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MedKoo Cat#: 598473 | Name: Dodine
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Description:

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

Dodine is a fungicide used to control scab on apples, pears and pecans, brown rot of peaches, and several foliar diseases of cherries, strawberries, peaches, sycamore trees and black walnuts. It is also used as an industrial biocide and preservative. It is available as soluble concentrate and wettable powder formulations.

Chemical Structure

Dodine
Dodine
CAS#2439-10-3

Theoretical Analysis

MedKoo Cat#: 598473

Name: Dodine

CAS#: 2439-10-3

Chemical Formula: C15H33N3O2

Exact Mass: 0.0000

Molecular Weight: 287.44

Elemental Analysis: C, 62.68; H, 11.57; N, 14.62; O, 11.13

Price and Availability

Size Price Availability Quantity
250mg USD 250.00 2 Weeks
1g USD 650.00 2 Weeks
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Related CAS #
No Data
Synonym
Dodine; Dodin; Cyprex; Karpen; Syllit 65; Melprex 65;
IUPAC/Chemical Name
1-dodecylguanidine acetate
InChi Key
YIKWKLYQRFRGPM-UHFFFAOYSA-N
InChi Code
InChI=1S/C13H29N3.C2H4O2/c1-2-3-4-5-6-7-8-9-10-11-12-16-13(14)15;1-2(3)4/h2-12H2,1H3,(H4,14,15,16);1H3,(H,3,4)
SMILES Code
NC(NCCCCCCCCCCCC)=N.CC(O)=O
Appearance
Solid powder
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 287.44 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: Guin D, Sye K, Dave K, Gruebele M. Dodine as a transparent protein denaturant for circular dichroism and infrared studies. Protein Sci. 2016 May;25(5):1061-8. doi: 10.1002/pro.2914. Epub 2016 Mar 21. PubMed PMID: 26941080; PubMed Central PMCID: PMC4838651. 2: Gelman H, Perlova T, Gruebele M. Dodine as a protein denaturant: the best of two worlds? J Phys Chem B. 2013 Oct 24;117(42):13090-7. doi: 10.1021/jp4028113. Epub 2013 Aug 16. PubMed PMID: 23906507; PubMed Central PMCID: PMC3834592. 3: Proffer TJ, Lizotte E, Rothwell NL, Sundin GW. Evaluation of dodine, fluopyram and penthiopyrad for the management of leaf spot and powdery mildew of tart cherry, and fungicide sensitivity screening of Michigan populations of Blumeriella jaapii. Pest Manag Sci. 2013 Jun;69(6):747-54. doi: 10.1002/ps.3434. Epub 2012 Nov 22. PubMed PMID: 23175430. 4: Posadas JB, Comerio RM, Mini JI, Nussenbaum AL, Lecuona RE. A novel dodine-free selective medium based on the use of cetyl trimethyl ammonium bromide (CTAB) to isolate Beauveria bassiana, Metarhizium anisopliae sensu lato and Paecilomyces lilacinus from soil. Mycologia. 2012 Jul-Aug;104(4):974-80. doi: 10.3852/11-234. Epub 2012 Feb 7. PubMed PMID: 22314588. 5: Aoyagi M, Niiyama K, Takatsuki S, Nemoto S, Sasaki K, Maitani T. [Analytical method of dodine in agricultural products by LC/MS]. Shokuhin Eiseigaku Zasshi. 2009 Apr;50(2):58-63. Japanese. PubMed PMID: 19436152. 6: Le Grand R, Saint-Marcoux F, Dulaurent S, Sauvage FL, Moesch C, Lachâtre G. Determination of dodine in fruit samples by liquid chromatography electrospray ionization-tandem mass spectrometry. J AOAC Int. 2011 Jan-Feb;94(1):300-6. PubMed PMID: 21391507. 7: Cabral JP. Mode of antibacterial action of dodine (dodecylguanidine monoacetate) in Pseudomonas syringae. Can J Microbiol. 1992 Feb;38(2):115-23. PubMed PMID: 1381663. 8: Cabral JP. Dodecylguanidine monoacetate (dodine) causes severe membrane damage in Pseudomonas syringae above the critical micelle concentration. J Basic Microbiol. 1993;33(4):219-25. PubMed PMID: 8229668. 9: Mitjans M, Vinardell MP. Alterations of male Wistar rat jejunum induced by Dodine (n-dodecylguanidine acetate). J Toxicol Environ Health. 1997 Dec 26;52(6):545-56. PubMed PMID: 9397185. 10: Hajslová J, Rathouská Z, Davídek J. Gas-liquid chromatographic method for the determination of dodine in fruit. J Chromatogr. 1985 Dec 4;348(2):437-40. PubMed PMID: 4077947. 11: Inoue T, Misono T, Lee S. Comment on "Determination of the critical micelle concentration of dodecylguanidine monoacetate (dodine)". J Colloid Interface Sci. 2007 Oct 1;314(1):334-6. Epub 2007 Jun 23. PubMed PMID: 17617418. 12: Cabral JP. Damage to the cytoplasmic membrane and cell death caused by dodine (dodecylguanidine monoacetate) in Pseudomonas syringae ATCC 12271. Antimicrob Agents Chemother. 1991 Feb;35(2):341-4. PubMed PMID: 1902648; PubMed Central PMCID: PMC245002. 13: LEVINSKAS GJ, VIDONE LB, O'GRADY JJ, SHAFFER CB. Acute and chronic toxicity of dodine (n-dodecylguanidine acetate). Toxicol Appl Pharmacol. 1961 Jan;3:127-42. PubMed PMID: 13761521. 14: Gelbke HP, Schlicht HJ. Fatal poisoning with a plant protective containing monocrotophos, dodine and dinocap. Toxicol Eur Res. 1978 May;1(3):181-4. PubMed PMID: 741477. 15: Liu SS, Wang CL, Zhang J, Zhu XW, Li WY. Combined toxicity of pesticide mixtures on green algae and photobacteria. Ecotoxicol Environ Saf. 2013 Sep;95:98-103. doi: 10.1016/j.ecoenv.2013.05.018. Epub 2013 Jun 28. PubMed PMID: 23816361. 16: Kwast M. [Determination of dodine in selected plant material]. Rocz Panstw Zakl Hig. 1981;32(3):241-4. Polish. PubMed PMID: 7313466. 17: Egert G, Greim H. Formation of mutagenic N-nitroso compounds from the pesticides prometryne, dodine and carbaryl in the presence of nitrite at pH 1. Mutat Res. 1976 Nov;37(2-3):179-86. PubMed PMID: 12468. 18: Borgohain G, Mandal B, Paul S. Molecular dynamics approach to understand the denaturing effect of a millimolar concentration of dodine on a λ-repressor and counteraction by trehalose. Phys Chem Chem Phys. 2017 May 24;19(20):13160-13171. doi: 10.1039/c6cp08289k. PubMed PMID: 28489086. 19: Kappas A, Georgopoulos SG. Genetic analysis of dodine resistance in Nectria haematococca (syn. Hypomyces solani). Genetics. 1970 Dec;66(4):617-22. PubMed PMID: 5519659; PubMed Central PMCID: PMC1212519. 20: Köller W, Wilcox WF. Evidence for the Predisposition of Fungicide-Resistant Isolates of Venturia inaequalis to a Preferential Selection for Resistance to Other Fungicides. Phytopathology. 2001 Aug;91(8):776-81. doi: 10.1094/PHYTO.2001.91.8.776. PubMed PMID: 18944035.