Lysine phosphate

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#: 597588

CAS#: 94160-16-4

Description: Lysine phosphate is an α-amino acid that is used in the biosynthesis of proteins.


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.

Lysine phosphate 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#: 597588
Name: Lysine phosphate
CAS#: 94160-16-4
Chemical Formula: C6H17N2O6P
Exact Mass:
Molecular Weight: 244.18
Elemental Analysis: C, 29.51; H, 7.02; N, 11.47; O, 39.31; P, 12.68


Synonym: Lysine phosphate;

IUPAC/Chemical Name: (S)-5-amino-1-carboxypentan-1-aminium dihydrogen phosphate

InChi Key: XAHQYEAIJGTPET-JEDNCBNOSA-N

InChi Code: InChI=1S/C6H14N2O2.H3O4P/c7-4-2-1-3-5(8)6(9)10;1-5(2,3)4/h5H,1-4,7-8H2,(H,9,10);(H3,1,2,3,4)/t5-;/m0./s1

SMILES Code: [NH3+][C@@H](CCCCN)C(O)=O.O=P(O)([O-])O


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:
2934.99.03.00


References

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2: Tan M, Peng C, Anderson KA, Chhoy P, Xie Z, Dai L, Park J, Chen Y, Huang H, Zhang Y, Ro J, Wagner GR, Green MF, Madsen AS, Schmiesing J, Peterson BS, Xu G, Ilkayeva OR, Muehlbauer MJ, Braulke T, Mühlhausen C, Backos DS, Olsen CA, McGuire PJ, Pletcher SD, Lombard DB, Hirschey MD, Zhao Y. Lysine glutarylation is a protein posttranslational modification regulated by SIRT5. Cell Metab. 2014 Apr 1;19(4):605-17. doi: 10.1016/j.cmet.2014.03.014. PubMed PMID: 24703693; PubMed Central PMCID: PMC4108075.

3: Weinert BT, Iesmantavicius V, Wagner SA, Schölz C, Gummesson B, Beli P, Nyström T, Choudhary C. Acetyl-phosphate is a critical determinant of lysine acetylation in E. coli. Mol Cell. 2013 Jul 25;51(2):265-72. doi: 10.1016/j.molcel.2013.06.003. Epub 2013 Jul 3. PubMed PMID: 23830618.

4: Takeno S, Hori K, Ohtani S, Mimura A, Mitsuhashi S, Ikeda M. l-Lysine production independent of the oxidative pentose phosphate pathway by Corynebacterium glutamicum with the Streptococcus mutans gapN gene. Metab Eng. 2016 Sep;37:1-10. doi: 10.1016/j.ymben.2016.03.007. Epub 2016 Mar 29. PubMed PMID: 27044449.

5: Shimomura A, Matsui I, Hamano T, Ishimoto T, Katou Y, Takehana K, Inoue K, Kusunoki Y, Mori D, Nakano C, Obi Y, Fujii N, Takabatake Y, Nakano T, Tsubakihara Y, Isaka Y, Rakugi H. Dietary L-lysine prevents arterial calcification in adenine-induced uremic rats. J Am Soc Nephrol. 2014 Sep;25(9):1954-65. doi: 10.1681/ASN.2013090967. Epub 2014 Mar 20. PubMed PMID: 24652795; PubMed Central PMCID: PMC4147981.

6: Tort F, Ugarteburu O, Torres MA, García-Villoria J, Girós M, Ruiz A, Ribes A. Lysine Restriction and Pyridoxal Phosphate Administration in a NADK2 Patient. Pediatrics. 2016 Nov;138(5). pii: e20154534. Epub 2016 Oct 18. PubMed PMID: 27940755.

7: Sauer SW, Opp S, Komatsuzaki S, Blank AE, Mittelbronn M, Burgard P, Koeller DM, Okun JG, Kölker S. Multifactorial modulation of susceptibility to l-lysine in an animal model of glutaric aciduria type I. Biochim Biophys Acta. 2015 May;1852(5):768-77. doi: 10.1016/j.bbadis.2014.12.022. Epub 2015 Jan 2. PubMed PMID: 25558815.

8: He X, Chen K, Li Y, Wang Z, Zhang H, Qian J, Ouyang P. Enhanced L-lysine production from pretreated beet molasses by engineered Escherichia coli in fed-batch fermentation. Bioprocess Biosyst Eng. 2015 Aug;38(8):1615-22. doi: 10.1007/s00449-015-1403-x. Epub 2015 Apr 22. PubMed PMID: 25899726.

9: Moser von Filseck J, Vanni S, Mesmin B, Antonny B, Drin G. A phosphatidylinositol-4-phosphate powered exchange mechanism to create a lipid gradient between membranes. Nat Commun. 2015 Apr 7;6:6671. doi: 10.1038/ncomms7671. PubMed PMID: 25849868.

10: Baeza J, Smallegan MJ, Denu JM. Site-specific reactivity of nonenzymatic lysine acetylation. ACS Chem Biol. 2015 Jan 16;10(1):122-8. doi: 10.1021/cb500848p. PubMed PMID: 25555129; PubMed Central PMCID: PMC4301072.

11: Xu J, Han M, Zhang J, Guo Y, Zhang W. Metabolic engineering Corynebacterium glutamicum for the L-lysine production by increasing the flux into L-lysine biosynthetic pathway. Amino Acids. 2014 Sep;46(9):2165-75. doi: 10.1007/s00726-014-1768-1. Epub 2014 May 31. PubMed PMID: 24879631.

12: Neuner A, Wagner I, Sieker T, Ulber R, Schneider K, Peifer S, Heinzle E. Production of L-lysine on different silage juices using genetically engineered Corynebacterium glutamicum. J Biotechnol. 2013 Jan 20;163(2):217-24. doi: 10.1016/j.jbiotec.2012.07.190. Epub 2012 Aug 9. PubMed PMID: 22898177.

13: Moellering RE, Cravatt BF. Functional lysine modification by an intrinsically reactive primary glycolytic metabolite. Science. 2013 Aug 2;341(6145):549-53. doi: 10.1126/science.1238327. PubMed PMID: 23908237; PubMed Central PMCID: PMC4005992.

14: Hung CC, Lai MC. The phylogenetic analysis and putative function of lysine 2,3-aminomutase from methanoarchaea infers the potential biocatalysts for the synthesis of β-lysine. J Microbiol Immunol Infect. 2013 Feb;46(1):1-10. doi: 10.1016/j.jmii.2011.12.031. Epub 2012 May 10. PubMed PMID: 22578640.

15: Simic Z, Weiwad M, Schierhorn A, Steegborn C, Schutkowski M. The ɛ-Amino Group of Protein Lysine Residues Is Highly Susceptible to Nonenzymatic Acylation by Several Physiological Acyl-CoA Thioesters. Chembiochem. 2015 Nov 2;16(16):2337-47. doi: 10.1002/cbic.201500364. Epub 2015 Sep 18. PubMed PMID: 26382620.

16: Smith AM, Brown WC, Harms E, Smith JL. Crystal structures capture three states in the catalytic cycle of a pyridoxal phosphate (PLP) synthase. J Biol Chem. 2015 Feb 27;290(9):5226-39. doi: 10.1074/jbc.M114.626382. Epub 2015 Jan 7. PubMed PMID: 25568319; PubMed Central PMCID: PMC4342443.

17: Chauhan N, Narang J, Sunny, Pundir CS. Immobilization of lysine oxidase on a gold-platinum nanoparticles modified Au electrode for detection of lysine. Enzyme Microb Technol. 2013 Apr 10;52(4-5):265-71. doi: 10.1016/j.enzmictec.2013.01.006. Epub 2013 Jan 25. PubMed PMID: 23540929.

18: Menon BR, Fisher K, Rigby SE, Scrutton NS, Leys D. A conformational sampling model for radical catalysis in pyridoxal phosphate- and cobalamin-dependent enzymes. J Biol Chem. 2014 Dec 5;289(49):34161-74. doi: 10.1074/jbc.M114.590471. Epub 2014 Sep 11. PubMed PMID: 25213862; PubMed Central PMCID: PMC4256349.

19: Bartholow TG, Sanford BL, Cao B, Schmit HL, Johnson JM, Meitzner J, Bhattacharyya S, Musier-Forsyth K, Hati S. Strictly conserved lysine of prolyl-tRNA Synthetase editing domain facilitates binding and positioning of misacylated tRNA(Pro.). Biochemistry. 2014 Feb 18;53(6):1059-68. doi: 10.1021/bi401279r. Epub 2014 Feb 3. PubMed PMID: 24450765; PubMed Central PMCID: PMC3986007.

20: Crosby HA, Pelletier DA, Hurst GB, Escalante-Semerena JC. System-wide studies of N-lysine acetylation in Rhodopseudomonas palustris reveal substrate specificity of protein acetyltransferases. J Biol Chem. 2012 May 4;287(19):15590-601. doi: 10.1074/jbc.M112.352104. Epub 2012 Mar 13. PubMed PMID: 22416131; PubMed Central PMCID: PMC3346091.