BIOPEP-UWM: Report

ID 3204
Name Precursor of cecropin D from Cecropia (moth)
sequence
WNPFKELEKVGQRVRDAVISAGPAVATVAQATALAKG
Function:
Precursor of ntibacterial peptide
 
Number of residues
37
Activity code
ab
Activity :
antibacterial
Chemical mass 3850.3732 Monoisotopic mass 3848.0996
EC50 :
0.00 µM


Bibliographic data:
Authors
Hultmark D., Engstrom A., Bennich H., Kapur R., Boman G.
Title
Insect immunity: Isolation and structure of cecropin D and four minor antibacterial components from Cecropia pupae. Eur. J. Biochem., 127, 207-217, 1982
Year Source
1982 Journal


Additional information:
BIOPEP-UWM database of bioactive peptides

SMILES: [H][C@](N)(CC1=CNC2=C1C=CC=C2)C(=O)N[C@@]([H])(CC(N)=O)C(=O)N1CCC[C@@]1([H])C(=O)N[C@@]([H])(Cc1ccccc1)C(=O)N[C@@]([H])(CCCCN)C(=O)N[C@@]([H])(CCC(O)=O)C(=O)N[C@@]([H])(CC(C)C)C(=O)N[C@@]([H])(CCC(O)=O)C(=O)N[C@@]([H])(CCCCN)C(=O)N[C@@]([H])(C(C)C)C(=O)NCC(=O)N[C@@]([H])(CCC(N)=O)C(=O)N[C@@]([H])(CCCNC(N)=N)C(=O)N[C@@]([H])(C(C)C)C(=O)N[C@@]([H])(CCCNC(N)=N)C(=O)N[C@@]([H])(CC(O)=O)C(=O)N[C@@]([H])(C)C(=O)N[C@@]([H])(C(C)C)C(=O)N[C@@]([H])([C@@H](C)CC)C(=O)N[C@@]([H])(CO)C(=O)N[C@@]([H])(C)C(=O)NCC(=O)N1CCC[C@@]1([H])C(=O)N[C@@]([H])(C)C(=O)N[C@@]([H])(C(C)C)C(=O)N[C@@]([H])(C)C(=O)N[C@@]([H])([C@@H](C)O)C(=O)N[C@@]([H])(C(C)C)C(=O)N[C@@]([H])(C)C(=O)N[C@@]([H])(CCC(N)=O)C(=O)N[C@@]([H])(C)C(=O)N[C@@]([H])([C@@H](C)O)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)NCC(O)=O

InChI=1S/C172H282N50O50/c1-27-87(16)134(167(269)212-117(79-223)159(261)190-88(17)137(239)188-77-124(230)221-67-41-52-118(221)160(262)194-94(23)142(244)213-130(83(8)9)163(265)196-95(24)144(246)220-136(97(26)225)169(271)217-131(84(10)11)164(266)195-90(19)139(241)200-109(55-59-121(178)227)147(249)191-93(22)143(245)219-135(96(25)224)168(270)197-91(20)140(242)207-112(69-80(2)3)155(257)192-89(18)138(240)199-103(47-33-36-62-173)146(248)189-78-128(237)238)218-166(268)133(86(14)15)214-141(243)92(21)193-156(258)115(74-127(235)236)209-149(251)106(50-39-65-184-171(180)181)206-165(267)132(85(12)13)216-154(256)107(51-40-66-185-172(182)183)202-150(252)108(54-58-120(177)226)198-123(229)76-187-162(264)129(82(6)7)215-153(255)105(49-35-38-64-175)201-151(253)110(56-60-125(231)232)205-157(259)113(70-81(4)5)208-152(254)111(57-61-126(233)234)204-148(250)104(48-34-37-63-174)203-158(260)114(71-98-43-29-28-30-44-98)210-161(263)119-53-42-68-222(119)170(272)116(73-122(179)228)211-145(247)101(176)72-99-75-186-102-46-32-31-45-100(99)102/h28-32,43-46,75,80-97,101,103-119,129-136,186,223-225H,27,33-42,47-74,76-79,173-176H2,1-26H3,(H2,177,226)(H2,178,227)(H2,179,228)(H,187,264)(H,188,239)(H,189,248)(H,190,261)(H,191,249)(H,192,257)(H,193,258)(H,194,262)(H,195,266)(H,196,265)(H,197,270)(H,198,229)(H,199,240)(H,200,241)(H,201,253)(H,202,252)(H,203,260)(H,204,250)(H,205,259)(H,206,267)(H,207,242)(H,208,254)(H,209,251)(H,210,263)(H,211,247)(H,212,269)(H,213,244)(H,214,243)(H,215,255)(H,216,256)(H,217,271)(H,218,268)(H,219,245)(H,220,246)(H,231,232)(H,233,234)(H,235,236)(H,237,238)(H4,180,181,184)(H4,182,183,185)/t87-,88-,89-,90-,91-,92-,93-,94-,95-,96+,97+,101-,103-,104-,105-,106-,107-,108-,109-,110-,111-,112-,113-,114-,115-,116-,117-,118-,119-,129-,130-,131-,132-,133-,134-,135-,136-/m0/s1

InChIKey=IKQJEZJREGQVHL-AEOBSPECSA-N


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

Peptide is the precursor of cecropin D (ID 3205 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: