MedKoo Cat#: 597019 | Name: Selenodicysteine

Description:

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

Selenodicysteine is the 21st proteinogenic amino acid. Selenocysteine exists naturally in all three domains of life, but not in every lineage, as a building block of selenoproteins. Selenocysteine is a cysteine analogue with a selenium-containing selenol group in place of the sulfur-containing thiol group. Selenocysteine is present in several enzymes (for example glutathione peroxidases, tetraiodothyronine 5' deiodinases, thioredoxin reductases, formate dehydrogenases, glycine reductases, selenophosphate synthetase 2, methionine-R-sulfoxide reductase B1 (SEPX1), and some hydrogenases).

Chemical Structure

Selenodicysteine
CAS#20710-99-0

Theoretical Analysis

MedKoo Cat#: 597019

Name: Selenodicysteine

CAS#: 20710-99-0

Chemical Formula: C6H12N2O4S2Se

Exact Mass: 319.9404

Molecular Weight: 319.25

Elemental Analysis: C, 22.57; H, 3.79; N, 8.77; O, 20.05; S, 20.08; Se, 24.73

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
Selenodicysteine;
IUPAC/Chemical Name
(2R,2'R)-3,3'-(selenobis(sulfanediyl))bis(2-aminopropanoic acid)
InChi Key
VCVRJYVZIBRVAD-IMJSIDKUSA-N
InChi Code
InChI=1S/C6H12N2O4S2Se/c7-3(5(9)10)1-13-15-14-2-4(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](CS[Se]SC[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
>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

Preparing Stock Solutions

The following data is based on the product molecular weight 319.25 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: Tobe T, Ueda K, Aoki A, Okamoto Y, Kojima N, Jinno H. Selenium uptake through cystine transporter mediated by glutathione conjugation. J Toxicol Sci. 2017;42(1):85-91. doi: 10.2131/jts.42.85. PubMed PMID: 28070112. 2: Labunskyy VM, Hatfield DL, Gladyshev VN. Selenoproteins: molecular pathways and physiological roles. Physiol Rev. 2014 Jul;94(3):739-77. doi: 10.1152/physrev.00039.2013. Review. PubMed PMID: 24987004; PubMed Central PMCID: PMC4101630. 3: Gabel-Jensen C, Gammelgaard B, Bendahl L, Stürup S, Jøns O. Separation and identification of selenotrisulfides in epithelial cell homogenates by LC-ICP-MS and LC-ESI-MS after incubation with selenite. Anal Bioanal Chem. 2006 Feb;384(3):697-702. Epub 2005 Dec 3. PubMed PMID: 16328239. 4: Park YC, Kim JB, Heo Y, Park DC, Lee IS, Chung HW, Han JH, Chung WG, Vendeland SC, Whanger PD. Metabolism of subtoxic level of selenite by double-perfused small intestine in rats. Biol Trace Elem Res. 2004 May;98(2):143-57. PubMed PMID: 15073412. 5: Alabi NS, Beilstein MA, Whanger PD. Chemical forms of selenium present in rat and ram spermatozoa. Biol Trace Elem Res. 2000 Aug;76(2):161-73. PubMed PMID: 11049230. 6: Whanger P, Vendeland S, Park YC, Xia Y. Metabolism of subtoxic levels of selenium in animals and humans. Ann Clin Lab Sci. 1996 Mar-Apr;26(2):99-113. Review. PubMed PMID: 8852418. 7: Abdullaev FI, Frenkel GD. Time-course of inhibition of cellular nucleic acid synthesis by selenite. J Inorg Biochem. 1994 Aug 1;55(2):113-21. PubMed PMID: 7519656. 8: Vendeland SC, Deagen JT, Whanger PD. Uptake of selenotrisulfides of glutathione and cysteine by brush border membranes from rat intestines. J Inorg Biochem. 1992 Aug;47(2):131-40. PubMed PMID: 1431873. 9: Frenkel GD, Falvey D, MacVicar C. Products of the reaction of selenite with intracellular sulfhydryl compounds. Biol Trace Elem Res. 1991 Jul;30(1):9-18. PubMed PMID: 1718373. 10: Würmli R, Wolffram S, Stingelin Y, Scharrer E. Stimulation of mucosal uptake of selenium from selenite by L-cysteine in sheep small intestine. Biol Trace Elem Res. 1989 Apr-May;20(1-2):75-85. PubMed PMID: 2484404. 11: Cantor AH, Sutton CD, Johnson TH. Biological availability of selenodicysteine in chicks. Poult Sci. 1983 Dec;62(12):2429-32. PubMed PMID: 6669509. 12: Rupp H, Weser U. X-ray photoelectron spectroscopy of some selenium containing amino acids. Bioinorg Chem. 1975;5(1):21-32. PubMed PMID: 1182207.