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Merck
CN

B5150

Bacitracin zinc salt

from Bacillus licheniformis, ~70,000 U/g

Synonym(s):

Zinc bacitracin

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About This Item

Empirical Formula (Hill Notation):
C66H101N17O16SZn
CAS Number:
1405-89-6
Molecular Weight:
1486.07
NACRES:
NA.85
PubChem Substance ID:
57653938
UNSPSC Code:
51282002
EC Number:
215-787-8
MDL number:
MFCD00130598

Key Documents

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Product Name

Bacitracin zinc salt, from Bacillus licheniformis, ~70,000 U/g

InChI key

NKULICGUDKGGRL-FCHFGNCGSA-L

InChI

1S/C66H103N17O16S.Zn/c1-9-35(6)52(69)66-72-32-48(100-66)63(97)80-43(26-34(4)5)59(93)75-42(22-23-50(85)86)58(92)83-53(36(7)10-2)64(98)76-40-20-15-16-25-71-55(89)46(29-49(68)84)78-62(96)47(30-51(87)88)79-61(95)45(28-39-31-70-33-73-39)77-60(94)44(27-38-18-13-12-14-19-38)81-65(99)54(37(8)11-3)82-57(91)41(21-17-24-67)74-56(40)90;/h12-14,18-19,31,33-37,40-48,52-54H,9-11,15-17,20-30,32,67,69H2,1-8H3,(H2,68,84)(H,70,73)(H,71,89)(H,74,90)(H,75,93)(H,76,98)(H,77,94)(H,78,96)(H,79,95)(H,80,97)(H,81,99)(H,82,91)(H,83,92)(H,85,86)(H,87,88);/q;+2/p-2/t35?,36-,37-,40-,41+,42+,43-,44+,45-,46-,47+,48?,52?,53-,54-;/m0./s1

SMILES string

[Zn++].CCC(C)C(N)C1=NCC(S1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](CCC([O-])=O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@H]2CCCCNC(=O)[C@H](CC(N)=O)NC(=O)[C@@H](CC([O-])=O)NC(=O)[C@H](Cc3cnc[nH]3)NC(=O)[C@@H](Cc4ccccc4)NC(=O)[C@@H](NC(=O)[C@@H](CCCN)NC2=O)[C@@H](C)CC

biological source

Bacillus licheniformis

form

powder

specific activity

~70,000 U/g

mp

250 °C (dec.) (lit.)

antibiotic activity spectrum

Gram-positive bacteria

mode of action

cell wall synthesis | interferes

storage temp.

2-8°C

Quality Level

200

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Application

Bacitracin zinc salt is a peptide antibiotic used to study dysruption of bacterial cell wall synthesis at the level of peptidoglycan biosynthesis and isoprenyl metabolism. It is used to study the biosynthesis of sterols and squalene.

Biochem/physiol Actions

Bacitracin is a protease inhibitor. Antimicrobial spectrum: Gram-positive bacteria.
Mode of Action: Inhibits bacterial cell wall synthesis by inhibiting dephosphorylation of lipid pyrophosphate.

General description

Chemical structure: peptide

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
0000462288
0000462302
0000462302
0000462288
0000329423

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Tritium--hydrogen exchange of bacitracin A. Evidence for an intramolecular hydrogen bond.
R E Galardy et al.
Biochemistry, 10(13), 2429-2436 (1971-06-22)
Mechanism of bacitracin action: a specific lipid-peptide interaction.
D R Storm
Annals of the New York Academy of Sciences, 235(0), 387-398 (1974-05-10)
T M Fong et al.
The Journal of biological chemistry, 269(4), 2728-2732 (1994-01-28)
Previous studies suggested that the antagonist binding site in the neurokinin-1 receptor is composed of phylogenetically conserved residues, while phylogenetically divergent residues affect the conformation of the binding site. To test this hypothesis, we investigated the role of conserved residues
M Ammar Zafar et al.
mBio, 10(3) (2019-06-20)
Host-to-host transmission is a necessary but poorly understood aspect of microbial pathogenesis. Herein, we screened a genomic library of mutants of the leading respiratory pathogen Streptococcus pneumoniae generated by mariner transposon mutagenesis (Tn-Seq) to identify genes contributing to its exit
Bacitracin: an inhibitor of the dephosphorylation of lipid pyrophosphate, an intermediate in the biosynthesis of the peptidoglycan of bacterial cell walls.
G Siewert et al.
Proceedings of the National Academy of Sciences of the United States of America, 57(3), 767-773 (1967-03-01)
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