BIOPEP-UWM: Report

ID 3920
Name Precursor of aurein 1.1.
sequence
GLFDIIKKIAESIG
Function:
Precursor of aurein 1.1
 
Number of residues
14
Activity code
ab
Activity :
antibacterial
Chemical mass 1503.7764 Monoisotopic mass 1502.8680
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: [H][C@](C)(CC)[C@]([H])(NC(=O)[C@]([H])(CO)NC(=O)[C@]([H])(CCC(O)=O)NC(=O)[C@]([H])(C)NC(=O)[C@@]([H])(NC(=O)[C@]([H])(CCCCN)NC(=O)[C@]([H])(CCCCN)NC(=O)[C@@]([H])(NC(=O)[C@@]([H])(NC(=O)[C@]([H])(CC(O)=O)NC(=O)[C@]([H])(Cc1ccccc1)NC(=O)[C@]([H])(CC(C)C)NC(=O)CN)[C@@]([H])(C)CC)[C@@]([H])(C)CC)[C@@]([H])(C)CC)C(=O)NCC(O)=O

InChI=1S/C70H118N16O20/c1-12-38(7)55(67(103)74-35-54(93)94)83-66(102)50(36-87)82-61(97)46(27-28-52(89)90)77-59(95)42(11)75-68(104)56(39(8)13-2)84-62(98)45(26-20-22-30-72)78-60(96)44(25-19-21-29-71)79-69(105)57(40(9)14-3)86-70(106)58(41(10)15-4)85-65(101)49(33-53(91)92)81-64(100)48(32-43-23-17-16-18-24-43)80-63(99)47(31-37(5)6)76-51(88)34-73/h16-18,23-24,37-42,44-50,55-58,87H,12-15,19-22,25-36,71-73H2,1-11H3,(H,74,103)(H,75,104)(H,76,88)(H,77,95)(H,78,96)(H,79,105)(H,80,99)(H,81,100)(H,82,97)(H,83,102)(H,84,98)(H,85,101)(H,86,106)(H,89,90)(H,91,92)(H,93,94)/t38-,39-,40-,41-,42-,44-,45-,46-,47-,48-,49-,50-,55-,56-,57-,58-/m0/s1

InChIKey=VVJVCEYKZDCGKT-KNUJGFDTSA-N

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

Peptide is the precursor of aurein 1.1 (ID 3919 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: