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Key Documents

G7501

Sigma-Aldrich

L-Glutamic acid di-tert-butyl ester hydrochloride

≥98%

Synonym(s):

L-Glutamic acid 1,5-bis(1,1-dimethylethyl) ester hydrochloride (1:1)

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About This Item

Empirical Formula (Hill Notation):
C13H25NO4 · HCl
CAS Number:
Molecular Weight:
295.80
Beilstein:
3573738
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

product name

L-Glutamic acid di-tert-butyl ester hydrochloride,

Assay

≥98%

form

powder

color

white

storage temp.

−20°C

SMILES string

Cl[H].[H][C@](N)(CCC(=O)OC(C)(C)C)C(=O)OC(C)(C)C

InChI

1S/C13H25NO4.ClH/c1-12(2,3)17-10(15)8-7-9(14)11(16)18-13(4,5)6;/h9H,7-8,14H2,1-6H3;1H/t9-;/m0./s1

InChI key

LFEYMWCCUAOUKZ-FVGYRXGTSA-N

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Biochem/physiol Actions

Glutamic acid di-tert butyl ester (GTBE) possesses convulsant properties in mice and rats. It might have unique pharmacological features that set it apart from other convulsant medications.
L-Glutamic acid di-tert-butyl ester is C-terminal and R-chain blocked derivative of L-glutamate that may be useful in the synthesis of substance P antagonistic peptides.

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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M Antoniou et al.
International journal of peptide and protein research, 40(5), 395-400 (1992-11-01)
Analogues of [Orn6]-SP6-11 have been synthesized in which the methionyl residue is replaced by glutamine gamma-carboxamide substituted derivatives. These analogues where tested in three in vitro preparations representative of NK-1, NK-2 and NK-3 receptor types. Substitution of the SCH3 group
W J Freed et al.
Neurobehavioral toxicology and teratology, 7(3), 275-278 (1985-05-01)
Glutamic acid di-tert butyl ester (GTBE) was found to have a pronounced convulsant effect in mice and rats, producing recurrent clonic convulsions combined with postural and respiratory disturbances in a dosage of 0.5 mmol/kg (148 mg/kg). Tert-butyl ester derivatives of
A Manolopoulou et al.
International journal of peptide and protein research, 41(4), 411-414 (1993-04-01)
Analogues of [Orn6]-SP6-11 have been synthesized in which the Met11-NH2 residue is replaced by the alpha, gamma-dimethyl, alpha, gamma-dibenzyl and alpha, gamma-di-tert-butyl esters of glutamic acid. These analogues were tested in three in vitro preparations representative of NK-1, NK-2 and

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