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Selenocystine

HCID 207306
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Grundinformationen

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
Summenformel
C6H12N2O4Se2
Durchschnittliche Molmasse
334,11 g/mol
Monoisotopische Masse
335,91274946

Überblick

RN given refers to parent cpd; structure

Namen und Bezeichner

Bevorzugter Name
Selenocystine
IUPAC
(2R)-2-amino-3-[[(2R)-2-amino-2-carboxyethyl]diselanyl]propanoic acid
Englischer Name
L-SELENOCYSTINE
Summenformel
C6H12N2O4Se2
Molmasse
334.09

Namen und Synonyme

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
Weitere Namen anzeigen
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

Datenbank-Bezeichner

CAS
29621-88-3
PubChem CID
207306
DTXSID
DTXSID001044310
ChEMBL
CHEMBL5283716

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA)
127 Ų
H-Brücken-Donoren
4
H-Brücken-Akzeptoren
6
Frei drehbare Bindungen
7
Schwere Atome
14
Formalladung
0
Komplexität
192

Physikochemische Eigenschaften

Schmelzpunkt
224.5 · 224.5-229.5 °C (lit.)
Siedepunkt
538.3 · 538.3±60.0 °C(Predicted)
storage temp.
2 · 2-8°C
Löslichkeit
Aqueous Acid (Slightly), Aqueous Base (Slightly)
pka
1.69 · 1.69±0.10(Predicted)
Aggregatzustand
Powder
Farbe
Yellow
BRN
1969559 · 1969559
Stabilität
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

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 4 Einträge

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.

Gefahrenhinweise

Hazard Classes and CategoriesAcute Tox. 3 (100%)

Sicherheitsdaten

wgk
3
ridadr
UN 3283 6.1/PG 3
hs_code
29319090
RTECS-Nr.
AY6032000
risk_code
23/25-33-50/53
hazard_code
T,N
safety_code
20/21-28-45-60-61
hazard_class
6.1
packing_group
III
Speicherklasse
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications
Acute Tox. 3 InhalationAcute Tox. 3 OralAquatic Acute 1Aquatic Chronic 1STOT RE 2

Chemie und Industrie

Pharmakologische Informationen

MeSH Pharmacological Classification · 1 Eintrag

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.

Anwendungen · 2 Einträge

BeschreibungL-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.

VerwendenSeleno-L-cystine can be used for the synthesis of:Biologically active selenol compounds.Non-natural selenylated diamino acids.

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