BIOPEP-UWM: Report

ID 5319
Name Precursor of Aurein 2.5
sequence
GLFDIVKKVVGAFGSLG
Function:
Precursor of antibacterial and anticancer peptide
 
Number of residues
17
Activity code
ab
Activity :
antibacterial
Chemical mass 1707.0163 Monoisotopic mass 1705.9736
EC50 :
0.00 µM


Bibliographic data:
Authors
Rozek T., Wegener K., Bowie J., Olver I. N., Carver J. A., Wallace J. C., Tyler M. J.
Title
The antibiotic and anticancer active aurein peptides from the Australian Bell Frogs Litoria aurea and Litoria raniformis. Eur. J. Biochem, 267, 5330-5341
Year Source
2000 Journal


Additional information:
BIOPEP-UWM database of bioactive peptides

SMILES: NCC(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H]([C@H](CC)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](C(C)C)C(=O)NCC(=O)N[C@@H](C)C(=O)N[C@@H](CC2=CC=CC=C2)C(=O)NCC(=O)N[C@@H](CO)C(=O)N[C@@H](CC(C)C)C(=O)NCC(=O)O

InChI=1S/C81H131N19O21/c1-14-48(12)68(100-76(116)58(37-63(105)106)96-75(115)57(36-51-27-19-16-20-28-51)95-74(114)55(34-44(4)5)89-60(102)38-84)81(121)99-66(46(8)9)79(119)92-52(29-21-23-31-82)72(112)91-53(30-22-24-32-83)73(113)97-67(47(10)11)80(120)98-65(45(6)7)78(118)86-39-61(103)88-49(13)69(109)93-56(35-50-25-17-15-18-26-50)71(111)85-40-62(104)90-59(42-101)77(117)94-54(33-43(2)3)70(110)87-41-64(107)108/h15-20,25-28,43-49,52-59,65-68,101H,14,21-24,29-42,82-84H2,1-13H3,(H,85,111)(H,86,118)(H,87,110)(H,88,103)(H,89,102)(H,90,104)(H,91,112)(H,92,119)(H,93,109)(H,94,117)(H,95,114)(H,96,115)(H,97,113)(H,98,120)(H,99,121)(H,100,116)(H,105,106)(H,107,108)/t48-,49-,52-,53-,54-,55-,56-,57-,58-,59-,65-,66-,67-,68-/m0/s1

InChIKey: KGZDDOMPOQVGAP-SLKHJCTPSA-N

The active form is C-terminal amide group instead of C-terminal glycine residue.

Peptide is the precursor of antibacterial and anticancer peptide (ID 5318 and 7045 respectively in BIOPEP-UWM database of bioactive peptides).

Reviews concerning C-terminal amidation of peptides:

Bradbury A. F., Smyth D. G., 1991, Peptide amidation. Trends Biochem. Sci., 16, 112-115

Merkler D. J., 1994, C-terminal amidated peptides: production by the in vitro enzymatic amidation of glycine-extended peptides and the importance of the amide to bioactivity. Enzyme Microb. Technol., 16, 450-456


Database reference: