A polypeptide antibiotic
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Bacitracin A (technical grade)

Item No. 36252

Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[[(4R)-2-[(1S,2S)-1-amino-2-methylbutyl]-4,5-dihydro-4-thiazolyl]carbonyl]-L-leucyl-D-α-glutamyl-L-isoleucyl-L-lysyl-D-ornithyl-L-isoleucyl-D-phenylalanyl-L-histidyl-D-α-aspartyl-L-asparagine, (10→4)-lactam
CAS Number
22601-59-8
Synonyms
  • NSC 45737
Molecular Formula
C66H103N17O16S
Formula Weight
1422.7
Purity
≥60%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: slightly solubleMethanol: slightly, sonicated
SMILES
O=C(N[C@@H](C(N[C@@](C(N[C@@H](C(N[C@H](C(N[C@@H](C(N[C@H](C(NCCCC1)=O)CC(N)=O)=O)CC(O)=O)=O)CC2=CN=CN2)=O)CC3=CC=CC=C3)=O)([H])[C@@H](C)CC)=O)CCCN)[C@H]1NC([C@H]([C@@H](C)CC)NC([C@@H](CCC(O)=O)NC([C@H](CC(C)C)NC([C@@H]4CSC([C@@H](N)[C@H](CC)C)=N4)=O)=O)=O)=O
InChi Code
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-ABRJDSQDSA-N
Origin
Bacterium/Bacillus licheniformis
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Bacitracin A is a polypeptide antibiotic that has been found in B. licheniformis and the main active component of the bacitracin family of polypeptide antibiotics.1 It is active against M. lysodeikticus when used at a concentration of 0.1 µM and forms a complex with divalent cations and the cell membrane component C55-isoprenyl pyrophosphate.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Newton, G.G.F., and Abraham, E.P. Observations on the nature of bacitracin A. Biochem. J. 53(4), 604-613 (1953).

    2. Storm, D.R., and Strominger, J.L. Complex formation between bacitracin peptides and isoprenyl pyrophosphates. The specificity of lipid-peptide interactions. The Journal of Biological Chemisty 248(11), 3940-3945 (1973).