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309346

Sigma-Aldrich

L-Glutamic acid diethyl ester hydrochloride

97%

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About This Item

Linear Formula:
C2H5OCOCH2CH2CH(NH2)COOC2H5 · HCl
CAS Number:
1118-89-4
Molecular Weight:
239.70
Beilstein:
3597595
EC Number:
214-270-4
MDL number:
MFCD00012509
UNSPSC Code:
12352209
PubChem Substance ID:
24858729
NACRES:
NA.22

Assay

97%

optical activity

[α]18/D +22°, c = 1 in H2O

reaction suitability

reaction type: solution phase peptide synthesis

mp

108-110 °C (lit.)

application(s)

peptide synthesis

SMILES string

Cl[H].CCOC(=O)CC[C@H](N)C(=O)OCC

InChI

1S/C9H17NO4.ClH/c1-3-13-8(11)6-5-7(10)9(12)14-4-2;/h7H,3-6,10H2,1-2H3;1H/t7-;/m0./s1

InChI key

WSEQLMQNPBNMSL-FJXQXJEOSA-N

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Application

L-Glutamic acid diethyl ester hydrochloride can be used in the synthesis of:
  • Oligo(γ-ethyl L-glutamate) via oligomerization catalyzed by papain.
  • L-glutamic acid based dendritic compounds.
  • Poly(α-peptide) by polymerization and copolymerization in the presence of protease catalysts.

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCK5271
MKAA3937V
BCBJ4838V
BCBF7755V
BCBD5539V

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Rapid regioselective oligomerization of L-glutamic acid diethyl ester catalyzed by papain
Li G, et al.
Macromolecules, 39(23), 7915-7921 (2006)
Ultrasound induced formation of organogel from a glutamic dendron
Li Y, et al.
Tetrahedron, 63(31), 7468-7473 (2007)
Inhibition of cocaine intoxication by excitatory amino acid receptor antagonists.
R W Rockhold et al.
Annals of the New York Academy of Sciences, 648, 335-337 (1992-05-11)
Manoel Jorge Nobre et al.
Life sciences, 71(25), 2961-2972 (2002-10-18)
Gradual increases in the electrical stimulation of the inferior colliculus produces progressive aversive responses from vigilance, through freezing, until escape. These responses are probably mediated by excitatory amino acids (EAA) mechanisms as microinjection of glutamate into the inferior colliculus can
T Kubo et al.
Brain research, 616(1-2), 311-314 (1993-07-09)
Neonatal Wistar rats were subcutaneously injected with 0.1, 1, or 2 mg/g b.wt. of monosodium glutamate (MSG) at 1, 3, 5, 7, and 9 days after birth. The animals were observed for degeneration of pyramidal cells in the hippocampus. The
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