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About This Item
Linear Formula:
C6H5CH2OCOCH2CH2CH(NH2)COOH
CAS Number:
Molecular Weight:
237.25
Beilstein:
1885646
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.22
Quality Level
Assay
≥99.0% (T)
optical activity
[α]20/D +19±2°, c = 1% in acetic acid
reaction suitability
reaction type: solution phase peptide synthesis
mp
181-182 °C (lit.)
application(s)
peptide synthesis
storage temp.
2-8°C
SMILES string
N[C@@H](CCC(=O)OCc1ccccc1)C(O)=O
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
InChI key
BGGHCRNCRWQABU-JTQLQIEISA-N
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Application
L-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).
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Self-assembly of rod? coil diblock oligomers based on α-helical peptides.
Lecommandoux S, et al.
Macromolecules, 34(26), 9100-9111 (2001)
Bioreducible block copolymers based on poly (ethylene glycol) and poly (γ-benzyl L-glutamate) for intracellular delivery of camptothecin.
Thambi T, et al.
Bioconjugate Chemistry, 22(10), 1924-1931 (2011)
Novel pH?and Temperature?Responsive Block Copolymers with Tunable pH?Responsive Range.
He C, et al.
Macromolecular Rapid Communications, 29(6), 490-497 (2008)
Near-infrared light sensitive polypeptide block copolymer micelles for drug delivery.
Kumar S, et al.
Journal of Materials Chemistry, 22(15), 7252-7257 (2012)
Micelles Based on Biodegradable Poly (l-glutamic acid)-b-Polylactide with Paramagnetic Gd Ions Chelated to the Shell Layer as a Potential Nanoscale MRI? Visible Delivery System.
Zhang G, et al.
Biomacromolecules, 9(1), 36-42 (2007)
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