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Merck
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Documenti fondamentali

B2809

Sigma-Aldrich

Bactenecin

≥95% (HPLC)

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About This Item

Formula empirica (notazione di Hill):
C63H118N24O13S2
Peso molecolare:
1483.89
Numero MDL:
Codice UNSPSC:
51102829
ID PubChem:
NACRES:
NA.85

Livello qualitativo

Saggio

≥95% (HPLC)

Forma fisica

powder

Solubilità

1 mg/mL (in 1% TFA in H20)

Spettro attività antibiotica

Gram-negative bacteria

Modalità d’azione

cell membrane | interferes

Temperatura di conservazione

−20°C

Stringa SMILE

CC[C@H](C)[C@@H]1NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CSSC[C@H](NC(=O)[C@@H](NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC1=O)C(C)C)C(C)C)[C@@H](C)CC)C(C)C)C(=O)N[C@@H](CCCNC(N)=N)C(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](N)CCCNC(N)=N

InChI

1S/C63H118N24O13S2/c1-13-34(11)46-57(97)78-38(21-17-25-75-62(69)70)49(89)83-43(31(5)6)54(94)82-42(53(93)79-39(59(99)100)22-18-26-76-63(71)72)29-102-101-28-41(81-51(91)40(27-30(3)4)80-48(88)36(64)19-15-23-73-60(65)66)52(92)77-37(20-16-24-74-61(67)68)50(90)86-47(35(12)14-2)58(98)85-44(32(7)8)55(95)84-45(33(9)10)56(96)87-46/h30-47H,13-29,64H2,1-12H3,(H,77,92)(H,78,97)(H,79,93)(H,80,88)(H,81,91)(H,82,94)(H,83,89)(H,84,95)(H,85,98)(H,86,90)(H,87,96)(H,99,100)(H4,65,66,73)(H4,67,68,74)(H4,69,70,75)(H4,71,72,76)/t34-,35-,36-,37-,38-,39-,40-,41-,42-,43-,44-,45-,46-,47-/m0/s1
RHISNKCGUDDGEG-CJMCYECYSA-N

Amino Acid Sequence

Arg-Leu-Cys-Arg-Ile-Val-Val-Ile-Arg-Val-Cys-Arg-OH (Disulfide bridge: 3-11)

Descrizione generale

Chemical structure: peptide

Applicazioni

Bactenecin′s activity has been studied as a cyclic molecule as well as in a linear form. It was used to study the functional role of Trk1p in the mechanism of other antifungal peptides. It has been used to study chemokine and cytokine production, alteration of gene expression in host cells, and inhibition of proinflammatory responses of host cells to bacterial components.

Azioni biochim/fisiol

Bactenecin is a 12-amino acid cationic antimicrobial peptide from bovine neutrophils. It strongly binds to LPS and perturbs the structure, fluidity and permeability of the inner membrane. This results in the leakage of cytosol and subsequent death of the bacteria.

Altre note

Peptide antibiotic, originally isolated from bovine neutrophil granules
Keep container tightly closed in a dry and well-ventilated place.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


Certificati d'analisi (COA)

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D Romeo et al.
The Journal of biological chemistry, 263(20), 9573-9575 (1988-07-15)
Cytoplasmic granules of neutrophils store a variety of cationic polypeptides, which exert in vitro a potent antibacterial action and are potentially involved in host defense mechanisms. From an acid extract of bovine neutrophil granules we have purified over 2,000-fold a
B Gallis et al.
Biotechnology therapeutics, 1(4), 335-346 (1989-01-01)
Bactenecin is an antimicrobial peptide isolated from bovine neutrophils. Bactenecin was synthesized by solid-phase peptide synthesis and renatured to a fully disulfide bonded form. The peptide inhibits the growth of Escherichia coli and Staphylococcus aureus at the same concentration reported
Slavena Vylkova et al.
Antimicrobial agents and chemotherapy, 50(1), 324-331 (2005-12-27)
Salivary histatin 5 (Hst 5) kills the fungal pathogen Candida albicans via a multistep process which includes binding to Ssa1/2 proteins on the cell surface and requires the TRK1 potassium transporter. Hst 5-induced membrane permeability to propidium iodide (PI) was
Shirley M Halling et al.
Current microbiology, 56(3), 274-278 (2008-01-25)
Intracellular pathogens selected for increased susceptibility to polycations are commonly attenuated, yet the effect of decreased susceptibility to polycations on pathogenicity has not been researched. The polymyxin-resistant mutant Brucella abortus AJ100 was characterized by comparing its susceptibility to the polycationic
Dawn M E Bowdish et al.
Antimicrobial agents and chemotherapy, 49(5), 1727-1732 (2005-04-28)
Recent studies have demonstrated that in addition to their antimicrobial activity, cationic host defense peptides, like the human cathelicidin LL-37, perform many activities relating to innate immunity, including the induction or modulation of chemokine and cytokine production, alteration of gene

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