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C1796

Cecropin B

≥97% (HPLC), powder

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About This Item

Empirical Formula (Hill Notation):
C176H301N51O42S
CAS Number:
Molecular Weight:
3835.65
UNSPSC Code:
12352200
NACRES:
NA.32
MDL number:
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Quality Level

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.[1] 
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.[1] It has also been used as an antimicrobial peptide to test the susceptibility of the Photorhabdus variants in minimal inhibitory concentration (MIC) assays.[2]

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.[1]

Other Notes

Lyophilized from 0.1% TFA in H2O

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This Item
C7927C6830P1004
antibiotic activity spectrum

fungi

antibiotic activity spectrum

fungi

antibiotic activity spectrum

fungi, viruses

antibiotic activity spectrum

Gram-negative bacteria, fungi

mode of action

cell membrane | interferes

mode of action

cell membrane | interferes

mode of action

cell membrane | interferes

mode of action

cell membrane | interferes

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

assay

≥97% (HPLC)

assay

≥95% (HPLC)

assay

≥97% (HPLC)

assay

-

form

powder

form

powder

form

powder

form

powder

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Henrik Suttmann et al.
BMC urology, 8, 5-5 (2008-03-05)
This study evaluated the cytotoxic and antiproliferative efficacy of two well-characterized members of the Cecropin-family of antimicrobial peptides against bladder tumor cells and benign fibroblasts. The antiproliferative and cytotoxic potential of the Cecropins A and B was quantified by colorimetric
P Peter Chiou et al.
Developmental and comparative immunology, 30(9), 797-806 (2005-12-15)
There are increasing evidence of the potential role of antimicrobial peptides in the regulation of immune responses in mammalian species. However, the effects of these peptides in fish have yet to be investigated. In this study, we examined the transcriptional
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



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