D-Glutamine

HCID 145815

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Grundinformationen

CAS: 5959-95-5
Standard-SMILES: NC(=O)CC[C@@H](N)C(=O)O
InChIKey: ZDXPYRJPNDTMRX-GSVOUGTGSA-N
Summenformel: C5H10N2O3
Durchschnittliche Molmasse: 146,14 g/mol
Monoisotopische Masse: 146,06914218

Überblick

D-glutamine is the D-enantiomer of glutamine. It has a role as a mouse metabolite. It is a D-alpha-amino acid and a glutamine. It is a conjugate base of a D-glutaminium. It is a conjugate acid of a D-glutaminate. It is an enantiomer of a L-glutamine. It is a tautomer of a D-glutamine zwitterion.

Namen und Bezeichner

Bevorzugter Name: D-Glutamine
IUPAC: (2R)-2,5-diamino-5-oxopentanoic acid
Englischer Name: D-Glutamine
Summenformel: C5H10N2O3
Molmasse: 146.14

Namen und Synonyme

D-glutamine5959-95-5D-2-Aminoglutaramic acidGlutamine, D-(2R)-2-amino-4-carbamoylbutanoic acid(2R)-2,5-diamino-5-oxopentanoic acid(R)-2,5-diamino-5-oxopentanoic acidDTXSID604634563HB36CA2YDTXCID4026345CHEBI:17061RefChem:583856

Weitere Namen anzeigen

D-Gln-OHD-GIn-0HCAS5959-95-5D(-)-GLUTAMINED-Glutamine>D-Glutamine99+%dextro-glutamine

673-968-0H-D-Gln-OHD-GlnMFCD00065607(r)-2-amino-4-carbamoyl-butyric acidNCGC00163333-01M02933DGN

Datenbank-Bezeichner

CAS: 5959-95-5
PubChem CID: 145815
DTXSID: DTXSID6046345
ChEMBL: CHEMBL1232207
ChEBI: CHEBI:17061
UNII: 63HB36CA2Y
EC Number: 673-968-0
Nikkaji: J9.211H

Eigenschaften

Berechnete Struktureigenschaften

XLogP: -3,1
Polarare Oberfläche (TPSA): 106 Å²
H-Brücken-Donoren: 3
H-Brücken-Akzeptoren: 4
Frei drehbare Bindungen: 4
Schwere Atome: 10
Formalladung: 0
Komplexität: 146

Experimentelle und physikochemische Eigenschaften

Physical DescriptionSolid

Physikochemische Eigenschaften

Schmelzpunkt: 184 · 184-185 °C
Siedepunkt: 265.74 °C · 265.74°C (rough estimate)
Dichte: 1.3394 · 1.3394 (rough estimate)
Brechungsindex: -33 ° · -33 ° (C=5, 5mol/L HCl)
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
Löslichkeit: Water (Slightly, Sonicated)
pka: 2.27 · 2.27±0.10(Predicted)
Aggregatzustand: Powder
Farbe: White
Wasserlöslichkeit: 42.53 g/L · 42.53g/L(temperature not stated)
BRN: 1723796 · 1723796
Major Application: cell analysis
InChI: 1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/t3-/m1/s1
InChIKey: ZDXPYRJPNDTMRX-GSVOUGTGSA-N
SMILES: N[C@H](CCC(N)=O)C(O)=O
LogP: -1.576 · -1.576 (est)
CAS Datenbank: 5959 · 5959-95-5(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Sicherheitsdaten

wgk: 3
hs_code: 29241900
risk_code: 36/37/38
hazard_code: Xi
safety_code: 36/37/39-26-27-24/25
Speicherklasse: 11 - Combustible Solids

Chemie und Industrie

Pharmakologische Informationen

Cellular LocationsCytoplasm

Verwendung und Herstellung

UsesUse (kg; approx.) in Germany (2009): >1000

Anwendungen · 1 Eintrag

VerwendenD-Glutamine is an unnatural isomer of L-Glutamine (G597000) that is present in human plasma an is a source of liberated ammonia. D-Glutamine can be synthesized by enzymatic means or can be found in cheeses, wine and vinegars as well. It is often used to determine the activity of Glutamine synthetase, an enzyme that is commonly found in the mammalian liver and brain that controls the use of nitrogen in cells.