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B2809

Sigma-Aldrich

Bactenecin

≥95% (HPLC)

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About This Item

Formule empirique (notation de Hill):
C63H118N24O13S2
Poids moléculaire :
1483.89
Numéro MDL:
MFCD00236810
Code UNSPSC :
51102829
ID de substance PubChem :
329773208
Nomenclature NACRES :
NA.85

Niveau de qualité

200

Pureté

≥95% (HPLC)

Forme

powder

Solubilité

1 mg/mL (in 1% TFA in H20)

Spectre d'activité de l'antibiotique

Gram-negative bacteria

Mode d’action

cell membrane | interferes

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

RHISNKCGUDDGEG-CJMCYECYSA-N

Amino Acid Sequence

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

Description générale

Chemical structure: peptide

Application

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.

Actions biochimiques/physiologiques

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.

Autres remarques

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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
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
M Wu et al.
The Journal of biological chemistry, 274(1), 29-35 (1998-12-29)
Bactenecin, a 12-amino acid cationic antimicrobial peptide from bovine neutrophils, has two cysteine residues, which form one disulfide bond, making it a cyclic molecule. To study the importance of the disulfide bond, a linear derivative Bac2S was made and the
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
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