Basic information
- CAS
29621-88-3- Standard SMILES
N[C@@H](C[Se][Se]C[C@H](N)C(=O)O)C(=O)O- InChIKey
JULROCUWKLNBSN-IMJSIDKUSA-N- Molecular formula
- C6H12N2O4Se2
- Average molar mass
- 334.11 g/mol
- Monoisotopic mass
- 335.91274946
Overview
RN given refers to parent cpd; structure
Names & identifiers
- Preferred name
- Selenocystine
- IUPAC
- (2R)-2-amino-3-[[(2R)-2-amino-2-carboxyethyl]diselanyl]propanoic acid
- English name
- L-SELENOCYSTINE
- Molecular formula
- C6H12N2O4Se2
- Molecular weight
- 334.09
Names & synonyms
1464-43-3CHEBI:28553RefChem:8848323,3'-diselane-1,2-diylbis(2-aminopropanoic acid)3,3'-Diselenobisalanine3,3'-DiselenodialanineSelenocystineL-Selenocystine29621-88-3Seleno-L-cystineSelenocystine, L-C6H12N2O4Se2
Show more names
H-Se-Cystine-OHL-SELENOCYSTINE 98%L-Selenocystine,98%Seleno-L-cystine 95%3’-diselenodi-l-alanin3,3'-DISELENO-L-ALANINEl-3,3’-diselenodialanine
L-3,3'-DiselenodialanineAlanine, 3,3'-diselenodi-, L-(2R,2'R)-3,3'-diselanediylbis(2-aminopropanoic acid)MFCD00800971261B157KR83,3'-Diselenobis[L-alanine]L-Selenocystine Preparation Kit(2R)-2-amino-3-[[(2R)-2-amino-2-carboxyethyl]diselanyl]propanoic acid
Database identifiers
- CAS
29621-88-3- PubChem CID
- 207306
- DTXSID
DTXSID001044310- ChEMBL
CHEMBL5283716
Properties
Computed structural properties
- Topological polar surface area
- 127 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 7
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 192
Physicochemical properties
- Melting point
- 224.5 · 224.5-229.5 °C (lit.)
- Boiling point
- 538.3 · 538.3±60.0 °C(Predicted)
- storage temp.
- 2 · 2-8°C
- solubility
- Aqueous Acid (Slightly), Aqueous Base (Slightly)
- pka
- 1.69 · 1.69±0.10(Predicted)
- form
- Powder
- color
- Yellow
- optical activity
- 20 · [α]20/D 28°, c = 1 in NaOH
- BRN
- 1969559 · 1969559
- Stability
- Hygroscopic
- Major Application
- peptide synthesis
- InChI
- 1S/C6H12N2O4Se2/c7-3(5(9)10)1-13-14-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)/t3-,4-/m0/s1
- InChIKey
- JULROCUWKLNBSN-IMJSIDKUSA-N
- SMILES
- N[C@@H](C[Se][Se]C[C@H](N)C(O)=O)C(O)=O
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 261 B157KR8 · 261B157KR8
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P260, P261, P264, P270, P271, P273, P301+P316, P304+P340, P316, P319, P321, P330, P391, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 41 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 3 (100%)
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
- wgk
- 3
- rtecs
- AY6032000
- ridadr
- UN 3283 6.1/PG 3
- hs_code
- 29319090
- risk_code
- 23/25-33-50/53
- Signal word
- Danger
- Symbol(GHS)
- GHS06,GHS08,GHS09
- hazard_code
- T,N
- safety_code
- 20/21-28-45-60-61
- hazard_class
- 6.1
- Storage Class
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- packing_group
- III
- Hazard statements
- H301+H331-H373-H410
- Hazard Classifications
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly.
Applications
DescriptionL-Selenocystine is a diselenide-bridged amino acid that may be confused with selenocysteine (Sec), which is a rare amino acid featuring a single selenium atom. L-Selenocystine is a redox-active selenium compound that has both anti- and pro-oxidant actions. This compound can be reduced by low molecular thiols and disulfide reductases to Sec. It is reduced to Sec by mammalian thioredoxin reductase (apparent Km = 6.0 μM), and this property can be used to assay thioredoxin reductase activity. 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.
UsesSeleno-L-cystine can be used for the synthesis of:Biologically active selenol compounds.Non-natural selenylated diamino acids.
Suppliers100 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
郑州阿尔法化工有限公司+86-18530059196 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖南韵邦生物科技股份有限公司0731-88532326 13319508186 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…