
Human IgGFc binding protein (FcgammaBP) in colonic epithelial cells exhibits mucin-like structure.
1997,
Pubmed
Heck,
Functional consequences of posttranslational isomerization of Ser46 in a calcium channel toxin.
1994,
Pubmed
Heck,
Posttranslational amino acid epimerization: enzyme-catalyzed isomerization of amino acid residues in peptide chains.
1996,
Pubmed
Jimenéz,
Contryphan is a D-tryptophan-containing Conus peptide.
1996,
Pubmed
Kamatani,
Molecular conformation of achatin-I, an endogenous neuropeptide containing D-amino acid residue. X-ray crystal structure of its neutral form.
1990,
Pubmed
Kay,
Xenopus laevis: Practical uses in cell and molecular biology. Injections of oocytes and embryos.
1991,
Pubmed
,
Xenbase
Kojima,
Cloning and characterization of a novel natriuretic peptide in frog (Rana catesbeiana).
1994,
Pubmed
Kreil,
D-amino acids in animal peptides.
1997,
Pubmed
Krieg,
Functional messenger RNAs are produced by SP6 in vitro transcription of cloned cDNAs.
1984,
Pubmed
,
Xenbase
Lazarus,
The toad, ugly and venomous, wears yet a precious jewel in his skin.
1993,
Pubmed
Mangoni,
Structure-function relationships in bombinins H, antimicrobial peptides from Bombina skin secretions.
2000,
Pubmed
McLaughlin,
Development, validation and application of an enzyme immunoassay (EIA) of atriopeptin.
1987,
Pubmed
Miele,
Molecular cloning of a bombinin gene from Bombina orientalis: detection of NF-kappaB and NF-IL6 binding sites in its promoter.
1998,
Pubmed
Mignogna,
Antibacterial and haemolytic peptides containing D-alloisoleucine from the skin of Bombina variegata.
1993,
Pubmed
Mignogna,
BSTI, a trypsin inhibitor from skin secretions of Bombina bombina related to protease inhibitors of nematodes.
1996,
Pubmed
Montecucchi,
Amino acid composition and sequence of dermorphin, a novel opiate-like peptide from the skin of Phyllomedusa sauvagei.
1981,
Pubmed
Mor,
Identification of a D-alanine-containing polypeptide precursor for the peptide opioid, dermorphin.
1991,
Pubmed
Mor,
Enter a new post-translational modification: D-amino acids in gene-encoded peptides.
1992,
Pubmed
Ohta,
Fulicin, a novel neuropeptide containing a D-amino acid residue isolated from the ganglia of Achatina fulica.
1991,
Pubmed
Pradelles,
Enzyme immunoassays of eicosanoids using acetylcholine esterase as label: an alternative to radioimmunoassay.
1985,
Pubmed
Richter,
D-alanine in the frog skin peptide dermorphin is derived from L-alanine in the precursor.
1987,
Pubmed
Scaloni,
Determination of the chirality of amino acid residues in the course of subtractive Edman degradation of peptides.
1991,
Pubmed
Shikata,
Isolation and characterization of a peptide isomerase from funnel web spider venom.
1995,
Pubmed
Simmaco,
A family of bombinin-related peptides from the skin of Bombina variegata.
1991,
Pubmed
Soyez,
Evidence for a conformational polymorphism of invertebrate neurohormones. D-amino acid residue in crustacean hyperglycemic peptides.
1994,
Pubmed
Tanner,
Isotope effects and the identification of catalytic residues in the reaction catalyzed by glutamate racemase.
1993,
Pubmed
Torres,
D-Amino acid residue in the C-type natriuretic peptide from the venom of the mammal, Ornithorhynchus anatinus, the Australian platypus.
2002,
Pubmed
