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C1796

Cecropin B

Name: Cecropin B
Brand: SIGMA

≥97% (HPLC), powder

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About This Item

Empirical Formula (Hill Notation):

C₁₇₆H₃₀₁N₅₁O₄₂S

CAS Number:

80451-05-4

Molecular Weight:

3835.65

UNSPSC Code:

12352200

NACRES:

NA.32

MDL number:

MFCD00130753

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Quality Level

200

assay

≥97% (HPLC)

form

powder

antibiotic activity spectrum

fungi

mode of action

cell membrane | interferes

storage temp.

−20°C

SMILES string

S(CC[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](N)CCCCN)Cc3c4c([nH]c3)cccc4)CCCCN)C(C)C)Cc2ccccc2)CCCCN)CCCCN)[C@H](CC)C)CCC(=O)O)CCCCN)C(=O)NCC(=O)N[C@@H](CCCN\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

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

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Expression of a synthesized gene encoding cationic peptide cecropin B in transgenic tomato plants protects against bacterial diseases.

Pey-Shynan Jan et al.

Applied and environmental microbiology, 76(3), 769-775 (2009-12-08)

The cationic lytic peptide cecropin B (CB), isolated from the giant silk moth (Hyalophora cecropia), has been shown to effectively eliminate Gram-negative and some Gram-positive bacteria. In this study, the effects of chemically synthesized CB on plant pathogens were investigated.

[The antibacterial effect of cecropin B on pseudomonas aeruginosa infection of wounds in mice].

Hai-tao Ren et al.

Zhonghua shao shang za zhi = Zhonghua shaoshang zazhi = Chinese journal of burns, 22(6), 445-447 (2007-04-19)

To investigate the antibacterial effect of a particular antimicrobial peptide Cecropin B(CB) on Pseudomonas aeruginosa infection of wound in mice. Thirty ICR mice were enrolled in the study, and the Pseudomonas aeruginosa infection model was reproduced by excision of the

Immune peptides modelling of Culex pipiens sp by in silico methods.

Nayanoori Harikrishna et al.

Journal of vector borne diseases, 49(1), 19-22 (2012-05-16)

In the past 60 years, antibiotics have been critical in the fight against infectious diseases caused by bacteria and other microbes. Development of resistance to the antibiotics is emerging as a major public health issue which has resulted in the

Crystallization and preliminary X-ray analysis of cecropin B from Bombyx mori.

Zhongyuan Liu et al.

Acta crystallographica. Section F, Structural biology and crystallization communications, 66(Pt 7), 851-853 (2010-07-08)

Cecropin B is a 37-residue cationic antimicrobial peptide derived from the haemolymph of Bombyx mori. The precise mechanism by which cecropins exert their antimicrobial and cytolytic activities is not well understood. Crystals of cecropin B were obtained by the hanging-drop

Goat mammary gland expression of Cecropin B to inhibit bacterial pathogens causing mastitis.

Chao-chao Luo et al.

Animal biotechnology, 24(1), 66-78 (2013-02-12)

The antibacterial peptide Cecropin B (CB), isolated from the giant silk moth, has been shown to effectively eliminate bacteria. In this study, the effects of transgenic CB on dairy goat mammary epithelial cells (DGMECs) and dairy goat mammary gland were

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Global Trade Item Number

SKU	GTIN
C1796-.1MG	04061833468104
C1796-.5MG	04061833468111

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