Benzylhydrogen-γ-L-glutamat

L-Glutamic acid, 5-(phenylmethyl) ester

HCID 122337CAS 1676-73-9

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Grundinformationen

Standard-SMILES: N[C@@H](CCC(=O)OCc1ccccc1)C(=O)O
InChIKey: BGGHCRNCRWQABU-JTQLQIEISA-N
Summenformel: C12H15NO4
Durchschnittliche Molmasse: 237,25 g/mol
Monoisotopische Masse: 237,10010796

Namen und Bezeichner

Bevorzugter Name: L-Glutamic acid, 5-(phenylmethyl) ester
IUPAC: (2S)-2-amino-5-oxo-5-phenylmethoxypentanoic acid
Lokaler Name: Benzylhydrogen-γ-L-glutamat
Englischer Name: gamma-Benzyl L-glutamate
Summenformel: C12H15NO4
Molmasse: 237.25

Namen und Synonyme

1676-73-9L-Glutamic acid 5-benzyl ester5-Benzyl L-glutamateL-Glutamic acid gamma-benzyl esterL-Glutamic acid, 5-(phenylmethyl) esterL-Glutamic acid 5-benzylesterDTXSID90883708L-Glutamic acid-.gamma.-benzyl esterNSC 9969EINECS 216-826-1RefChem:151875DTXCID101023206

Weitere Namen anzeigen

GLU(OBZL)L-Glutamic acid γ-benzyl esterGlu(OBzl)-OHPblg polymerL-Glu(OBzl)-OHγ-Benzyl-L-Glu

L-Glutamic acid-gamma-benzyl esterBGGHCRNCRWQABU-JTQLQIEISA-NH-Glu(OBzl)-OHgamma-Benzyl L-glutamate(S)-2-Amino-5-(benzyloxy)-5-oxopentanoic acid(2S)-2-amino-5-(benzyloxy)-5-oxopentanoic acidgamma-BENZYL-L-GLUTAMATEMFCD00002633

Datenbank-Bezeichner

CAS: 1676-73-9
PubChem CID: 122337
DTXSID: DTXSID90883708
ChEMBL: CHEMBL4094153
UNII: 76RB5E667H
EC Number: 216-826-1
Nikkaji: J195.318D

Eigenschaften

Berechnete Struktureigenschaften

XLogP: -1,7
Polarare Oberfläche (TPSA): 89,6 Å²
H-Brücken-Donoren: 2
H-Brücken-Akzeptoren: 5
Frei drehbare Bindungen: 7
Schwere Atome: 17
Formalladung: 0
Komplexität: 261

Experimentelle und physikochemische Eigenschaften

Chemical ClassesBiological Agents -> Amino Acids and Derivatives

Physical DescriptionWhite powder; [Acros Organics MSDS]

Physikochemische Eigenschaften

Schmelzpunkt: 181 · 181-182 °C(lit.)
Siedepunkt: 379.78 °C · 379.78°C (rough estimate)
Dichte: 1.2026 · 1.2026 (rough estimate)
Brechungsindex: 1.52 · 1.5200 (estimate)
storage temp.: 2 · 2-8°C
Löslichkeit: Acetic Acid (Slightly), DMSO (Slightly, Heated), Methanol (Slightly, Heated)
Aggregatzustand: Powder
pka: 2.2 · 2.20±0.10(Predicted)
Farbe: White
BRN: 1885646 · 1885646
InChI: InChI=1S/C12H15NO4/c13-10(12(15)16)6-7-11(14)17-8-9-4-2-1-3-5-9/h1-5,10H,6-8,13H2,(H,15,16)/t10-/m0/s1
InChIKey: BGGHCRNCRWQABU-JTQLQIEISA-N
SMILES: C(O)(=O)[C@H](CCC(OCC1=CC=CC=C1)=O)N
CAS Datenbank: 1676 · 1676-73-9(CAS DataBase Reference)
EPA chemische Informationen: 5 · L-Glutamic acid, 5-(phenylmethyl) ester (1676-73-9)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 83.3% (5 of 6) of all reports.

Warning

H315 (16.7%): 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 6 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory InformationStatus: Active Update: 25-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/25511

Hazards SummaryMay cause irritation; [Acros Organics MSDS] See Glutamic acid.

Hazard Classes and CategoriesSkin Irrit. 2 (16.7%)

Sicherheitsdaten

wgk: 3
tsca: TSCA listed
hs_code: 29224999
safety_code: 22-24/25
hazard_class: IRRITANT

Chemie und Industrie

Verwendung und Herstellung

General Manufacturing InformationL-Glutamic acid, 5-(phenylmethyl) ester: ACTIVE

Anwendungen · 1 Eintrag

VerwendenL-Glutamic acid γ-benzyl ester is commonly used in the synthesis of polymers for biological applications. Some of the examples are:Synthesis of bioreducible block copolymers based on poly(ethylene glycol) and poly(γ-benzyl L-glutamate) for Intracellular drug delivery.Synthesis of biodegradable poly(L-glutamic acid)-b-polylactide for magnetic resonance imaging (MRI)-visible drug delivery system.Synthesis of pH and temperature-responsive diblock copolymers based on poly(L-glutamic acid).