BIOPEP-UWM: Report

ID 2675
Name Precursor of substance P
sequence
RPKPQQFFGLMG
Function:
Precursor of anticancer peptide.
 
Number of residues
12
Activity code
ac
Activity :
anticancer
Chemical mass 1405.6632 Monoisotopic mass 1404.7314
EC50 :
0.00 µM


Bibliographic data:
Authors
Nyeki O., Rill A., Schon I., Orosz A., Schrett J., Bartha L., Nagy J.
Title
Synthesis of peptide and pseudopeptide amides inhibiting the proliferation of small cell and epithelial types of lung carcinoma cells. J. Pept. Sci., 4, 486-495 (1998).
Year Source
1998 Journal


Additional information:
BIOPEP-UWM database of bioactive peptides


SMILES: N[C@@]([H])(CCCNC(=N)N)C(=O)N1[C@@]([H])(CCC1)C(=O)N[C@@]([H])(CCCCN)C(=O)N1[C@@]([H])(CCC1)C(=O)N[C@@]([H])(CCC(=O)N)C(=O)N[C@@]([H])(CCC(=O)N)C(=O)N[C@@]([H])(Cc1ccccc1)C(=O)N[C@@]([H])(Cc1ccccc1)C(=O)NCC(=O)N[C@@]([H])(CC(C)C)C(=O)N[C@@]([H])(CCSC)C(=O)NCC(=O)O

InChI=1S/C65H100N18O15S/c1-38(2)33-46(59(93)77-44(27-32-99-3)55(89)74-37-54(87)88)75-53(86)36-73-56(90)47(34-39-15-6-4-7-16-39)80-60(94)48(35-40-17-8-5-9-18-40)81-58(92)42(23-25-51(68)84)76-57(91)43(24-26-52(69)85)78-61(95)50-22-14-31-83(50)64(98)45(20-10-11-28-66)79-62(96)49-21-13-30-82(49)63(97)41(67)19-12-29-72-65(70)71/h4-9,15-18,38,41-50H,10-14,19-37,66-67H2,1-3H3,(H2,68,84)(H2,69,85)(H,73,90)(H,74,89)(H,75,86)(H,76,91)(H,77,93)(H,78,95)(H,79,96)(H,80,94)(H,81,92)(H,87,88)(H4,70,71,72)/t41-,42-,43-,44-,45-,46-,47-,48-,49-,50-/m0/s1

InChIKey: WYMDHULEODCOGK-SARDKLJWSA-N


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

Peptide is the precursor of substancje P (ID 2674 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: