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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/REAXYS Number:
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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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
Kristina Søborg Pedersen et al.
Molecules (Basel, Switzerland), 25(5) (2020-03-07)
Despite promising anti-cancer properties in vitro, all titanium-based pharmaceuticals have failed in vivo. Likewise, no target-specific positron emission tomography (PET) tracer based on the radionuclide 45Ti has been developed, notwithstanding its excellent PET imaging properties. In this contribution, we present

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