Adenosylselenomethionine

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

MedKoo CAT#: 591202

CAS#: 5134-38-3

Description: Adenosylselenomethionine is involved in metabolism of selenomethionine.

Chemical Structure

img
Adenosylselenomethionine
CAS# 5134-38-3
Instruction

Theoretical Analysis

MedKoo Cat#: 591202
Name: Adenosylselenomethionine
CAS#: 5134-38-3
Chemical Formula: C15H22N6O5Se
Exact Mass: 446.08
Molecular Weight: 445.340
Elemental Analysis: C, 40.46; H, 4.98; N, 18.87; O, 17.96; Se, 17.73

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: Adenosylselenomethionine; Adosemet;

IUPAC/Chemical Name: Adenosine, 5'-((3-amino-3-carboxypropyl)methylselenonio)-5'-deoxy-, hydroxide, inner salt

InChi Key: GGJFWMOVUFBSIN-YDBXVIPQSA-N

InChi Code: InChI=1S/C15H22N6O5Se/c1-27(3-2-7(16)15(24)25)4-8-10(22)11(23)14(26-8)21-6-20-9-12(17)18-5-19-13(9)21/h5-8,10-11,14,22-23H,2-4,16H2,1H3,(H2-,17,18,19,24,25)/t7?,8-,10-,11-,14-,27?/m1/s1

SMILES Code: O[C@@H]([C@H]([C@H](N1C=NC2=C(N=CN=C21)N)O3)O)[C@H]3C[Se+](CCC(N)C([O-])=O)C

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

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 445.34 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

1: Rohn I, Marschall TA, Kroepfl N, Jensen KB, Aschner M, Tuck S, Kuehnelt D, Schwerdtle T, Bornhorst J. Selenium species-dependent toxicity, bioavailability and metabolic transformations in Caenorhabditis elegans. Metallomics. 2018 May 17. doi: 10.1039/c8mt00066b. [Epub ahead of print] PubMed PMID: 29770420.

2: Thompson S, McMahon SA, Naismith JH, O'Hagan D. Exploration of a potential difluoromethyl-nucleoside substrate with the fluorinase enzyme. Bioorg Chem. 2016 Feb;64:37-41. doi: 10.1016/j.bioorg.2015.11.003. Epub 2015 Nov 18. PubMed PMID: 26642178.

3: Xu J, Zhang J, Lu X, Liang W, Zhang L, Kan B. O antigen is the receptor of Vibrio cholerae serogroup O1 El Tor typing phage VP4. J Bacteriol. 2013 Feb;195(4):798-806. doi: 10.1128/JB.01770-12. Epub 2012 Dec 7. PubMed PMID: 23222721; PubMed Central PMCID: PMC3562091.

4: Magidovich H, Yurist-Doutsch S, Konrad Z, Ventura VV, Dell A, Hitchen PG, Eichler J. AglP is a S-adenosyl-L-methionine-dependent methyltransferase that participates in the N-glycosylation pathway of Haloferax volcanii. Mol Microbiol. 2010 Apr;76(1):190-9. doi: 10.1111/j.1365-2958.2010.07090.x. Epub 2010 Feb 10. PubMed PMID: 20149102.

5: Iwig DF, Grippe AT, McIntyre TA, Booker SJ. Isotope and elemental effects indicate a rate-limiting methyl transfer as the initial step in the reaction catalyzed by Escherichia coli cyclopropane fatty acid synthase. Biochemistry. 2004 Oct 26;43(42):13510-24. PubMed PMID: 15491158.

6: Iwig DF, Booker SJ. Insight into the polar reactivity of the onium chalcogen analogues of S-adenosyl-L-methionine. Biochemistry. 2004 Oct 26;43(42):13496-509. PubMed PMID: 15491157.

7: Wrobel K, Wrobel K, Kannamkumarath SS, Caruso JA. Identification of selenium species in urine by ion-pairing HPLC-ICP-MS using laboratory-synthesized standards. Anal Bioanal Chem. 2003 Oct;377(4):670-4. Epub 2003 Aug 23. PubMed PMID: 12937882.

8: Baptista RP, Santos AM, Fedorov A, Martinho JM, Pichot C, Elaïssari A, Cabral JM, Taipa MA. Activity, conformation and dynamics of cutinase adsorbed on poly(methyl methacrylate) latex particles. J Biotechnol. 2003 May 8;102(3):241-9. PubMed PMID: 12730007.

9: Cosper NJ, Booker SJ, Ruzicka F, Frey PA, Scott RA. Direct FeS cluster involvement in generation of a radical in lysine 2,3-aminomutase. Biochemistry. 2000 Dec 26;39(51):15668-73. PubMed PMID: 11123891.

10: Kajander EO, Harvima RJ, Eloranta TO, Martikainen H, Kantola M, Kärenlampi SO, Akerman K. Metabolism, cellular actions, and cytotoxicity of selenomethionine in cultured cells. Biol Trace Elem Res. 1991 Jan;28(1):57-68. PubMed PMID: 1711890.

11: Kajander EO, Pajula RL, Harvima RJ, Eloranta TO. Synthesis and analysis of selenomethionine metabolites. Anal Biochem. 1989 Jun;179(2):396-400. PubMed PMID: 2774187.

12: Hartmanis MG, Stadtman TC. Isolation of a selenium-containing thiolase from Clostridium kluyveri: identification of the selenium moiety as selenomethionine. Proc Natl Acad Sci U S A. 1982 Aug;79(16):4912-6. PubMed PMID: 6956900; PubMed Central PMCID: PMC346795.

13: SKUPIN J. A comparison of chemically and enzymically prepared Se-adenosylselenomethionine. Acta Biochim Pol. 1962;9:253-9. PubMed PMID: 13913746.