Lysidine

Orders received during 11/25~11/29 will be shipped in 11/30/2020 due to Thanksgiving holiday.

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

MedKoo CAT#: 530747

CAS#: 534-26-9

Description: Lysidine is a Drug / Therapeutic Agent


Price and Availability

Size Price Shipping out time Quantity
Inquire bulk and customized quantity

Pricing updated 2020-11-29. Prices are subject to change without notice.

Lysidine is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 530747
Name: Lysidine
CAS#: 534-26-9
Chemical Formula: C4H8N2
Exact Mass: 84.0687
Molecular Weight: 84.122
Elemental Analysis: C, 57.11; H, 9.59; N, 33.30


Synonym: Lysidine

IUPAC/Chemical Name: 1H-Imidazole, 4,5-dihydro-2-methyl-

InChi Key: VWSLLSXLURJCDF-UHFFFAOYSA-N

InChi Code: InChI=1S/C4H8N2/c1-4-5-2-3-6-4/h2-3H2,1H3,(H,5,6)

SMILES Code: CC1=NCCN1


Technical Data

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:
2934.99.9001


References

1: Taniguchi T, Miyauchi K, Sakaguchi Y, Yamashita S, Soma A, Tomita K, Suzuki T. Acetate-dependent tRNA acetylation required for decoding fidelity in protein synthesis. Nat Chem Biol. 2018 Nov;14(11):1010-1020. doi: 10.1038/s41589-018-0119-z. Epub 2018 Aug 27. PubMed PMID: 30150682.

2: Tomikawa C, Auxilien S, Guérineau V, Yoshioka Y, Miyoshi K, Hori H, Fourmy D, Takai K, Yoshizawa S. Characterization of redundant tRNAIles with CAU and UAU anticodons in Lactobacillus plantarum. J Biochem. 2018 Mar 1;163(3):233-241. doi: 10.1093/jb/mvx075. PubMed PMID: 29092074.

3: Lorenz C, Lünse CE, Mörl M. tRNA Modifications: Impact on Structure and Thermal Adaptation. Biomolecules. 2017 Apr 4;7(2). pii: E35. doi: 10.3390/biom7020035. Review. PubMed PMID: 28375166; PubMed Central PMCID: PMC5485724.

4: Akkasaeng C, Tantisuwichwong N, Ngamhui NO, Roytrakul S, Jogloy S, Pathanothai A. Changes in Protein Expression in Peanut Leaves in the Response to Progressive Water Stress. Pak J Biol Sci. 2015 Jan;18(1):19-26. PubMed PMID: 26353412.

5: Thiaville PC, El Yacoubi B, Köhrer C, Thiaville JJ, Deutsch C, Iwata-Reuyl D, Bacusmo JM, Armengaud J, Bessho Y, Wetzel C, Cao X, Limbach PA, RajBhandary UL, de Crécy-Lagard V. Essentiality of threonylcarbamoyladenosine (t(6)A), a universal tRNA modification, in bacteria. Mol Microbiol. 2015 Dec;98(6):1199-221. doi: 10.1111/mmi.13209. Epub 2015 Oct 7. PubMed PMID: 26337258; PubMed Central PMCID: PMC4963248.

6: Sonawane KD, Sambhare SB. The influence of hypermodified nucleosides lysidine and t(6)A to recognize the AUA codon instead of AUG: a molecular dynamics simulation study. Integr Biol (Camb). 2015 Nov;7(11):1387-95. doi: 10.1039/c5ib00058k. PubMed PMID: 26215455.

7: Pett W, Lavrov DV. Cytonuclear Interactions in the Evolution of Animal Mitochondrial tRNA Metabolism. Genome Biol Evol. 2015 Jun 27;7(8):2089-101. doi: 10.1093/gbe/evv124. PubMed PMID: 26116918; PubMed Central PMCID: PMC4558845.

8: Suzuki T, Numata T. Convergent evolution of AUA decoding in bacteria and archaea. RNA Biol. 2014;11(12):1586-96. doi: 10.4161/15476286.2014.992281. Review. PubMed PMID: 25629511; PubMed Central PMCID: PMC4615378.

9: Numata T. Mechanisms of the tRNA wobble cytidine modification essential for AUA codon decoding in prokaryotes. Biosci Biotechnol Biochem. 2015;79(3):347-53. doi: 10.1080/09168451.2014.975185. Epub 2014 Oct 28. Review. PubMed PMID: 25348586.

10: Shapiro AB, Plant H, Walsh J, Sylvester M, Hu J, Gao N, Livchak S, Tentarelli S, Thresher J. Discovery of ATP-Competitive Inhibitors of tRNAIle Lysidine Synthetase (TilS) by High-Throughput Screening. J Biomol Screen. 2014 Sep;19(8):1137-46. doi: 10.1177/1087057114534981. Epub 2014 May 12. PubMed PMID: 24820111.

11: Köhrer C, Mandal D, Gaston KW, Grosjean H, Limbach PA, Rajbhandary UL. Life without tRNAIle-lysidine synthetase: translation of the isoleucine codon AUA in Bacillus subtilis lacking the canonical tRNA2Ile. Nucleic Acids Res. 2014 Feb;42(3):1904-15. doi: 10.1093/nar/gkt1009. Epub 2013 Nov 4. PubMed PMID: 24194599; PubMed Central PMCID: PMC3919564.

12: Lin TH, Hu YN, Shaw GC. Two enzymes, TilS and HprT, can form a complex to function as a transcriptional activator for the cell division protease gene ftsH in Bacillus subtilis. J Biochem. 2014 Jan;155(1):5-16. doi: 10.1093/jb/mvt081. Epub 2013 Sep 3. PubMed PMID: 24001521.

13: Iyer LM, Zhang D, Burroughs AM, Aravind L. Computational identification of novel biochemical systems involved in oxidation, glycosylation and other complex modifications of bases in DNA. Nucleic Acids Res. 2013 Sep;41(16):7635-55. doi: 10.1093/nar/gkt573. Epub 2013 Jun 28. PubMed PMID: 23814188; PubMed Central PMCID: PMC3763556.

14: Jones TE, Ribas de Pouplana L, Alexander RW. Evidence for late resolution of the aux codon box in evolution. J Biol Chem. 2013 Jul 5;288(27):19625-32. doi: 10.1074/jbc.M112.449249. Epub 2013 May 21. PubMed PMID: 23696642; PubMed Central PMCID: PMC3707663.

15: Nakagawa H, Kuratani M, Goto-Ito S, Ito T, Katsura K, Terada T, Shirouzu M, Sekine S, Shigi N, Yokoyama S. Crystallographic and mutational studies on the tRNA thiouridine synthetase TtuA. Proteins. 2013 Jul;81(7):1232-44. doi: 10.1002/prot.24273. Epub 2013 Apr 10. PubMed PMID: 23444054.

16: Taniguchi T, Miyauchi K, Nakane D, Miyata M, Muto A, Nishimura S, Suzuki T. Decoding system for the AUA codon by tRNAIle with the UAU anticodon in Mycoplasma mobile. Nucleic Acids Res. 2013 Feb 1;41(4):2621-31. doi: 10.1093/nar/gks1344. Epub 2013 Jan 7. PubMed PMID: 23295668; PubMed Central PMCID: PMC3575796.

17: Kopina BJ, Lauhon CT. Efficient preparation of 2,4-diaminopyrimidine nucleosides: total synthesis of lysidine and agmatidine. Org Lett. 2012 Aug 17;14(16):4118-21. doi: 10.1021/ol301769j. Epub 2012 Jul 30. PubMed PMID: 22845013.

18: Xavier BB, Miao VP, Jónsson ZO, Andrésson ÓS. Mitochondrial genomes from the lichenized fungi Peltigera membranacea and Peltigera malacea: features and phylogeny. Fungal Biol. 2012 Jul;116(7):802-14. doi: 10.1016/j.funbio.2012.04.013. Epub 2012 May 5. PubMed PMID: 22749167.

19: Fabret C, Dervyn E, Dalmais B, Guillot A, Marck C, Grosjean H, Noirot P. Life without the essential bacterial tRNA Ile2-lysidine synthetase TilS: a case of tRNA gene recruitment in Bacillus subtilis. Mol Microbiol. 2011 May;80(4):1062-74. doi: 10.1111/j.1365-2958.2011.07630.x. Epub 2011 Apr 5. PubMed PMID: 21435031.

20: Ikeuchi Y, Kimura S, Numata T, Nakamura D, Yokogawa T, Ogata T, Wada T, Suzuki T, Suzuki T. Agmatine-conjugated cytidine in a tRNA anticodon is essential for AUA decoding in archaea. Nat Chem Biol. 2010 Apr;6(4):277-82. doi: 10.1038/nchembio.323. Epub 2010 Feb 7. PubMed PMID: 20139989.