Obafluorin
featured

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 574085

CAS#: 92121-68-1

Description: Obafluorin is a β-lactone antibiotic that has been found in P. fluorescens. It is active against S. aureus, S. faecalis, K. pneumoniae, and P. vulgaris.


Chemical Structure

img
Obafluorin
CAS# 92121-68-1

Theoretical Analysis

MedKoo Cat#: 574085
Name: Obafluorin
CAS#: 92121-68-1
Chemical Formula: C17H14N2O7
Exact Mass: 358.08
Molecular Weight: 358.306
Elemental Analysis: C, 56.99; H, 3.94; N, 7.82; O, 31.26

Price and Availability

Size Price Availability Quantity
1mg USD 425
5mg USD 1550
Bulk inquiry

Synonym: Obafluorin

IUPAC/Chemical Name: 2,3-dihydroxy-N-[(2R,3S)-2-[(4-nitrophenyl)methyl]-4-oxo-3-oxetanyl]-benzamide

InChi Key: AINNQKIVZOTQBB-KGLIPLIRSA-N

InChi Code: InChI=1S/C17H14N2O7/c20-12-3-1-2-11(15(12)21)16(22)18-14-13(26-17(14)23)8-9-4-6-10(7-5-9)19(24)25/h1-7,13-14,20-21H,8H2,(H,18,22)/t13-,14+/m1/s1

SMILES Code: O=C(C1=C(O)C(O)=CC=C1)N[C@H]2[C@@H](CC3=CC=C([N+]([O-])=O)C=C3)OC2=O

Appearance: A crystalline solid

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Product Data:
Biological target: Obafluorin is a β-Lactone Antibiotic, that can be produced by Pseudomonas fluorescens ATCC 39502.
In vitro activity: Obafluorin is active against both Gram-positive and -negative pathogens; however, the biological target was unknown. This study reports that obafluorin targets threonyl-tRNA synthetase, and we identify a homologue, ObaO, which confers immunity to the obafluorin producer. Disruption of obaO in P. fluorescens ATCC 39502 results in obafluorin sensitivity, whereas expression in sensitive E. coli strains confers resistance. Reference: ACS Chem Biol. 2019 Dec 20;14(12):2663-2671. https://pubmed.ncbi.nlm.nih.gov/31675206/
In vivo activity: TBD

Preparing Stock Solutions

The following data is based on the product molecular weight 358.31 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol: Scott TA, Batey SFD, Wiencek P, Chandra G, Alt S, Francklyn CS, Wilkinson B. Immunity-Guided Identification of Threonyl-tRNA Synthetase as the Molecular Target of Obafluorin, a β-Lactone Antibiotic. ACS Chem Biol. 2019 Dec 20;14(12):2663-2671. doi: 10.1021/acschembio.9b00590. Epub 2019 Nov 14. PMID: 31675206.
In vitro protocol: Scott TA, Batey SFD, Wiencek P, Chandra G, Alt S, Francklyn CS, Wilkinson B. Immunity-Guided Identification of Threonyl-tRNA Synthetase as the Molecular Target of Obafluorin, a β-Lactone Antibiotic. ACS Chem Biol. 2019 Dec 20;14(12):2663-2671. doi: 10.1021/acschembio.9b00590. Epub 2019 Nov 14. PMID: 31675206.
In vivo protocol: TBD

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

1. Pu, Y., Lowe, C., Sailer, M., et al. Synthesis, stability, and antimicrobial activity of (+)-obafluorin and related β-lactone antibiotics. J. Org. Chem. 59(13), 3642-3655 (1994).