Bacitracin zinc Chemical Properties

Melting point:

250 °C (dec.)

storage temp. 

2-8°C

solubility 

10 mM HCl: 5 mg/mL, clear, faintly yellow-green

form 

Fine Crystalline Powder

color 

White to light yellow-gray or beige

PH

Shake 1.0 g with 10 mL of carbon-dioxide-free water R and filter; pH of the filtrate, 6.0-7.5.

Water Solubility 

5.1 g/L (28 ºC)

Merck 

13,938

InChI

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

InChIKey

UCRLQOPRDMGYOA-FWMPYRTHSA-L

SMILES

[Zn+2].S1CC(C(N[C@H](C(N[C@H](CCC(=O)[O-])C(N[C@H](C(N[C@@H]2C(N[C@@H](C(N[C@H](C(N[C@@H](C(N[C@H](C(N[C@H](CC(=O)[O-])C(N[C@@H](CC(N)=O)C(NCCCC2)=O)=O)=O)CC2=CN=CN2)=O)CC2C=CC=CC=2)=O)[C@@H](C)CC)=O)CCCN)=O)=O)[C@@H](C)CC)=O)=O)CC(C)C)=O)N=C1C(C(C)CC)N

LogP

-1.852 (est)

EPA Substance Registry System

Zinc bacitracin (1405-89-6)

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

F 

3

HS Code 

29419090

MSDS

• Language:English Provider:Zinc bacitracin
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

Bacitracin zinc Usage And Synthesis

what is bacitracin zinc used for

Bacitracin zinc is bacitracin and zinc ions to form complexes, which is a polypeptide antibiotic, is one of the most widely used antibiotics in feed additives, zinc content is 2%~12%. synthetic product is white or yellowish powder, with special odor, deliquescent alkaline substance, soluble in water, methanol and ethanol. Bacitracin zinc has strong antibacterial effect against gram positive bacteria, also has antibacterial properties of some gram negative bacteria. The use of bacitracin zinc in pig feed, can promote growth, improve feed, prevention and treatment of swine bacterial diarrhea and chronic respiratory diseases. The concentration of 10 in general to 100mg/kg, more than the addition range of effect was not improved obviously. Bacitracin zinc in swine intestine is not generally absorbed, so there is no problem, is a reliable and safe antibiotic additives. Bacitracin zinc toxicity is strong, and not easy to be absorbed, it can not be used as a systemic infection treatment.

Biological functions

Bacitracin zinc is a medicine applied to cuts and other skin wounds to help prevent infection. bacitracin is a germ-killing medicine called an antibiotic. peptide antibiotics have a strong antibacterial effect on the gram positive bacteria, also has antibacterial effect to a small number of Gram-negative bacteria, and the spiral and actinomycetes and resistant to penicillin resistant Staphylococcus aureus.The antibacterial mechanism inhibits for the formation of damage and bacterial cell wall. The bacterial cytoplasmic membrane can promote beneficial intestinal microbial growth, increased intestinal permeability, promote the absorption of nutrients. Mainly used to promote the growth of livestock and poultry, livestock and poultry as well as prevention and treatment of bacterial diarrhea caused by Treponema pig dysentery. Oral administration of bacitracin zinc is almost no absorption, mostly in 2 days with the feces. So it is not easy to remain in the livestock and poultry products; bacteria to bacitracin produced very little resistance, and other antibiotics nor cross resistance and with penicillin, streptomycin, neomycin, streptomycin, mostly clay bacteria and have a synergistic effect. This product is toxic, not injection. The goods and olaquindox, guitar mold, mold of Virginia, Pinella mildew element existence is incompatibility.

Uses

1. Bacitracin zinc is used as feed additive for promoting the growth of livestock and poultry, prevention and treatment of livestock and poultry bacterial diarrhea and dense helicoid is caused by blood dysentery. Oral administration of zinc bacitracin is almost no absorption, mostly in 2 days with the feces. So it is not easy to remain in the livestock and poultry products; bacteria to bacitracin produced very little resistance, and other antibiotics nor cross resistance and with penicillin, streptomycin, neomycin, streptomycin, mostly clay bacteria and have a synergistic effect. This product is toxic, not injection. The goods and olaquindox, guitar mold, mold of Virginia, Pinella mildew element existence is incompatibility.
2. Bacitracin zinc is a polypeptide antibiotic, against gram positive bacteria with a bactericidal effect, its mechanism is mainly inhibiting the synthesis of bacterial cell wall of bacteria, can also with sensitive bacteria cell membrane combined injury of cell membrane integrity, resulting in cells of the important materials in the outflow. Effectively inhibit gram positive bacteria and some gram negative bacteria; bacteria on resistance of bacitracin zinc slower, and other antibiotics without cross resistance.
3. Peptide antibiotics, can inhibit the phosphorylation of pyrophosphate lipid, thereby inhibiting the synthesis of bacterial cell walls.

Description

Bacitracin zinc is a zinc complex of bacitracin, a polypeptide produced by the growth of an organism of the licheniformis group of Bacillus subtilis. The main components are Bacitracin A, B1 and B2.Bacitracin zinc has antibiotic activity against a variety of Gram-positive bacteria including staphylococci. The zinc complex adds stability to the component, making bacitracin zinc more stable compared to bacitracin.

Chemical Properties

a white or pale brownish yellow powder; odourless or with a faint characteristic odour. Soluble in 900 parts of water and in 500 parts of ethanol (~750 g/l) TS; very slightly soluble in ether R. small amounts of bacitracin zinc are dissolved in petroleum jelly to create antibiotic ointments.

Uses

Bacitracin zinc is a dephosphorylation of the C55-isoprenyl pyrophosphate interference for inhibition of cleavage of Tyr from Met-enkephalin with IC50 of 10 μM.

Indications

Bacitracin zinc is composed of a group of polypeptides with antibiotic activity against a variety of Gram-positive bacteria including staphylococci. It is used in the treatment of local infections, mainly infections of the skin, ear and eye.

brand name

Ziba (X Gen).

storage

Bacitracin zinc should be kept in a tightly closed container, protected from light, and stored at a temperature not exceeding 25 °C. If it is intended for parenteral administration, the container should be sterile and sealed so as to exclude microorganisms.

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