BIOPEP-UWM: Report

ID 3206
Name Precursor of cecropin B from Cecropia (moth)
sequence
KWKVFKKIEKMGRNIRNGIVKAGPAIAVLGEAKALG
Function:
Precursor of antibacterial peptide
 
Number of residues
36
Activity code
ab
Activity :
antibacterial
Chemical mass 3892.6949 Monoisotopic mass 3890.2852
EC50 :
0.00 µM


Bibliographic data:
Authors
van Hofsten P., Faye I., Kockum K., Lee J.-Y., Xanthopolous K. G., Boman I. A., Boman H. G., Engstrem A., Andreu D., Merrifield R. B.
Title
Molecular cloning, cDNA sequencing, and chemical synthesis of secropin B from Hyalophora cecropia. Proc. Natl Acad. Sci. USA, 82, 2240-2243, 1985
Year Source
1985 Journal


Additional information:
BIOPEP-UWM database of bioactive peptides

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

InChI=1S/C178H304N52O43S/c1-25-98(15)142(176(273)226-141(97(13)14)170(267)214-114(57-36-43-72-181)157(254)201-102(19)146(243)199-91-135(236)230-79-50-64-129(230)169(266)204-105(22)150(247)227-143(99(16)26-2)173(270)205-106(23)149(246)224-139(95(9)10)171(268)221-124(82-94(7)8)153(250)197-89-133(234)207-120(65-67-136(237)238)158(255)203-103(20)147(244)208-113(56-35-42-71-180)156(253)202-104(21)148(245)217-123(81-93(5)6)154(251)200-92-138(241)242)223-134(235)90-198-155(252)127(85-130(187)231)219-162(259)119(63-49-78-194-178(191)192)215-174(271)145(101(18)28-4)229-168(265)128(86-131(188)232)220-159(256)112(62-48-77-193-177(189)190)206-132(233)88-196-152(249)122(69-80-274-24)213-161(258)115(58-37-44-73-182)209-163(260)121(66-68-137(239)240)216-175(272)144(100(17)27-3)228-165(262)118(61-40-47-76-185)210-160(257)116(59-38-45-74-183)211-166(263)125(83-107-51-30-29-31-52-107)222-172(269)140(96(11)12)225-164(261)117(60-39-46-75-184)212-167(264)126(218-151(248)110(186)54-34-41-70-179)84-108-87-195-111-55-33-32-53-109(108)111/h29-33,51-53,55,87,93-106,110,112-129,139-145,195H,25-28,34-50,54,56-86,88-92,179-186H2,1-24H3,(H2,187,231)(H2,188,232)(H,196,249)(H,197,250)(H,198,252)(H,199,243)(H,200,251)(H,201,254)(H,202,253)(H,203,255)(H,204,266)(H,205,270)(H,206,233)(H,207,234)(H,208,244)(H,209,260)(H,210,257)(H,211,263)(H,212,264)(H,213,258)(H,214,267)(H,215,271)(H,216,272)(H,217,245)(H,218,248)(H,219,259)(H,220,256)(H,221,268)(H,222,269)(H,223,235)(H,224,246)(H,225,261)(H,226,273)(H,227,247)(H,228,262)(H,229,265)(H,237,238)(H,239,240)(H,241,242)(H4,189,190,193)(H4,191,192,194)/t98-,99-,100-,101-,102-,103-,104-,105-,106-,110-,112-,113-,114-,115-,116-,117-,118-,119-,120-,121-,122-,123-,124-,125-,126-,127-,128-,129-,139-,140-,141-,142-,143-,144-,145-/m0/s1

InChIKey=RRGDYAQCOZLNST-DLMNCAGCSA-N


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

Peptide is the precursor of cecropin D (ID 3207 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: