selenocystine

Names

[ Name ]:
selenocystine

[Synonym ]:
selenocystine,(L)-isomer
selenocystine
L-Selenocystine
C6H12N2O4Se2
L-3,3'-Diselenodialanine
Seleno-L-cystine Monohydrate
seleno-DL-cystine
UNII:493154PTZ7
(l,l)-selenocystine
(2R,2'R)-3,3'-Diselane-1,2-diylbis(2-aminopropanoic acid) (non-preferred name)
(R,R)-3,3'-Diselenobis(2-aminopropionic Acid) Monohydrate
L-Alanine,3,3'-diselenobis
(2R,2'R)-3,3'-(1,2-Diselanediyl)bis(2-aminopropanoic acid)
Seleno-L-cystine
Alanine,3,3'-diselenodi-,L
MFCD00800971

Biological Activity

[Description]:

L-Selenocystine is a diselenide-bridged amino acid. L-Selenocystine is a redox-active selenium compound that has both anti- and pro-oxidant actions. L-Selenocystine induces an unfolded protein response, ER stress, and large cytoplasmic vacuolization in HeLa cells and has cytostatic effects in a range of cancer cell types[1].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Others >> Others

[References]

[1]. Michio Iwaoka, et al. Synthesis of selenocysteine and selenomethionine derivatives from sulfur-containing amino acids. Chem Biodivers. 2008 Mar;5(3):359-74.Michio Iwaoka, et al. Synthesis of selenocysteine and selenomethionine derivatives from sulfur-containing amino acids. Chem Biodivers. 2008 Mar;5(3):359-74.

Chemical & Physical Properties

[ Boiling Point ]:
538.3±60.0 °C at 760 mmHg

[ Melting Point ]:
224.5-229.5ºC(lit.)

[ Molecular Formula ]:
C₆H₁₂N₂O₄Se₂

[ Molecular Weight ]:
334.091

[ Flash Point ]:
279.3±32.9 °C

[ Exact Mass ]:
335.912750

[ PSA ]:
126.64000

[ LogP ]:
1.86

[ Appearance of Characters ]:
Powder | Yellow

[ Vapour Pressure ]:
0.0±3.1 mmHg at 25°C

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: AY6032000

CHEMICAL NAME :: Alanine, 3,3'-diselenodi-, L-

CAS REGISTRY NUMBER :: 29621-88-3

LAST UPDATED :: 199712

DATA ITEMS CITED :: 18

MOLECULAR FORMULA :: C6-H12-N2-O4-Se2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 8463 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 108,437,1953 *** REVIEWS *** ACGIH TLV-TWA 0.2 mg(Se)/m3 DTLVS* The Threshold Limit Values (TLVs) and Biological Exposure Indices (BEIs) booklet issues by American Conference of Governmental Industrial Hygienists (ACGIH), Cincinnati, OH, 1996 Volume(issue)/page/year: TLV/BEI,1997 *** OCCUPATIONAL EXPOSURE LIMITS *** OEL-ARAB Republic of Egypt:TWA 0.2 mg(Se)/m3 JAN 1993 OEL-AUSTRALIA:TWA 0.2 mg(Se)/m3 JAN 1993 OEL-BELGIUM:TWA 0.2 mg(Se)/m3 JAN 1993 OEL-DENMARK:TWA 0.1 mg(Se)/m3 JAN 1993 OEL-FINLAND:TWA 0.1 mg(Se)/m3;STEL 0.3 mg(Se)/m3 JAN 1993 OEL-GERMANY:TWA 0.1 mg(Se)/m3 JAN 1993 OEL-HUNGARY:STEL 0.1 mg(Se)/m3 JAN 1993 OEL-THE NETHERLANDS:TWA 0.2 mg(Se)/m3 JAN 1993 OEL-THE PHILIPPINES:TWA 0.2 mg(Se)/m3 JAN 1993 OEL-POLAND:TWA 0.1 mg(Se)/m3 JAN 1993 OEL-SWEDEN:TWA 0.1 mg(Se)/m3 JAN 1993 OEL-SWITZERLAND:TWA 0.1 mg(Se)/m3 JAN 1993 OEL-TURKEY:TWA 0.2 mg(Se)/m3 JAN 1993 OEL-UNITED KINGDOM:TWA 0.1 mg(Se)/m3 JAN 1993 OEL IN BULGARIA, COLOMBIA, JORDAN, KOREA check ACGIH TLV OEL IN NEW ZEALAND, SINGAPORE, VIETNAM check ACGIH TLV

Safety Information

[ Symbol ]:

GHS06, GHS08, GHS09

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H301 + H331-H373-H410

[ Precautionary Statements ]:
P261-P273-P301 + P310-P311-P501

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges

[ Hazard Codes ]:
T: Toxic;N: Dangerous for the environment;

[ Risk Phrases ]:
R23/25

[ Safety Phrases ]:
S28;S45;S60;S61

[ RIDADR ]:
UN 3283 6.1/PG 3

[ WGK Germany ]:
3

[ RTECS ]:
AY6032000

[ Packaging Group ]:
III

[ HS Code ]:
2930909090

Customs

[ HS Code ]: 2930909090

[ Summary ]:
2930909090. other organo-sulphur compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Articles

Determination of selenium and its compounds in marine organisms.

J. Trace Elem. Med. Biol. 29 , 91-8, (2015)

In this study, we investigate the type and quantity of selenium compounds in fish and marine organisms, using ion-pair reversed phase LC–ICP-MS, developed and applied for the analysis of Atlantic cod,...

Effects of selenium on development, survival, and accumulation in the honeybee (Apis mellifera L.).

Environ. Toxicol. Chem. 32(11) , 2584-92, (2013)

Apis mellifera L. (Hymenoptera: Apidae) is an important agricultural pollinator in the United States and throughout the world. In areas of selenium (Se) contamination, honeybees may be at risk because...

Selenocystine induces reactive oxygen species–mediated apoptosis in human cancer cells

Biomed. Pharmacother. 63(2) , 105-13, (2009)

Epidemiological and clinical studies have demonstrated that dietary supplementation of selenium (Se) could reduce the incidence of human cancers. In this study, selenocystine, a nutritionally availabl...

Related Compounds

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