MedKoo Cat#: 574322 | Name: 3-oxo-C5-HSL
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Description:

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

3-oxo-C5-HSL is a chain-shortened derivative of the bacterial quorum sensing signaling molecule N-3-oxo-octanoyl-L-homoserine lactone. It inhibits binding of the autoinducer N-3-oxo-hexanoyl homoserine lactone to E. coli containing the transcription factor LuxR. It acts as an autoinducer to activate the V. fischeri luminescence system in E. coli when used at concentrations ranging from 20 to 200 nM.

Chemical Structure

3-oxo-C5-HSL
3-oxo-C5-HSL
CAS#148433-21-0

Theoretical Analysis

MedKoo Cat#: 574322

Name: 3-oxo-C5-HSL

CAS#: 148433-21-0

Chemical Formula: C9H13NO4

Exact Mass: 199.0845

Molecular Weight: 199.21

Elemental Analysis: C, 54.26; H, 6.58; N, 7.03; O, 32.13

Price and Availability

Size Price Availability Quantity
5mg USD 385.00 2 Weeks
10mg USD 650.00 2 Weeks
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Related CAS #
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Synonym
3-oxo-C5-HSL, N-3-oxo-pentanoyl-L-Homoserine lactone
IUPAC/Chemical Name
3-oxo-N-[(3S)-tetrahydro-2-oxo-3-furanyl]-pentanamide
InChi Key
SCRBQXWVQAXYJP-ZETCQYMHSA-N
InChi Code
InChI=1S/C9H13NO4/c1-2-6(11)5-8(12)10-7-3-4-14-9(7)13/h7H,2-5H2,1H3,(H,10,12)/t7-/m0/s1
SMILES Code
O=C(CC(CC)=O)N[C@H]1CCOC1=O
Appearance
A crystalline solid
Purity
>95% (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

Preparing Stock Solutions

The following data is based on the product molecular weight 199.21 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
1. Chhabra, S.R., Stead, P., Bainton, N.J., et al. Autoregulation of carbapenem biosynthesis in Erwinia carotovora by analogues of N-(3-oxohexanoyl)-L-homoserine lactone. J. Antibiot. (Tokyo) 46(3), 441-454 (1993). 2. Schaefer, A.L., Hanzelka, B.L., Eberhard, A., et al. Quorum sensing in Vibrio fischeri: Probing autoinducer-LuxR interactions with autoinducer analogs. J. Bacteriol. 178(10), 2897-2901 (1996).