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Documenti fondamentali

11702

Sigma-Aldrich

Bacitracin

from Bacillus licheniformis, ≥65 IU/mg

Sinonimo/i:

Altracin, Bacitracin A

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5 G
CHF 92.00
25 G
CHF 366.00

CHF 92.00


Spedizione prevista il16 aprile 2025


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5 G
CHF 92.00
25 G
CHF 366.00

About This Item

Formula empirica (notazione di Hill):
C66H103N17O16S
Numero CAS:
Peso molecolare:
1422.69
Numero CE:
Numero MDL:
Codice UNSPSC:
51282002
ID PubChem:
NACRES:
NA.85

CHF 92.00


Spedizione prevista il16 aprile 2025


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Origine biologica

Bacillus licheniformis

Livello qualitativo

Stato

powder

Attività specifica

≥65 IU/mg

Colore

white to pale buff

Spettro attività antibiotica

Gram-positive bacteria

Modalità d’azione

cell wall synthesis | interferes

Temperatura di conservazione

2-8°C

Stringa SMILE

[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
CLKOFPXJLQSYAH-RNHDWVCBSA-N

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Descrizione generale

Chemical structure: peptide

Applicazioni

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[1]
  • as a control antibiotic[2]
  • for the calibration in size exclusion chromatography[3]

Azioni biochim/fisiol

Bacitracin has been shown to decrease vancomycin-resistant Enterococcus faecium population in intestine.[4]
Bacitracin is a peptide antibiotic.
Antimicrobial spectrum: Gram-positive bacteria.
Mode of Action: Inhibits bacterial cell wall synthesis by inhibiting dephosphorylation of lipid pyrophosphate.

Confezionamento

5G, 25 G

Altre note

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

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


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Oral Bacitracin: A Consideration for Suppression of Intestinal Vancomycin-Resistant Enterococci (VRE) and for VRE Bacteremia From an Apparent Gastrointestinal Tract Source.
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Clinical infectious diseases : an official publication of the Infectious Diseases Society of America, 60(11), 1726-1728 (2015-02-24)
Anthony W Kingston et al.
Molecular microbiology, 93(1), 37-49 (2014-05-09)
Heptaprenyl diphosphate (C35 -PP) is an isoprenoid intermediate in the synthesis of both menaquinone and the sesquarterpenoids. We demonstrate that inactivation of ytpB, encoding a C35 -PP utilizing enzyme required for sesquarterpenoid synthesis, leads to an increased sensitivity to bacitracin
Hiromasa Tsuda et al.
Antimicrobial agents and chemotherapy, 46(12), 3756-3764 (2002-11-19)
Streptococcus mutans is resistant to bacitracin, which is a peptide antibiotic produced by certain species of Bacillus. The purpose of this study was to clarify the bacitracin resistance mechanism of S. mutans. We cloned and sequenced two S. mutans loci
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Articoli

β-lactam antibacterials inhibit transpeptidase enzymes, preventing peptidoglycan assembly in both Gram-positive and Gram-negative bacteria.

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