11702

Bacitracin

from Bacillus licheniformis, ≥65 IU/mg

• Synonym(s): Altracin, Bacitracin A
• Empirical Formula (Hill Notation): C₆₆H₁₀₃N₁₇O₁₆S
• CAS Number: 1405-87-4
• Molecular Weight: 1422.69
• EC Number: 215-786-2
• MDL number: MFCD00062640
• UNSPSC Code: 51282002
• PubChem Substance ID: 57646949
• NACRES: NA.85

Properties

• biological source: Bacillus licheniformis
• Quality Level: 200
• form: powder
• specific activity: ≥65 IU/mg
• color: white to pale buff
• antibiotic activity spectrum: Gram-positive bacteria
• Mode of action: cell wall synthesis | interferes
• storage temp.: 2-8°C
• SMILES string: [H]N1[C@@H](Cc2cnc[nH]2)C(=O)N[C@H](CC(O)=O)C(=O)N[C@@H](CC(N)=O)C(=O)NCCCC[C@H](NC(=O)[C@@H](NC(=O)[C@@H](CCC(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)C3CSC(=N3)C(N)C(C)CC)[C@@H](C)CC)C(=O)N[C@H](CCCN)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@H](Cc4ccccc4)C1=O
• InChI: 1S/C66H103N17O16S/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)/t35?,36-,37-,40-,41+,42+,43-,44+,45-,46-,47+,48?,52?,53-,54-/m0/s1
• InChI key: CLKOFPXJLQSYAH-RNHDWVCBSA-N

Description

General description

Chemical structure: peptide

Application

Bacitracin is used to study disruption of bacterial cell wall synthesis at the level of peptidoglycan biosynthesis and isoprenyl metabolism. It is also used to study the biosynthesis of sterols and squalene.
Bacitracin has been used:

• as a protease inhibitor
• as a control antibiotic
• for the calibration in size exclusion chromatography

Biochem/physiol Actions

Bacitracin has been shown to decrease vancomycin-resistant Enterococcus faecium population in intestine.

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

Packaging

5G, 25 G

Other Notes

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

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves