CAI-1

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

MedKoo CAT#: 563666

CAS#: 361445-27-4

Description: CAI-1 is a vibrio cholerae quorum-sensing autoinducer.


Chemical Structure

img
CAI-1
CAS# 361445-27-4

Theoretical Analysis

MedKoo Cat#: 563666
Name: CAI-1
CAS#: 361445-27-4
Chemical Formula: C13H26O2
Exact Mass: 214.1933
Molecular Weight: 214.34
Elemental Analysis: C, 72.85; H, 12.23; O, 14.93

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: CAI-1; CAI 1; CAI1; Cholerae autoinducer-1; Cholerae autoinducer 1;

IUPAC/Chemical Name: 3-Hydroxytridecane-4-one

InChi Key: OWRHIIOUJRCXDH-UHFFFAOYSA-N

InChi Code: InChI=1S/C13H26O2/c1-3-5-6-7-8-9-10-11-13(15)12(14)4-2/h12,14H,3-11H2,1-2H3

SMILES Code: CCC(O)C(CCCCCCCCC)=O

Appearance: Oily liquid

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: 2934.99.03.00

Preparing Stock Solutions

The following data is based on the product molecular weight 214.34 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

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: Ju R, Fei K, Li S, Chen C, Zhu L, Li J, Zhang D, Guo L, Ye C. Metabolic mechanisms and a rational combinational application of carboxyamidotriazole in fighting pancreatic cancer progression after chemotherapy. J Pharmacol Exp Ther. 2018 Jul 12. pii: jpet.118.249326. doi: 10.1124/jpet.118.249326. [Epub ahead of print] PubMed PMID: 30002095.

2: Hoch JM, Baez SE, Cramer RJ, Hoch MC. Differences in the Modified Disablement in the Physically Active Scale in Those With and Without Chronic Ankle Instability. J Sport Rehabil. 2018 Mar 27:1-17. doi: 10.1123/jsr.2017-0295. [Epub ahead of print] PubMed PMID: 29584525.

3: Brameyer S, Plener L, Müller A, Klingl A, Wanner G, Jung K. Outer membrane vesicles facilitate trafficking of the hydrophobic signaling molecule CAI-1 between Vibrio harveyi cells. J Bacteriol. 2018 Mar 19. pii: JB.00740-17. doi: 10.1128/JB.00740-17. [Epub ahead of print] PubMed PMID: 29555694; PubMed Central PMCID: PMC6040191.

4: Koldenhoven RM, Feger MA, Fraser JJ, Hertel J. Variability in center of pressure position and muscle activation during walking with chronic ankle instability. J Electromyogr Kinesiol. 2018 Feb;38:155-161. doi: 10.1016/j.jelekin.2017.12.003. Epub 2017 Dec 16. PubMed PMID: 29294449.

5: Yadav S, Dixit R, Vanka K, Sen SS. Beyond Hydrofunctionalisation: A Well-Defined Calcium Compound Catalysed Mild and Efficient Carbonyl Cyanosilylation. Chemistry. 2018 Jan 26;24(6):1269-1273. doi: 10.1002/chem.201705795. Epub 2018 Jan 15. PubMed PMID: 29235696.

6: Xia Y, Rossi P, Tonelli M, Huang C, Kalodimos CG, Veglia G. Optimization of (1)H decoupling eliminates sideband artifacts in 3D TROSY-based triple resonance experiments. J Biomol NMR. 2017 Sep;69(1):45-52. doi: 10.1007/s10858-017-0133-6. Epub 2017 Sep 8. PubMed PMID: 28887770; PubMed Central PMCID: PMC5693675.

7: Hurley A, Bassler BL. Asymmetric regulation of quorum-sensing receptors drives autoinducer-specific gene expression programs in Vibrio cholerae. PLoS Genet. 2017 May 26;13(5):e1006826. doi: 10.1371/journal.pgen.1006826. eCollection 2017 May. PubMed PMID: 28552952; PubMed Central PMCID: PMC5467912.

8: Jayaraman P, Holowko MB, Yeoh JW, Lim S, Poh CL. Repurposing a Two-Component System-Based Biosensor for the Killing of Vibrio cholerae. ACS Synth Biol. 2017 Jul 21;6(7):1403-1415. doi: 10.1021/acssynbio.7b00058. Epub 2017 May 5. PubMed PMID: 28441472.

9: Donnelly L, Donovan L, Hart JM, Hertel J. Eversion Strength and Surface Electromyography Measures With and Without Chronic Ankle Instability Measured in 2 Positions. Foot Ankle Int. 2017 Jul;38(7):769-778. doi: 10.1177/1071100717701231. Epub 2017 Apr 9. PubMed PMID: 28391722.

10: Hoque MM, Naser IB, Bari SM, Zhu J, Mekalanos JJ, Faruque SM. Quorum Regulated Resistance of Vibrio cholerae against Environmental Bacteriophages. Sci Rep. 2016 Nov 28;6:37956. doi: 10.1038/srep37956. PubMed PMID: 27892495; PubMed Central PMCID: PMC5124996.

11: Haack FS, Poehlein A, Kröger C, Voigt CA, Piepenbring M, Bode HB, Daniel R, Schäfer W, Streit WR. Molecular Keys to the Janthinobacterium and Duganella spp. Interaction with the Plant Pathogen Fusarium graminearum. Front Microbiol. 2016 Oct 26;7:1668. eCollection 2016. PubMed PMID: 27833590; PubMed Central PMCID: PMC5080296.

12: Boudewyns A, Van de Heyning P, Verhulst S. Central apneas in children with obstructive sleep apnea syndrome: prevalence and effect of upper airway surgery. Sleep Med. 2016 Sep;25:93-97. doi: 10.1016/j.sleep.2016.05.018. Epub 2016 Sep 13. PubMed PMID: 27823724.

13: Weissmueller NT, Lu HD, Hurley A, Prud'homme RK. Nanocarriers from GRAS Zein Proteins to Encapsulate Hydrophobic Actives. Biomacromolecules. 2016 Nov 14;17(11):3828-3837. Epub 2016 Oct 31. PubMed PMID: 27744703.

14: Wu DD, Wu XH, Zhang LN. [Effect of leptin on expression of calpain-1 and Bcl-2 and apoptosis in myocardial tissue of neonatal rats after asphyxia]. Zhongguo Dang Dai Er Ke Za Zhi. 2016 Oct;18(10):1044-1049. Chinese. PubMed PMID: 27751228.

15: Webster CA, Nussbaum MA. Localized Ankle Fatigue Development and Fatigue Perception in Adults With or Without Chronic Ankle Instability. J Athl Train. 2016 Jun 2;51(6):491-7. doi: 10.4085/1062-6050-51.9.02. Epub 2016 Jul 21. PubMed PMID: 27441950; PubMed Central PMCID: PMC5076289.

16: Rowe C, Liou T, Vittinghoff E, Coffin PO, Santos GM. Binge drinking concurrent with anal intercourse and condom use among men who have sex with men. AIDS Care. 2016 Dec;28(12):1566-1570. Epub 2016 May 30. PubMed PMID: 27241085; PubMed Central PMCID: PMC5144827.

17: Beltz S, Bassler J, Schultz JE. Regulation by the quorum sensor from Vibrio indicates a receptor function for the membrane anchors of adenylate cyclases. Elife. 2016 Feb 27;5. pii: e13098. doi: 10.7554/eLife.13098. PubMed PMID: 26920221; PubMed Central PMCID: PMC4821796.

18: Khosropour CM, Dombrowski JC, Swanson F, Kerani RP, Katz DA, Barbee LA, Hughes JP, Manhart LE, Golden MR. Trends in Serosorting and the Association With HIV/STI Risk Over Time Among Men Who Have Sex With Men. J Acquir Immune Defic Syndr. 2016 Jun 1;72(2):189-97. doi: 10.1097/QAI.0000000000000947. PubMed PMID: 26885806; PubMed Central PMCID: PMC4866874.

19: Bache M, Münch C, Güttler A, Wichmann H, Theuerkorn K, Emmerich D, Paschke R, Vordermark D. Betulinyl Sulfamates as Anticancer Agents and Radiosensitizers in Human Breast Cancer Cells. Int J Mol Sci. 2015 Nov 3;16(11):26249-62. doi: 10.3390/ijms161125953. PubMed PMID: 26540049; PubMed Central PMCID: PMC4661812.

20: Schell U, Simon S, Sahr T, Hager D, Albers MF, Kessler A, Fahrnbauer F, Trauner D, Hedberg C, Buchrieser C, Hilbi H. The α-hydroxyketone LAI-1 regulates motility, Lqs-dependent phosphorylation signalling and gene expression of Legionella pneumophila. Mol Microbiol. 2016 Feb;99(4):778-93. doi: 10.1111/mmi.13265. Epub 2015 Nov 27. PubMed PMID: 26538361.