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C1796

Sigma-Aldrich

Cecropin B

≥97% (HPLC), powder

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Empirical Formula (Hill Notation):
C176H301N51O42S
CAS Number:
80451-05-4
Molecular Weight:
3835.65
MDL number:
MFCD00130753
NACRES:
NA.32

Quality Level

200

Assay

≥97% (HPLC)

form

powder

antibiotic activity spectrum

fungi

Mode of action

cell membrane | interferes

storage temp.

−20°C

InChI

1S/C176H302N52O41S/c1-25-97(15)140(174(269)224-139(96(13)14)168(263)212-113(57-36-43-72-179)155(250)199-101(19)145(240)198-91-134(234)228-79-50-64-128(228)167(262)202-104(22)149(244)225-141(98(16)26-2)171(266)203-105(23)148(243)222-137(94(9)10)169(264)219-123(82-93(7)8)152(247)196-89-132(232)205-119(65-67-135(235)236)156(251)201-102(20)146(241)206-112(56-35-42-71-178)154(249)200-103(21)147(242)215-122(144(187)239)81-92(5)6)221-133(233)90-197-153(248)126(85-129(185)229)217-160(255)118(63-49-78-193-176(190)191)213-172(267)143(100(18)28-4)227-166(261)127(86-130(186)230)218-157(252)111(62-48-77-192-175(188)189)204-131(231)88-195-151(246)121(69-80-270-24)211-159(254)114(58-37-44-73-180)207-161(256)120(66-68-136(237)238)214-173(268)142(99(17)27-3)226-163(258)117(61-40-47-76-183)208-158(253)115(59-38-45-74-181)209-164(259)124(83-106-51-30-29-31-52-106)220-170(265)138(95(11)12)223-162(257)116(60-39-46-75-182)210-165(260)125(216-150(245)109(184)54-34-41-70-177)84-107-87-194-110-55-33-32-53-108(107)110/h29-33,51-53,55,87,92-105,109,111-128,137-143,194H,25-28,34-50,54,56-86,88-91,177-184H2,1-24H3,(H2,185,229)(H2,186,230)(H2,187,239)(H,195,246)(H,196,247)(H,197,248)(H,198,240)(H,199,250)(H,200,249)(H,201,251)(H,202,262)(H,203,266)(H,204,231)(H,205,232)(H,206,241)(H,207,256)(H,208,253)(H,209,259)(H,210,260)(H,211,254)(H,212,263)(H,213,267)(H,214,268)(H,215,242)(H,216,245)(H,217,255)(H,218,252)(H,219,264)(H,220,265)(H,221,233)(H,222,243)(H,223,257)(H,224,269)(H,225,244)(H,226,258)(H,227,261)(H,235,236)(H,237,238)(H4,188,189,192)(H4,190,191,193)/t97-,98-,99-,100-,101-,102-,103-,104-,105-,109-,111-,112-,113-,114-,115-,116-,117-,118-,119-,120-,121-,122-,123-,124-,125-,126-,127-,128-,137-,138-,139-,140-,141-,142-,143-/m0/s1

InChI key

YIQHNFUJWYYSEC-MQAAYMCRSA-N

Amino Acid Sequence

Lys-Trp-Lys-Val-Phe-Lys-Lys-Ile-Glu-Lys-Met-Gly-Arg-Asn-Ile-Arg-Asn-Gly-Ile-Val-Lys-Ala-Gly-Pro-Ala-Ile-Ala-Val-Leu-Gly-Glu-Ala-Lys-Ala-Leu-NH2

General description

Cecropin B is an antimicrobial peptide present in the hemolymph of the silk moth, Hyalophora cecropia. It is a member of the Cecropin class and possesses an α-helix-like structure. 
Chemical structure: peptide

Application

Cecropin B has been used as an antibiotic peptide to study its cytotoxic potential in breast adenocarcinoma and mesothelioma cell lines. It has also been used as an antimicrobial peptide to test the susceptibility of the Photorhabdus variants in minimal inhibitory concentration (MIC) assays.

Biochem/physiol Actions

Antibacterial peptide originally identified in moths (Hyalophora cecropia) and later in pig intestine.
Cecropin B is known for its antimicrobial activity. It displays antitumor effects in hepatocellular carcinoma, lymphoma, and leukemia cell lines.

Other Notes

Lyophilized from 0.1% TFA in H2O

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Charles M Boudreaux et al.
American journal of veterinary research, 66(11), 1922-1930 (2005-12-13)
To express a cecropin B transgene on bovine nasal mucosa and determine the effect on Mannheimia haemolytica serotype 1 (S1) colonization. 27 crossbred beef calves. The antibacterial efficacy of cecropin B against M. haemolytica S1 was first determined by measuring
Yu-qing Hao et al.
Chinese medical journal, 118(2), 155-160 (2005-01-26)
Cecropin-XJ belongs to cecropin-B, which is the most potent antibacterial peptide found naturally. The aim of this study was to investigate the effects of cecropin-XJ on growth and adherence of oral cariogenic bacteria. Four oral cariogenic bacteria (Streptococcus mutans, Lactobacillus
Ju Hyeong Jeon et al.
Biomaterials, 29(26), 3591-3598 (2008-06-03)
Regeneration of bone is driven by the action of numerous biomolecules. However, most osteobiologic devices mainly depend on delivery of a single molecule. The present studies were directed at investigating a polymeric system that enables localized, alternating delivery of two
W Hongbiao et al.
The journal of peptide research : official journal of the American Peptide Society, 66(6), 382-386 (2005-12-01)
Ten kinds of hybrid peptides containing the N-terminal residues of cecropin B (CB) and C-terminal of thanatin (TH) were constructed and expressed as gluthathion S-transferase (GST)-fusion proteins. Variants were screened for the better biological activity, which was paralleled with the
Morikazu Imamura et al.
Insect biochemistry and molecular biology, 36(5), 429-434 (2006-05-03)
To analyze cecropin B promoter (P-CecB) activity in vivo, we constructed transgenic silkworms that expressed EGFP under the control of P-CecB using the piggyBac transposable element. Genomic Southern blot analysis of the G1 and G2 generations indicated the stable insertion
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