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

MedKoo CAT#: 597022

CAS#: 4099-35-8

Description: Thialysine HCl is utilized in protein synthesis and it is incorporated into proteins in place of lysine.

Chemical Structure

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Thialysine HCl
CAS# 4099-35-8
Instruction

Theoretical Analysis

MedKoo Cat#: 597022
Name: Thialysine HCl
CAS#: 4099-35-8
Chemical Formula: C5H13ClN2O2S
Exact Mass: 0.00
Molecular Weight: 200.680
Elemental Analysis: C, 29.93; H, 6.53; Cl, 17.66; N, 13.96; O, 15.94; S, 15.98

Price and Availability

Size Price Availability Quantity
250mg USD 220
1g USD 390
5g USD 960
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Synonym: Thialysine hydrochloride; LJ 226; NSC 186915; NSC-186915; NSC186915;

IUPAC/Chemical Name: S-(2-aminoethyl)-L-cysteine hydrochloride

InChi Key: CVHKULVNPGAEQM-WCCKRBBISA-N

InChi Code: InChI=1S/C5H12N2O2S.ClH/c6-1-2-10-3-4(7)5(8)9;/h4H,1-3,6-7H2,(H,8,9);1H/t4-;/m0./s1

SMILES Code: N[C@@H](CSCCN)C(O)=O.[H]Cl

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: >2 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

Product Data:
Product Data
Instruction:
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Preparing Stock Solutions

The following data is based on the product molecular weight 200.680000000000000000000000000000 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

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1: Nagar M, Kumar H, Bearne SL. A platform for chemical modification of mandelate racemase: characterization of the C92S/C264S and γ-thialysine 166 variants. Protein Eng Des Sel. 2018 May 30. doi: 10.1093/protein/gzy011. [Epub ahead of print] PubMed PMID: 29850884. 2: Shimizu S, Futase A, Yokoyama T, Ueda S, Honda H. Reduction of FR900525 using an S-(2-aminoethyl) l-cysteine-resistant mutant. J Biosci Bioeng. 2017 Jun;123(6):685-691. doi: 10.1016/j.jbiosc.2017.01.006. Epub 2017 Feb 6. PubMed PMID: 28185832. 3: Mathieu C, Macêdo JP, Hürlimann D, Wirdnam C, Haindrich AC, Suter Grotemeyer M, González-Salgado A, Schmidt RS, Inbar E, Mäser P, Bütikofer P, Zilberstein D, Rentsch D. Arginine and Lysine Transporters Are Essential for Trypanosoma brucei. PLoS One. 2017 Jan 3;12(1):e0168775. doi: 10.1371/journal.pone.0168775. eCollection 2017. PubMed PMID: 28045943; PubMed Central PMCID: PMC5207785. 4: Daskalova SM, Bhattacharya C, Dedkova LM, Hecht SM. Probing the Flexibility of the Catalytic Nucleophile in the Lyase Catalytic Pocket of Human DNA Polymerase β with Unnatural Lysine Analogues. Biochemistry. 2017 Jan 24;56(3):500-513. doi: 10.1021/acs.biochem.6b00807. Epub 2017 Jan 12. PubMed PMID: 28005340. 5: Dhall A, Weller CE, Chatterjee C. Rapid Semisynthesis of Acetylated and Sumoylated Histone Analogs. Methods Enzymol. 2016;574:149-165. doi: 10.1016/bs.mie.2016.01.005. Epub 2016 Feb 9. PubMed PMID: 27423861; PubMed Central PMCID: PMC5183458. 6: Pathania A, Sardesai AA. Distinct Paths for Basic Amino Acid Export in Escherichia coli: YbjE (LysO) Mediates Export of L-Lysine. J Bacteriol. 2015 Jun 15;197(12):2036-47. doi: 10.1128/JB.02505-14. Epub 2015 Apr 6. PubMed PMID: 25845847; PubMed Central PMCID: PMC4438211. 7: Nji E, Li D, Doyle DA, Caffrey M. Cloning, expression, purification, crystallization and preliminary X-ray diffraction of a lysine-specific permease from Pseudomonas aeruginosa. Acta Crystallogr F Struct Biol Commun. 2014 Oct;70(Pt 10):1362-7. doi: 10.1107/S2053230X14017865. Epub 2014 Sep 25. PubMed PMID: 25286940; PubMed Central PMCID: PMC4188080. 8: Li Y, Liu B, Song J, Jiang C, Yang Q. Utilization of potato starch processing wastes to produce animal feed with high lysine content. J Microbiol Biotechnol. 2015 Feb;25(2):178-84. PubMed PMID: 25189407. 9: Kumarasiri M, Zhang W, Shi Q, Fisher JF, Mobashery S. Protonation states of active-site lysines of penicillin-binding protein 6 from Escherichia coli and the mechanistic implications. Proteins. 2014 Jul;82(7):1348-58. doi: 10.1002/prot.24501. Epub 2014 Feb 6. PubMed PMID: 24375650; PubMed Central PMCID: PMC4057297. 10: Kanemaru Y, Hasebe F, Tomita T, Kuzuyama T, Nishiyama M. Two ATP-binding cassette transporters involved in (S)-2-aminoethyl-cysteine uptake in thermus thermophilus. J Bacteriol. 2013 Sep;195(17):3845-53. doi: 10.1128/JB.00202-13. Epub 2013 Jun 21. PubMed PMID: 23794618; PubMed Central PMCID: PMC3754599. 11: Timms N, Windle CL, Polyakova A, Ault JR, Trinh CH, Pearson AR, Nelson A, Berry A. Structural insights into the recovery of aldolase activity in N-acetylneuraminic acid lyase by replacement of the catalytically active lysine with γ-thialysine by using a chemical mutagenesis strategy. Chembiochem. 2013 Mar 4;14(4):474-81. doi: 10.1002/cbic.201200714. Epub 2013 Feb 18. PubMed PMID: 23418011; PubMed Central PMCID: PMC3792637. 12: Yakovleva L, Shuman S. Chemical mutagenesis of vaccinia DNA topoisomerase lysine 167 provides insights to the catalysis of DNA transesterification. Biochemistry. 2013 Feb 5;52(5):984-91. doi: 10.1021/bi301643h. Epub 2013 Jan 23. PubMed PMID: 23317114; PubMed Central PMCID: PMC3619185. 13: Hyvönen MT, Weisell J, Khomutov AR, Alhonen L, Vepsäläinen J, Keinänen TA. Metabolism of triethylenetetramine and 1,12-diamino-3,6,9-triazadodecane by the spermidine/spermine-N(1)-acetyltransferase and thialysine acetyltransferase. Drug Metab Dispos. 2013 Jan;41(1):30-2. doi: 10.1124/dmd.112.047274. Epub 2012 Sep 28. PubMed PMID: 23024204. 14: Marincean S, Rabago Smith M, Beltz L, Borhan B. Selectivity of labeled bromoethylamine for protein alkylation. J Mol Model. 2012 Sep;18(9):4547-56. doi: 10.1007/s00894-012-1461-9. Epub 2012 May 29. PubMed PMID: 22643979. 15: Cerrada-Gimenez M, Weisell J, Hyvönen MT, Park MH, Alhonen L, Vepsäläinen J, Keinänen TA. Complex N-acetylation of triethylenetetramine. Drug Metab Dispos. 2011 Dec;39(12):2242-9. doi: 10.1124/dmd.111.041798. Epub 2011 Aug 30. PubMed PMID: 21878558; PubMed Central PMCID: PMC3226374. 16: Maity AN, Shaikh AC, Srimurugan S, Wu CJ, Chen C, Ke SC. Synthesis of 4-thia-[6-(13)C]lysine from [2- (13)C]glycine: access to site-directed isotopomers of 2-aminoethanol, 2-bromoethylamine and 4-thialysine. Amino Acids. 2012 Jan;42(1):309-15. doi: 10.1007/s00726-010-0808-8. Epub 2010 Nov 20. PubMed PMID: 21103898. 17: Rao SS, Mamadou L, McConnell M, Polisetty R, Kwanyuen P, Hildebrand D. Non-antibiotic selection systems for soybean somatic embryos: the lysine analog aminoethyl-cysteine as a selection agent. BMC Biotechnol. 2009 Nov 18;9:94. doi: 10.1186/1472-6750-9-94. PubMed PMID: 19922622; PubMed Central PMCID: PMC2787498. 18: Maity AN, Hsieh CP, Huang MH, Chen YH, Tang KH, Behshad E, Frey PA, Ke SC. Evidence for conformational movement and radical mechanism in the reaction of 4-thia-L-lysine with lysine 5,6-aminomutase. J Phys Chem B. 2009 Sep 10;113(36):12161-3. doi: 10.1021/jp905357a. PubMed PMID: 19685884. 19: Tang KH, Mansoorabadi SO, Reed GH, Frey PA. Radical triplets and suicide inhibition in reactions of 4-thia-D- and 4-thia-L-lysine with lysine 5,6-aminomutase. Biochemistry. 2009 Sep 1;48(34):8151-60. doi: 10.1021/bi900828f. PubMed PMID: 19634897; PubMed Central PMCID: PMC2741331. 20: Pinto JT, Khomenko T, Szabo S, McLaren GD, Denton TT, Krasnikov BF, Jeitner TM, Cooper AJ. Measurement of sulfur-containing compounds involved in the metabolism and transport of cysteamine and cystamine. Regional differences in cerebral metabolism. J Chromatogr B Analyt Technol Biomed Life Sci. 2009 Oct 15;877(28):3434-41. doi: 10.1016/j.jchromb.2009.05.041. Epub 2009 May 28. PubMed PMID: 19523884; PubMed Central PMCID: PMC2752955.