Deoxyhypusine | CAS#82543-85-9 | enzyme

MedKoo Cat#: 597582 | Name: Deoxyhypusine

Description:

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

Deoxyhypusine is an enzyme.

Chemical Structure

Deoxyhypusine

CAS#82543-85-9

Theoretical Analysis

MedKoo Cat#: 597582

Name: Deoxyhypusine

CAS#: 82543-85-9

Chemical Formula: C10H23N3O2

Exact Mass: 217.1790

Molecular Weight: 217.31

Elemental Analysis: C, 55.27; H, 10.67; N, 19.34; O, 14.72

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

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Related CAS #

No Data

Synonym

Deoxyhypusine;

IUPAC/Chemical Name

N6-(4-aminobutyl)-L-lysine

InChi Key

PGPFBXMCOQNMJO-VIFPVBQESA-N

InChi Code

InChI=1S/C10H23N3O2/c11-6-2-4-8-13-7-3-1-5-9(12)10(14)15/h9,13H,1-8,11-12H2,(H,14,15)/t9-/m0/s1

SMILES Code

N[C@@H](CCCCNCCCCN)C(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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 217.31 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.

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: Nguyen S, Leija C, Kinch L, Regmi S, Li Q, Grishin NV, Phillips MA. Deoxyhypusine Modification of Eukaryotic Translation Initiation Factor 5A (eIF5A) Is Essential for Trypanosoma brucei Growth and for Expression of Polyprolyl-containing Proteins. J Biol Chem. 2015 Aug 7;290(32):19987-98. doi: 10.1074/jbc.M115.656785. Epub 2015 Jun 16. PubMed PMID: 26082486; PubMed Central PMCID: PMC4528157. 2: Hyvönen MT, Khomutov M, Petit M, Weisell J, Kochetkov SN, Alhonen L, Vepsäläinen J, Khomutov AR, Keinänen TA. Enantiomers of 3-methylspermidine selectively modulate deoxyhypusine synthesis and reveal important determinants for spermidine transport. ACS Chem Biol. 2015 Jun 19;10(6):1417-24. doi: 10.1021/cb500938e. Epub 2015 Feb 27. PubMed PMID: 25689365. 3: Colvin SC, Maier B, Morris DL, Tersey SA, Mirmira RG. Deoxyhypusine synthase promotes differentiation and proliferation of T helper type 1 (Th1) cells in autoimmune diabetes. J Biol Chem. 2013 Dec 20;288(51):36226-35. doi: 10.1074/jbc.M113.473942. Epub 2013 Nov 6. PubMed PMID: 24196968; PubMed Central PMCID: PMC3868737. 4: Han Z, Sakai N, Böttger LH, Klinke S, Hauber J, Trautwein AX, Hilgenfeld R. Crystal Structure of the Peroxo-diiron(III) Intermediate of Deoxyhypusine Hydroxylase, an Oxygenase Involved in Hypusination. Structure. 2015 May 5;23(5):882-892. doi: 10.1016/j.str.2015.03.002. Epub 2015 Apr 9. PubMed PMID: 25865244. 5: von Koschitzky I, Gerhardt H, Lämmerhofer M, Kohout M, Gehringer M, Laufer S, Pink M, Schmitz-Spanke S, Strube C, Kaiser A. New insights into novel inhibitors against deoxyhypusine hydroxylase from plasmodium falciparum: compounds with an iron chelating potential. Amino Acids. 2015 Jun;47(6):1155-66. doi: 10.1007/s00726-015-1943-z. Epub 2015 Feb 26. PubMed PMID: 25715757. 6: Park JH, Wolff EC, Park MH. Assay of deoxyhypusine hydroxylase activity. Methods Mol Biol. 2011;720:207-16. doi: 10.1007/978-1-61779-034-8_13. PubMed PMID: 21318876; PubMed Central PMCID: PMC3178843. 7: Wolff EC, Lee SB, Park MH. Assay of deoxyhypusine synthase activity. Methods Mol Biol. 2011;720:195-205. doi: 10.1007/978-1-61779-034-8_12. PubMed PMID: 21318875; PubMed Central PMCID: PMC3178833. 8: Park JH, Wolff EC, Folk JE, Park MH. Reversal of the deoxyhypusine synthesis reaction. Generation of spermidine or homospermidine from deoxyhypusine by deoxyhypusine synthase. J Biol Chem. 2003 Aug 29;278(35):32683-91. Epub 2003 Jun 4. PubMed PMID: 12788913. 9: Nguyen S, Jones DC, Wyllie S, Fairlamb AH, Phillips MA. Allosteric activation of trypanosomatid deoxyhypusine synthase by a catalytically dead paralog. J Biol Chem. 2013 May 24;288(21):15256-67. doi: 10.1074/jbc.M113.461137. Epub 2013 Mar 21. PubMed PMID: 23525104; PubMed Central PMCID: PMC3663545. 10: Jasniewski AJ, Engstrom LM, Vu VV, Park MH, Que L Jr. X-ray absorption spectroscopic characterization of the diferric-peroxo intermediate of human deoxyhypusine hydroxylase in the presence of its substrate eIF5a. J Biol Inorg Chem. 2016 Sep;21(5-6):605-18. doi: 10.1007/s00775-016-1373-8. Epub 2016 Jul 5. PubMed PMID: 27380180; PubMed Central PMCID: PMC4990465. 11: Njuguna JT, von Koschitzky I, Gerhardt H, Lämmerhofer M, Choucry A, Pink M, Schmitz-Spahnke S, Bakheit MA, Strube C, Kaiser A. Target evaluation of deoxyhypusine synthase from Theileria parva the neglected animal parasite and its relationship to Plasmodium. Bioorg Med Chem. 2014 Aug 1;22(15):4338-46. doi: 10.1016/j.bmc.2014.05.007. Epub 2014 May 21. PubMed PMID: 24909679. 12: von Koschitzky I, Kaiser A. Chemical profiling of deoxyhypusine hydroxylase inhibitors for antimalarial therapy. Amino Acids. 2013 Nov;45(5):1047-53. doi: 10.1007/s00726-013-1575-0. Epub 2013 Aug 14. Review. Erratum in: Amino Acids. 2014 Mar;46(3):643. PubMed PMID: 23943044. 13: Quintas-Granados LI, Carvajal Gamez BI, Villalpando JL, Ortega-Lopez J, Arroyo R, Azuara-Liceaga E, Álvarez-Sánchez ME. Bifunctional activity of deoxyhypusine synthase/hydroxylase from Trichomonas vaginalis. Biochimie. 2016 Apr;123:37-51. doi: 10.1016/j.biochi.2015.09.027. Epub 2015 Sep 26. PubMed PMID: 26410361. 14: Nishimura K, Lee SB, Park JH, Park MH. Essential role of eIF5A-1 and deoxyhypusine synthase in mouse embryonic development. Amino Acids. 2012 Feb;42(2-3):703-10. doi: 10.1007/s00726-011-0986-z. Epub 2011 Aug 18. PubMed PMID: 21850436; PubMed Central PMCID: PMC3220921. 15: Schröder M, Kolodzik A, Windshügel B, Krepstakies M, Priyadarshini P, Hartjen P, van Lunzen J, Rarey M, Hauber J, Meier C. Linker-Region Modified Derivatives of the Deoxyhypusine Synthase Inhibitor CNI-1493 Suppress HIV-1 Replication. Arch Pharm (Weinheim). 2016 Feb;349(2):91-103. doi: 10.1002/ardp.201500323. Epub 2016 Jan 3. PubMed PMID: 26725082. 16: Cáceres CJ, Angulo J, Contreras N, Pino K, Vera-Otarola J, López-Lastra M. Targeting deoxyhypusine hydroxylase activity impairs cap-independent translation initiation driven by the 5'untranslated region of the HIV-1, HTLV-1, and MMTV mRNAs. Antiviral Res. 2016 Oct;134:192-206. doi: 10.1016/j.antiviral.2016.09.006. Epub 2016 Sep 12. PubMed PMID: 27633452. 17: Bandino A, Geerts D, Koster J, Bachmann AS. Deoxyhypusine synthase (DHPS) inhibitor GC7 induces p21/Rb-mediated inhibition of tumor cell growth and DHPS expression correlates with poor prognosis in neuroblastoma patients. Cell Oncol (Dordr). 2014 Dec;37(6):387-98. doi: 10.1007/s13402-014-0201-9. Epub 2014 Oct 15. PubMed PMID: 25315710. 18: Schroeder M, Kolodzik A, Pfaff K, Priyadarshini P, Krepstakies M, Hauber J, Rarey M, Meier C. In silico design, synthesis, and screening of novel deoxyhypusine synthase inhibitors targeting HIV-1 replication. ChemMedChem. 2014 May;9(5):940-52. doi: 10.1002/cmdc.201300481. Epub 2014 Mar 11. PubMed PMID: 24616161. 19: Huang JK, Tsai S, Huang GH, Gowda PG, Walzer AM, Wen L. Higher activity of recombinant bovine deoxyhypusine synthase vs. human deoxyhypusine synthase. Protein Expr Purif. 2004 May;35(1):32-8. PubMed PMID: 15039063. 20: Galvão FC, Rossi D, Silveira Wda S, Valentini SR, Zanelli CF. The deoxyhypusine synthase mutant dys1-1 reveals the association of eIF5A and Asc1 with cell wall integrity. PLoS One. 2013;8(4):e60140. doi: 10.1371/journal.pone.0060140. Epub 2013 Apr 1. PubMed PMID: 23573236; PubMed Central PMCID: PMC3613415.