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MedKoo Cat#: 592449 | Name: Selenolanthionine

Description:

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

Selenolanthionine is the major water-soluble selenium compound in the selenium tolerant plant Cardamine violifolia.

Chemical Structure

Selenolanthionine
Selenolanthionine
CAS#25480-40-4

Theoretical Analysis

MedKoo Cat#: 592449

Name: Selenolanthionine

CAS#: 25480-40-4

Chemical Formula: C6H12N2O4Se

Exact Mass: 255.9962

Molecular Weight: 255.13

Elemental Analysis: C, 28.25; H, 4.74; N, 10.98; O, 25.08; Se, 30.95

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 #
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Synonym
Selenolanthionine
IUPAC/Chemical Name
Alanine, 3,3'-selenobis-
InChi Key
AKHDCUIIFPFSCM-IMJSIDKUSA-N
InChi Code
InChI=1S/C6H12N2O4Se/c7-3(5(9)10)1-13-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)/t3-,4-/m0/s1
SMILES Code
N[C@@H](C[Se]C[C@@H](C(O)=O)N)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

Preparing Stock Solutions

The following data is based on the product molecular weight 255.13 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
1: Both EB, Shao S, Xiang J, Jókai Z, Yin H, Liu Y, Magyar A, Dernovics M. Selenolanthionine is the major water-soluble selenium compound in the selenium tolerant plant Cardamine violifolia. Biochim Biophys Acta. 2018 Jan 10. pii: S0304-4165(18)30006-0. doi: 10.1016/j.bbagen.2018.01.006. [Epub ahead of print] PubMed PMID: 29331509. 2: Chitta KR, Landero Figueroa JA, Caruso JA, Merino EJ. Selenium mediated arsenic toxicity modifies cytotoxicity, reactive oxygen species and phosphorylated proteins. Metallomics. 2013 Jun;5(6):673-85. doi: 10.1039/c3mt20213e. PubMed PMID: 23503360. 3: de Araujo AD, Mobli M, King GF, Alewood PF. Cyclization of peptides by using selenolanthionine bridges. Angew Chem Int Ed Engl. 2012 Oct 8;51(41):10298-302. doi: 10.1002/anie.201204229. Epub 2012 Sep 18. PubMed PMID: 22991244. 4: Aureli F, Ouerdane L, Bierla K, Szpunar J, Prakash NT, Cubadda F. Identification of selenosugars and other low-molecular weight selenium metabolites in high-selenium cereal crops. Metallomics. 2012 Aug;4(9):968-78. doi: 10.1039/c2mt20085f. PubMed PMID: 22802147. 5: Zeng H, Jackson MI, Cheng WH, Combs GF Jr. Chemical form of selenium affects its uptake, transport, and glutathione peroxidase activity in the human intestinal Caco-2 cell model. Biol Trace Elem Res. 2011 Nov;143(2):1209-18. doi: 10.1007/s12011-010-8935-3. Epub 2010 Dec 23. PubMed PMID: 21181292. 6: Siluvai GS, Nakano M, Mayfield M, Blackburn NJ. The essential role of the Cu(II) state of Sco in the maturation of the Cu(A) center of cytochrome oxidase: evidence from H135Met and H135SeM variants of the Bacillus subtilis Sco. J Biol Inorg Chem. 2011 Feb;16(2):285-97. doi: 10.1007/s00775-010-0725-z. Epub 2010 Oct 31. PubMed PMID: 21069401; PubMed Central PMCID: PMC3073779. 7: Far J, Preud'homme H, Lobinski R. Detection and identification of hydrophilic selenium compounds in selenium-rich yeast by size exclusion-microbore normal-phase HPLC with the on-line ICP-MS and electrospray Q-TOF-MS detection. Anal Chim Acta. 2010 Jan 11;657(2):175-90. doi: 10.1016/j.aca.2009.10.040. PubMed PMID: 20005330. 8: Block E, Birringer M, Jiang W, Nakahodo T, Thompson HJ, Toscano PJ, Uzar H, Zhang X, Zhu Z. Allium chemistry: synthesis, natural occurrence, biological activity, and chemistry of Se-alk(en)ylselenocysteines and their gamma-glutamyl derivatives and oxidation products. J Agric Food Chem. 2001 Jan;49(1):458-70. PubMed PMID: 11305255. 9: Fanchon E, Hendrickson WA. Effect of the anisotropy of anomalous scattering on the MAD phasing method. Acta Crystallogr A. 1990 Oct 1;46 ( Pt 10):809-20. PubMed PMID: 2248730. 10: Kunert J. Antifungal effects of selenocystine and its derivatives on dermatophytes. Mycoses. 1989 Jul;32(7):354-8. PubMed PMID: 2797051. 11: Templeton LK, Templeton DH. Biaxial tensors for anomalous scattering of X-rays in selenolanthionine. Acta Crystallogr A. 1988 Nov 1;44 ( Pt 6):1045-51. PubMed PMID: 3271115. 12: Roy J, Gordon W, Schwartz IL, Walter R. Optically active selenium-containing amino acids. The synthesis of L-selenocystine and L-selenolanthionine. J Org Chem. 1970 Feb;35(2):510-3. PubMed PMID: 5412141.