An antibiotic
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Bottromycin A2

Item No. 32921

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3R)-N-[(2S)-2-[[glycyl-(3R)-3-methyl-L-prolyl-L-valyl]amino]-1-imino-3,3-dimethylbutyl]-3-methyl-L-valyl-(βS)-β-methyl-L-phenylalanyl-3-(2-thiazolyl)-β-alanine, cyclic (1→1′)-imine, methyl ester
CAS Number
15005-62-6
Molecular Formula
C42H62N8O7S
Formula Weight
823.1
Purity
≥80%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Ether: solubleMethanol: solubleWater: soluble
SMILES
O=C1[C@@]2([H])N(CC[C@H]2C)C(C/N=C([C@@H](NC([C@@H](N1)C(C)C)=O)C(C)(C)C)/N[C@@H](C(C)(C)C)C(N[C@H](C(N[C@@H](C3=NC=CS3)CC(OC)=O)=O)[C@H](C4=CC=CC=C4)C)=O)=O
InChi Code
InChI=1S/C42H62N8O7S/c1-23(2)30-36(53)49-33(41(5,6)7)35(44-22-28(51)50-19-17-24(3)32(50)38(55)46-30)48-34(42(8,9)10)39(56)47-31(25(4)26-15-13-12-14-16-26)37(54)45-27(21-29(52)57-11)40-43-18-20-58-40/h12-16,18,20,23-25,27,30-34H,17,19,21-22H2,1-11H3,(H,44,48)(H,45,54)(H,46,55)(H,47,56)(H,49,53)/t24-,25+,27-,30+,31+,32+,33-,34-/m1/s1
InChi Key
KSIZLOPUXFSFNR-XZNJZDOZSA-N
Origin
Bacterium/Streptomyces No. 3668-L2
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Bottromycin A2 is an antibiotic originally isolated from Streptomyces.1 It blocks the binding of aminoacyl-tRNA to the A site of the 50S ribosome, inhibiting protein synthesis.2 Bottromycin A2 is active against clinical isolates of methicillin-resistant Staphylococcus aureus (MRSA) and vancomycin-resistant Enterococci with MIC values of 1 and 0.5 µg/ml, respectively.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nakamura, S., Yajima, T., Lin, Y., et al. Isolation and characterization of bottromycins A2, B2, C2. J. Antibiot. (Tokyo) 20(1), 1-5 (1967).

    2. Gouda, H., Kobayashi, Y., Yamada, T., et al. Three-dimensional solution structure of bottromycin A2: A potent antibiotic active against methicillin-resistant Staphylococcus aureus and vancomycin-resistant Enterococci. Chem. Pharm. Bull. (Tokyo) 60(2), 169-171 (2012).