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Merck

B2809

Sigma-Aldrich

Bactenecin

≥95% (HPLC)

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About This Item

Wzór empiryczny (zapis Hilla):
C63H118N24O13S2
Masa cząsteczkowa:
1483.89
Numer MDL:
Kod UNSPSC:
51102829
Identyfikator substancji w PubChem:
NACRES:
NA.85

Poziom jakości

Próba

≥95% (HPLC)

Postać

powder

rozpuszczalność

1 mg/mL (in 1% TFA in H20)

spektrum działania antybiotyku

Gram-negative bacteria

Tryb działania

cell membrane | interferes

temp. przechowywania

−20°C

ciąg 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

Klucz InChI

RHISNKCGUDDGEG-CJMCYECYSA-N

Amino Acid Sequence

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

Opis ogólny

Chemical structure: peptide

Zastosowanie

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.

Działania biochem./fizjol.

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.

Inne uwagi

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

Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable

Środki ochrony indywidualnej

Eyeshields, Gloves, type N95 (US)


Certyfikaty analizy (CoA)

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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
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
Kanjana Madhongsa et al.
PLoS neglected tropical diseases, 7(6), e2267-e2267 (2013-06-21)
Burkholderia pseudomallei is a category B agent that causes Melioidosis, an acute and chronic disease with septicemia. The current treatment regimen is a heavy dose of antibiotics such as ceftazidime (CAZ); however, the risk of a relapse is possible. Peptide

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