BIOPEP-UWM: Report

ID 2952
Name mastoparan precursor
sequence
INLKALAALAKKILG
Function:
Precursor multifunctional peptide
 
Number of residues
15
Activity code
tox
Activity :
toxic
Chemical mass 1536.9382 Monoisotopic mass 1536.0096
EC50 :
0.00 µM


Bibliographic data:
Authors
Hirai Y., Yasuhara T., Yoshida H., Nakajima T., Fujino M., Kitada C.
Title
A new mast cell degranulating peptide "mastoparan" in the venom of Vespula lewisii. Chem. Pharm. Bull., 27, 1942-1944, 1979
Year Source
1979 Journal


Additional information:
BIOPEP-UWM database of bioactive peptides


SMILES:
N[C@@]([H])([C@]([H])(CC)C)C(=O)N[C@@]([H])(CC(=O)N)C(=O)N[C@@]([H])(CC(C)C)C(=O)N[C@@]([H])(CCCCN)C(=O)N[C@@]([H])(C)C(=O)N[C@@]([H])(CC(C)C)C(=O)N[C@@]([H])(C)C(=O)N[C@@]([H])(C)C(=O)N[C@@]([H])(CC(C)C)C(=O)N[C@@]([H])(C)C(=O)N[C@@]([H])(CCCCN)C(=O)N[C@@]([H])(CCCCN)C(=O)N[C@@]([H])([C@]([H])(CC)C)C(=O)N[C@@]([H])(CC(C)C)C(=O)NCC(=O)O

InChI=1S/C72H133N19O17/c1-17-41(11)57(77)71(107)89-54(35-55(76)92)70(106)88-53(34-40(9)10)69(105)85-47(25-19-22-28-73)64(100)80-46(16)62(98)87-51(32-38(5)6)67(103)81-43(13)59(95)79-44(14)61(97)86-52(33-39(7)8)68(104)82-45(15)60(96)83-48(26-20-23-29-74)65(101)84-49(27-21-24-30-75)66(102)91-58(42(12)18-2)72(108)90-50(31-37(3)4)63(99)78-36-56(93)94/h37-54,57-58H,17-36,73-75,77H2,1-16H3,(H2,76,92)(H,78,99)(H,79,95)(H,80,100)(H,81,103)(H,82,104)(H,83,96)(H,84,101)(H,85,105)(H,86,97)(H,87,98)(H,88,106)(H,89,107)(H,90,108)(H,91,102)(H,93,94)/t41-,42-,43-,44-,45-,46-,47-,48-,49-,50-,51-,52-,53-,54-,57-,58-/m0/s1
InChI=1S/C72H133N19O17/c1-17-41(11)57(77)71(107)89-54(35-55(76)92)70(106)88-53(34-40(9)10)69(105)85-47(25-19-22-28-73)64(100)80-46(16)62(98)87-51(32-38(5)6)67(103)81-43(13)59(95)79-44(14)61(97)86-52(33-39(7)8)68(104)82-45(15)60(96)83-48(26-20-23-29-74)65(101)84-49(27-21-24-30-75)66(102)91-58(42(12)18-2)72(108)90-50(31-37(3)4)63(99)78-36-56(93)94/h37-54,57-58H,17-36,73-75,77H2,1-16H3,(H2,76,92)(H,78,99)(H,79,95)(H,80,100)(H,81,103)(H,82,104)(H,83,96)(H,84,101)(H,85,105)(H,86,97)(H,87,98)(H,88,106)(H,89,107)(H,90,108)(H,91,102)(H,93,94)/t41-,42-,43-,44-,45-,46-,47-,48-,49-,50-,51-,52-,53-,54-,57-,58-/m0/s1

InChIKey=PRERRIQWXGZVIX-XFTSROOISA-N


The active form of this peptide contains C-terminal amide group instead of C-terminal glycine residue.

Peptide is the precursor of toxic, hemolytic, anticancer and antibacterial peptide (ID 2951, 29153, 2954 and 5416 respectively in the 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: