An antimicrobial peptide
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Cecropin A (trifluoroacetate salt)

Item No. 36901

Technical Information
Formal Name
L-lysyl-L-tryptophyl-L-lysyl-L-leucyl-L-phenylalanyl-L-lysyl-L-lysyl-L-isoleucyl-L-α-glutamyl-L-lysyl-L-valylglycyl-L-glutaminyl-L-asparaginyl-L-isoleucyl-L-arginyl-L-α-aspartylglycyl-L-isoleucyl-L-isoleucyl-L-lysyl-L-alanylglycyl-L-prolyl-L-alanyl-L-valyl-L-alanyl-L-valyl-L-valylglycyl-L-glutaminyl-L-alanyl-L-threonyl-L-glutaminyl-L-isoleucyl-L-alanyl-L-lysinamide, trifluoroacetate salt
Molecular Formula
C184H313N53O46 • XCF3COOH
Formula Weight
Purity
≥95%
A solid
Water: soluble
SMILES
OC(C(F)(F)F)=O.[H]NCCCC[C@H](NC([C@H](CC1=CNC2=C1C=CC=C2)NC([C@H](CCCCN[H])N[H])=O)=O)C(N[C@H](C(N[C@H](C(N[C@@H](CCCCN[H])C(N[C@@H](CCCCN[H])C(N[C@@](C(N[C@@H](CCC(O)=O)C(N[C@@H](CCCCN[H])C(N[C@@H](C(C)C)C(NCC(N[C@@H](CCC(N)=O)C(N[C@@H](CC(N)=O)C(N[C@@](C(N[C@@H](CCCNC(N)=N)C(N[C@@H](CC(O)=O)C(NCC(N[C@@](C(N[C@@](C(N[C@@H](CCCCN[H])C(N[C@H](C(NCC(N3CCC[C@H]3C(N[C@H](C(N[C@@H](C(C)C)C(N[C@H](C(N[C@@H](C(C)C)C(N[C@@H](C(C)C)C(NCC(N[C@@H](CCC(N)=O)C(N[C@H](C(N[C@@]([H])([C@@H](C)O)C(N[C@@H](CCC(N)=O)C(N[C@@](C(N[C@H](C(N[C@@H](CCCCN[H])C(N)=O)=O)C)=O)([H])[C@H](CC)C)=O)=O)=O)C)=O)=O)=O)=O)=O)C)=O)=O)C)=O)=O)=O)C)=O)=O)([H])[C@H](CC)C)=O)([H])[C@H](CC)C)=O)=O)=O)=O)([H])[C@H](CC)C)=O)=O)=O)=O)=O)=O)=O)([H])[C@H](CC)C)=O)=O)=O)CC4=CC=CC=C4)=O)CC(C)C)=O
InChi Code
InChI=1S/C184H313N53O46.C2HF3O2/c1-27-98(16)145(182(282)235-149(102(20)31-5)181(281)218-115(59-39-46-76-187)159(259)206-103(21)152(252)205-92-138(246)237-82-52-65-130(237)173(273)208-106(24)154(254)228-143(96(12)13)176(276)209-107(25)155(255)229-144(97(14)15)177(277)231-142(95(10)11)175(275)204-89-135(243)211-121(66-70-131(193)239)160(260)207-105(23)156(256)236-150(108(26)238)183(283)221-123(68-72-133(195)241)168(268)232-146(99(17)28-2)178(278)210-104(22)153(253)213-114(151(197)251)58-38-45-75-186)227-137(245)91-202-158(258)129(87-140(249)250)226-163(263)120(64-51-81-200-184(198)199)219-179(279)148(101(19)30-4)234-172(272)128(86-134(196)242)225-164(264)122(67-71-132(194)240)212-136(244)90-203-174(274)141(94(8)9)230-166(266)118(62-42-49-79-190)215-165(265)124(69-73-139(247)248)220-180(280)147(100(18)29-3)233-167(267)119(63-43-50-80-191)214-161(261)116(60-40-47-77-188)216-170(270)126(84-109-53-33-32-34-54-109)224-169(269)125(83-93(6)7)223-162(262)117(61-41-48-78-189)217-171(271)127(222-157(257)112(192)56-37-44-74-185)85-110-88-201-113-57-36-35-55-111(110)113;3-2(4,5)1(6)7/h32-36,53-55,57,88,93-108,112,114-130,141-150,201,238H,27-31,37-52,56,58-87,89-92,185-192H2,1-26H3,(H2,193,239)(H2,194,240)(H2,195,241)(H2,196,242)(H2,197,251)(H,202,258)(H,203,274)(H,204,275)(H,205,252)(H,206,259)(H,207,260)(H,208,273)(H,209,276)(H,210,278)(H,211,243)(H,212,244)(H,213,253)(H,214,261)(H,215,265)(H,216,270)(H,217,271)(H,218,281)(H,219,279)(H,220,280)(H,221,283)(H,222,257)(H,223,262)(H,224,269)(H,225,264)(H,226,263)(H,227,245)(H,228,254)(H,229,255)(H,230,266)(H,231,277)(H,232,268)(H,233,267)(H,234,272)(H,235,282)(H,236,256)(H,247,248)(H,249,250)(H4,198,199,200);(H,6,7)/t98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108+,112-,114-,115-,116-,117-,118-,119-,120-,121-,122-,123-,124-,125-,126-,127-,128-,129-,130-,141-,142-,143-,144-,145-,146-,147-,148-,149-,150-;/m0./s1
InChi Key
JNINDSMMEOHHSI-SHIOEUEYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Cecropin A is an antimicrobial peptide that has been found in H. cecropia.1,2 It induces apoptosis in C. albicans when used at a concentration of 5 µM.2 Cecropin A is active against the planktonic and uropathogenic E. coli strain CFT073 (MIC = 100 µg/ml) and increases survival of CFT073-infected G. mellonella larvae.1 Cecropin A (15 mg/kg) decreases enrichment of the gut microflora Bacteroidaceae and Enterobacteriaceae and increases gut levels of Lactobacillus, as well as increases survival and decreases body weight loss in a mouse model of inflammatory bowel disease (IBD) induced by dextran sulfate (DSS; Item No. 23250).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kalsy, M., Tonk, M., Hardt, M., et alThe insect antimicrobial peptide cecropin A disrupts uropathogenic Escherichia coli biofilms. NPJ Biofilms Microbiomes 6(1), 6 (2020).

    2. Yun, J., and Lee, D.G. Cecropin A-induced apoptosis is regulated by ion balance and glutathione antioxidant system in Candida albicans. IUBMB Life 68(8), 652-662 (2016).

    3. Zhai, Z., Zhang, F., Cao, R., et alCecropin A alleviates inflammation through modulating the gut microbiota of C57BL/6 mice with DSS-induced IBD. Front. Microbiol. 10, 1595 (2019).