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3397-16-8

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3397-16-8 Usage

General Description

N-(1-oxooctadecyl)-L-glutamic acid is a chemical compound that falls under the category of long chain fatty acids. It is a derivative compound of the amino acid glutamic acid, where a long chain fatty acyl group (1-oxooctadecyl) is attached to the nitrogen atom of the amino group. N-(1-oxooctadecyl)-L-glutamic acid has an acidic property due to the presence of a carboxylic group. In terms of its application, it has potential relevance to biological and pharmaceutical research, but its exact uses and impacts on the human body, as well as possible side effects, are not extensively studied or well known so far. Its use should be carefully managed due to the possible health implications. Its molecular formula is C23H43NO5.

Check Digit Verification of cas no

The CAS Registry Mumber 3397-16-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,3,9 and 7 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 3397-16:
(6*3)+(5*3)+(4*9)+(3*7)+(2*1)+(1*6)=98
98 % 10 = 8
So 3397-16-8 is a valid CAS Registry Number.
InChI:InChI=1/C23H43NO5/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(25)24-20(23(28)29)18-19-22(26)27/h20H,2-19H2,1H3,(H,24,25)(H,26,27)(H,28,29)

3397-16-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name N-stearoyl-L-glutamic acid

1.2 Other means of identification

Product number -
Other names L-2-Stearoylamino-glutarsaeure

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:3397-16-8 SDS

3397-16-8Synthetic route

L-glutamic acid
56-86-0

L-glutamic acid

stearic acid
57-11-4

stearic acid

(S)-2-stearamidopentanedioic acid
3397-16-8

(S)-2-stearamidopentanedioic acid

Conditions
ConditionsYield
Stage #1: stearic acid With dicyclohexyl-carbodiimide for 0.5h; Milling;
Stage #2: L-glutamic acid With sodium hydrogencarbonate for 0.75h; Milling;
95.12%
L-glutamic acid
56-86-0

L-glutamic acid

Stearoyl chloride
112-76-5

Stearoyl chloride

(S)-2-stearamidopentanedioic acid
3397-16-8

(S)-2-stearamidopentanedioic acid

Conditions
ConditionsYield
With sodium hydroxide In acetone for 0.5h; pH=12;92%
With potassium hydroxide
With pyridine
With pyridine
With potassium hydroxide
N-stearoyl-L-glutamic acid diethyl ester
14379-62-5

N-stearoyl-L-glutamic acid diethyl ester

(S)-2-stearamidopentanedioic acid
3397-16-8

(S)-2-stearamidopentanedioic acid

Conditions
ConditionsYield
With water; potassium hydroxide In methanol at 20℃; for 12h;81%
With sodium hydroxide In methanol
With sodium hydroxide In methanol
N-stearoyl-L-glutamic acid dimethyl ester
117884-43-2

N-stearoyl-L-glutamic acid dimethyl ester

(S)-2-stearamidopentanedioic acid
3397-16-8

(S)-2-stearamidopentanedioic acid

stearic acid
57-11-4

stearic acid

(S)-2-stearamidopentanedioic acid
3397-16-8

(S)-2-stearamidopentanedioic acid

Conditions
ConditionsYield
With tetrahydrofuran; chloroformic acid ethyl ester; triethylamine anschliessendes Behandeln mit L-Glutaminsaeure und wss.NaOH;
Multi-step reaction with 2 steps
1: NaOH / methanol
View Scheme
diethyl-L-glutamate hydrochloride
1118-89-4

diethyl-L-glutamate hydrochloride

(S)-2-stearamidopentanedioic acid
3397-16-8

(S)-2-stearamidopentanedioic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaOH / methanol
View Scheme
L-glutamic acid dimethyl ester
6525-53-7, 16422-27-8, 40149-68-6

L-glutamic acid dimethyl ester

(S)-2-stearamidopentanedioic acid
3397-16-8

(S)-2-stearamidopentanedioic acid

Stearoyl chloride
112-76-5

Stearoyl chloride

(S)-2-stearamidopentanedioic acid
3397-16-8

(S)-2-stearamidopentanedioic acid

L-glutamic acid diethyl ester
16450-41-2

L-glutamic acid diethyl ester

stearic acid
57-11-4

stearic acid

(S)-2-stearamidopentanedioic acid
3397-16-8

(S)-2-stearamidopentanedioic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
2: sodium hydroxide / methanol
View Scheme
L-glutamic dimethyl ester hydrochloride
23150-65-4

L-glutamic dimethyl ester hydrochloride

Stearoyl chloride
112-76-5

Stearoyl chloride

(S)-2-stearamidopentanedioic acid
3397-16-8

(S)-2-stearamidopentanedioic acid

Conditions
ConditionsYield
With triethylamine In chloroform
(R)-2-aminoglutaric acid diethyl ester hydrochloride

(R)-2-aminoglutaric acid diethyl ester hydrochloride

Stearoyl chloride
112-76-5

Stearoyl chloride

(S)-2-stearamidopentanedioic acid
3397-16-8

(S)-2-stearamidopentanedioic acid

Conditions
ConditionsYield
Stage #1: (R)-2-aminoglutaric acid diethyl ester hydrochloride; Stearoyl chloride With triethylamine In dichloromethane at 0 - 20℃; for 4h;
Stage #2: With potassium hydroxide In methanol; water for 12h; Reflux;
(S)-2-stearamidopentanedioic acid
3397-16-8

(S)-2-stearamidopentanedioic acid

ethylenediamine
107-15-3

ethylenediamine

N1,N5-bis(2-aminoethyl)-N2-octadecanoyl-L-glutaminamide
1413909-60-0

N1,N5-bis(2-aminoethyl)-N2-octadecanoyl-L-glutaminamide

Conditions
ConditionsYield
at 40℃; for 96h;

3397-16-8Downstream Products

3397-16-8Relevant articles and documents

Compressive Strain Modulation of Single Iron Sites on Helical Carbon Support Boosts Electrocatalytic Oxygen Reduction

Chen, Cai,Du, Junyi,Gu, Lin,Huang, Chun-Xiang,Wang, Lingxiao,Wang, Zhiyuan,Wu, Yuen,Yang, Jia,Yang, Li-Ming,Zhang, Qinghua,Zhang, Yida,Zhang, Ying,Zheng, Xusheng,Zhou, Huang,Zhou, Xiao

, p. 22722 - 22728 (2021)

Designing and modulating the local structure of metal sites is the key to gain the unique selectivity and high activity of single metal site catalysts. Herein, we report strain engineering of curved single atomic iron-nitrogen sites to boost electrocatalytic activity. First, a helical carbon structure with abundant high-curvature surface is realized by carbonization of helical polypyrrole that is templated from self-assembled chiral surfactants. The high-curvature surface introduces compressive strain on the supported Fe?N4 sites. Consequently, the curved Fe?N4 sites with 1.5 % compressed Fe?N bonds exhibit downshifted d-band center than the planar sites. Such a change can weaken the bonding strength between the oxygenated intermediates and metal sites, resulting a much smaller energy barrier for oxygen reduction. Catalytic tests further demonstrate that a kinetic current density of 7.922 mA cm?2 at 0.9 V vs. RHE is obtained in alkaline media for curved Fe?N4 sites, which is 31 times higher than that for planar ones. Our findings shed light on modulating the local three-dimensional structure of single metal sites and boosting the catalytic activity via strain engineering.

Incorporation of graphene into photopolymerizable hydrogels of N-acyl glutanamides: Rheological and swelling behavior study of soft nanocomposite materials

Delbecq, Frederic,Endo, Hiroshi,Kono, Fumihiko,Kikuchi, Aoi,Kawai, Takeshi

, p. 1064 - 1071 (2013)

Two different respectively N-stearoyl and diacetylenic fatty acyl glutanamide were prepared and employed as both potent low molecular weight hydrogelators (LMWGs). These compounds were able to gelate water at 1.0 wt% of concentration independently of the pH. Due to the presence of two free amino groups on the extremities of the gelator, an aqueous colloidal dispersion of graphene oxide (GO) could be stabilized into the hydrogel matrix simply by ionic bonds. The inclusion of a slightly amount of GO inside the gel networks increased its natural rigidity, confirmed by rheology study. An in-situ reduction of GO afforded after treatment, a semi-transparent hydrogel containing reduced graphene (rGO) that could be easily manipulated without apparent syneresis phenomenon. When the diacetylenic type hydrogel containing GO was irradiated upon UV light, a deep blue coloration change was observed; evidence of an effective photopolymerization. In case of thermal stimulation of the resulted blue polydiacetylene (PDA) hydrogel, the material turned in a red solution precursor of a robust red (PDA) hydrogel at room temperature. This red hydrogel never displayed reversible color change and its swelling behavior was studied at different temperatures. All hydrogels were characterized by different methods such as Field-Emission Scanning Electron Microscopy (FE-SEM) for determining the homogeneity of the gel networks, but also by (FT-IR) Fourier Transform-Infrared spectroscopy and UV-visible measurement.

Circularly polarized luminescent systems fabricated by Tr?ger's base derivatives through two different strategies

Qian, Cheng,Chen, Yuan,Zhao, Qian,Cheng, Ming,Lin, Chen,Jiang, Juli,Wang, Leyong

supporting information, p. 52 - 57 (2021/02/01)

The Tr?ger's base derivative rac-TBPP was synthesized and separated into two enantiomers R2N-TBPP and S2N-TBPP by chiral column chromatography. These compounds show a strong circularly polarized luminescence with glum values of +0.0021, and -0.0025, respectively. The second way to fabricate the rac-TBPP-based CPL-active material is to co-gel the fluorescent rac-TBPP with a chiral D-glutamic acid gelator DGG by co-assembly strategy. At the molar ratio of rac-TBPP/DGG = 1:80, the glum value of the co-gel was about three times higher than the glum values of R2N-TBPP and S2N-TBPP enantiomers. Interestingly, the CPL handedness of the rac-TBPP/DGG co-gel could be adjusted effectively by changing their stoichiometric ratios.

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