N6-Succinyllysine

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

MedKoo CAT#: 597580

CAS#: 52685-16-2

Description: N6-Succinyllysine is a bioactive chemical.


Price and Availability

Size
Price

1g
USD 2950
Size
Price

Size
Price

N6-Succinyllysine 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#: 597580
Name: N6-Succinyllysine
CAS#: 52685-16-2
Chemical Formula: C10H18N2O5
Exact Mass: 246.1216
Molecular Weight: 246.26
Elemental Analysis: C, 48.77; H, 7.37; N, 11.38; O, 32.48


Synonym: N6-Succinyllysine; epsilon-Succinyllysine; Succinyllysine, 6-;

IUPAC/Chemical Name: N6-(3-carboxypropanoyl)-L-lysine

InChi Key: ZAFOVBXOMIXMTH-ZETCQYMHSA-N

InChi Code: InChI=1S/C10H18N2O5/c11-7(10(16)17)3-1-2-6-12-8(13)4-5-9(14)15/h7H,1-6,11H2,(H,12,13)(H,14,15)(H,16,17)/t7-/m0/s1

SMILES Code: N[C@@H](CCCCNC(CCC(O)=O)=O)C(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).

Harmonized System Code:
2934.99.90.01


References

1: Zhang Z, Tan M, Xie Z, Dai L, Chen Y, Zhao Y. Identification of lysine succinylation as a new post-translational modification. Nat Chem Biol. 2011 Jan;7(1):58-63. doi: 10.1038/nchembio.495. Epub 2010 Dec 12. PubMed PMID: 21151122; PubMed Central PMCID: PMC3065206.

2: Kumar S, Lombard DB. Mitochondrial sirtuins and their relationships with metabolic disease and cancer. Antioxid Redox Signal. 2015 Apr 20;22(12):1060-77. doi: 10.1089/ars.2014.6213. Epub 2015 Feb 10. Review. PubMed PMID: 25545135; PubMed Central PMCID: PMC4389911.

3: He D, Wang Q, Li M, Damaris RN, Yi X, Cheng Z, Yang P. Global Proteome Analyses of Lysine Acetylation and Succinylation Reveal the Widespread Involvement of both Modification in Metabolism in the Embryo of Germinating Rice Seed. J Proteome Res. 2016 Mar 4;15(3):879-90. doi: 10.1021/acs.jproteome.5b00805. Epub 2016 Jan 28. PubMed PMID: 26767346.

4: Colak G, Xie Z, Zhu AY, Dai L, Lu Z, Zhang Y, Wan X, Chen Y, Cha YH, Lin H, Zhao Y, Tan M. Identification of lysine succinylation substrates and the succinylation regulatory enzyme CobB in Escherichia coli. Mol Cell Proteomics. 2013 Dec;12(12):3509-20. doi: 10.1074/mcp.M113.031567. Epub 2013 Oct 31. PubMed PMID: 24176774; PubMed Central PMCID: PMC3861704.

5: Pan J, Chen R, Li C, Li W, Ye Z. Global Analysis of Protein Lysine Succinylation Profiles and Their Overlap with Lysine Acetylation in the Marine Bacterium Vibrio parahemolyticus. J Proteome Res. 2015 Oct 2;14(10):4309-18. doi: 10.1021/acs.jproteome.5b00485. Epub 2015 Sep 21. PubMed PMID: 26369940.

6: Shen C, Xue J, Sun T, Guo H, Zhang L, Meng Y, Wang H. Succinyl-proteome profiling of a high taxol containing hybrid Taxus species (Taxus × media) revealed involvement of succinylation in multiple metabolic pathways. Sci Rep. 2016 Feb 23;6:21764. doi: 10.1038/srep21764. PubMed PMID: 26902839; PubMed Central PMCID: PMC4763222.

7: Schwartz MH, Waldbauer JR, Zhang L, Pan T. Global tRNA misacylation induced by anaerobiosis and antibiotic exposure broadly increases stress resistance in Escherichia coli. Nucleic Acids Res. 2016 Dec 1;44(21):10292-10303. Epub 2016 Sep 26. PubMed PMID: 27672035; PubMed Central PMCID: PMC5137444.

8: Madsen AS, Olsen CA. Substrates for efficient fluorometric screening employing the NAD-dependent sirtuin 5 lysine deacylase (KDAC) enzyme. J Med Chem. 2012 Jun 14;55(11):5582-90. doi: 10.1021/jm300526r. Epub 2012 May 24. PubMed PMID: 22583019.

9: Fritz KS, Green MF, Petersen DR, Hirschey MD. Ethanol metabolism modifies hepatic protein acylation in mice. PLoS One. 2013 Sep 20;8(9):e75868. doi: 10.1371/journal.pone.0075868. eCollection 2013. PubMed PMID: 24073283; PubMed Central PMCID: PMC3779192.

10: Elliott JI, Stone KL, Williams KR. Synthesis and use of an internal amino acid sequencing standard peptide. Anal Biochem. 1993 May 15;211(1):94-101. PubMed PMID: 8323041.

11: Xie L, Li J, Deng W, Yu Z, Fang W, Chen M, Liao W, Xie J, Pan W. Proteomic analysis of lysine succinylation of the human pathogen Histoplasma capsulatum. J Proteomics. 2017 Feb 10;154:109-117. doi: 10.1016/j.jprot.2016.12.020. Epub 2017 Jan 4. PubMed PMID: 28063982.

12: Smestad J, Erber L, Chen Y, Maher LJ 3rd. Chromatin Succinylation Correlates with Active Gene Expression and Is Perturbed by Defective TCA Cycle Metabolism. iScience. 2018 Apr 27;2:63-75. doi: 10.1016/j.isci.2018.03.012. PubMed PMID: 29888767; PubMed Central PMCID: PMC5993049.

13: Przybylski M, Glocker MO, Nestel U, Schnaible V, Blüggel M, Diederichs K, Weckesser J, Schad M, Schmid A, Welte W, Benz R. X-ray crystallographic and mass spectrometric structure determination and functional characterization of succinylated porin from Rhodobacter capsulatus: implications for ion selectivity and single-channel conductance. Protein Sci. 1996 Aug;5(8):1477-89. PubMed PMID: 8844839; PubMed Central PMCID: PMC2143490.

14: Wang Y, Jin J, Chung MWH, Feng L, Sun H, Hao Q. Identification of the YEATS domain of GAS41 as a pH-dependent reader of histone succinylation. Proc Natl Acad Sci U S A. 2018 Mar 6;115(10):2365-2370. doi: 10.1073/pnas.1717664115. Epub 2018 Feb 20. PubMed PMID: 29463709; PubMed Central PMCID: PMC5877980.

15: Feng S, Jiao K, Guo H, Jiang M, Hao J, Wang H, Shen C. Succinyl-proteome profiling of Dendrobium officinale, an important traditional Chinese orchid herb, revealed involvement of succinylation in the glycolysis pathway. BMC Genomics. 2017 Aug 10;18(1):598. doi: 10.1186/s12864-017-3978-x. PubMed PMID: 28797234; PubMed Central PMCID: PMC5553593.

16: Liu S, Ji S, Yu ZJ, Wang HL, Cheng X, Li WJ, Jing L, Yu Y, Chen Q, Yang LL, Li GB, Wu Y. Structure-based discovery of new selective small-molecule sirtuin 5 inhibitors. Chem Biol Drug Des. 2018 Jan;91(1):257-268. doi: 10.1111/cbdd.13077. Epub 2017 Aug 18. PubMed PMID: 28756638.

17: Zhang Y, Wang G, Song L, Mu P, Wang S, Liang W, Lin Q. Global analysis of protein lysine succinylation profiles in common wheat. BMC Genomics. 2017 Apr 20;18(1):309. doi: 10.1186/s12864-017-3698-2. PubMed PMID: 28427325; PubMed Central PMCID: PMC5397794.