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B2809

Bactenecin

≥95% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C63H118N24O13S2
Molecular Weight:
1483.89
NACRES:
NA.85
PubChem Substance ID:
329773208
UNSPSC Code:
51102829
MDL number:
MFCD00236810
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Quality Level

200

assay

≥95% (HPLC)

form

powder

solubility

1 mg/mL (in 1% TFA in H20)

antibiotic activity spectrum

Gram-negative bacteria

mode of action

cell membrane | interferes

storage temp.

−20°C

SMILES string

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

InChI key

RHISNKCGUDDGEG-CJMCYECYSA-N

General description

Chemical structure: peptide

Application

Bactenecin′s activity has been studied as a cyclic molecule as well as in a linear form.[1] It was used to study the functional role of Trk1p in the mechanism of other antifungal peptides.[2] 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.[3]

Biochem/physiol Actions

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.[4]

Other Notes

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

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This Item
50847D9565C1389
Bactenecin ≥95% (HPLC)

Sigma-Aldrich

B2809

Bactenecin

Gramicidin C from Bacillus brevis ~90% (HPLC)

Sigma-Aldrich

50847

Gramicidin C from Bacillus brevis

β-Defensin 1 human ≥98% (HPLC and SDS-PAGE), recombinant, expressed in E. coli, lyophilized powder (from 10 mM acetic acid)

Sigma-Aldrich

D9565

β-Defensin 1 human

Carbenicillin disodium salt 89.0-100.5% anhydrous basis

Sigma-Aldrich

C1389

Carbenicillin disodium salt

mode of action

cell membrane | interferes

mode of action

cell membrane | interferes, enzyme | inhibits

mode of action

cell wall synthesis | interferes

mode of action

cell wall synthesis | interferes

antibiotic activity spectrum

Gram-negative bacteria

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria, fungi, viruses

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

200

form

powder

form

powder

form

lyophilized powder (from 10 mM acetic acid)

form

powder

assay

≥95% (HPLC)

assay

~90% (HPLC)

assay

≥98% (HPLC and SDS-PAGE)

assay

89.0-100.5% anhydrous basis

solubility

1 mg/mL (in 1% TFA in H20)

solubility

-

solubility

-

solubility

H2O: 50 mg/mL

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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Certificates of Analysis (COA)

Lot/Batch Number
SLCG0473
SLCC1786
SLCB3648
SLCB0199
SLBK9705V

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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
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
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Global Trade Item Number

SKUGTIN
B2809-500UG04061831597172

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