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25830-77-7

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25830-77-7 Usage

Chemical Properties

Off-white solid

Uses

N-Phthaloyl-L-glutamic Anhydride has been used as a reactant in the synthetic preparation of L-γ-glutamyl-S-(1,2-dichlorovinyl)-L-cysteine which was used to study renal function in pentobarbital-anesthetized dogs.

Check Digit Verification of cas no

The CAS Registry Mumber 25830-77-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,5,8,3 and 0 respectively; the second part has 2 digits, 7 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 25830-77:
(7*2)+(6*5)+(5*8)+(4*3)+(3*0)+(2*7)+(1*7)=117
117 % 10 = 7
So 25830-77-7 is a valid CAS Registry Number.

25830-77-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-[(3S)-2,6-dioxooxan-3-yl]isoindole-1,3-dione

1.2 Other means of identification

Product number -
Other names L-N-Phthalylglutamic anhydride

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:25830-77-7 SDS

25830-77-7Synthetic route

N-phthaloyl-L-glutamic acid
340-90-9

N-phthaloyl-L-glutamic acid

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

Conditions
ConditionsYield
With acetic anhydride at 100℃;82%
Stage #1: N-phthaloyl-L-glutamic acid With acetic anhydride at 65℃; for 0.25h;
Stage #2: sulfuric acid at 20℃; for 2h;
76%
With acetic anhydride at 100℃;74%
(R)-2-phthalimidoglutaric acid
22911-88-2

(R)-2-phthalimidoglutaric acid

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

Conditions
ConditionsYield
In acetic anhydride at 110℃;73%
phthalic anhydride
85-44-9

phthalic anhydride

L-glutamic acid
56-86-0

L-glutamic acid

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

Conditions
ConditionsYield
Stage #1: phthalic anhydride; L-glutamic acid at 180℃;
Stage #2: With acetic anhydride
54%
at 140 - 150℃; Erhitzen des Reaktionsprodukts mit Acetanhydrid auf 100grad;
phthalic anhydride
85-44-9

phthalic anhydride

(+-)-hexadien-(1.4t)-ol-(3)

(+-)-hexadien-(1.4t)-ol-(3)

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 140 °C
2: 129.5 g / Ac2O / 0.33 h / 105 °C
View Scheme
L-glutamic acid
56-86-0

L-glutamic acid

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 140 °C
2: 129.5 g / Ac2O / 0.33 h / 105 °C
View Scheme
Multi-step reaction with 2 steps
1: acetic acid
2: acetic acid anhydride
View Scheme
phthalic anhydride
85-44-9

phthalic anhydride

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: diethyl ether
2: thionyl chloride
3: acetic acid; hydrochloric acid; water
4: acetic acid anhydride
View Scheme
Multi-step reaction with 2 steps
1: acetic acid
2: acetic acid anhydride
View Scheme
L-glutamic acid diethyl ester
16450-41-2

L-glutamic acid diethyl ester

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: diethyl ether
2: thionyl chloride
3: acetic acid; hydrochloric acid; water
4: acetic acid anhydride
View Scheme
diethyl N-(2-carboxybenzoyl)-L-glutamate
109066-23-1

diethyl N-(2-carboxybenzoyl)-L-glutamate

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: thionyl chloride
2: acetic acid; hydrochloric acid; water
3: acetic acid anhydride
View Scheme
diethyl N,N-phtaloyl-L-glutamic acid
112655-44-4

diethyl N,N-phtaloyl-L-glutamic acid

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic acid; hydrochloric acid; water
2: acetic acid anhydride
View Scheme
D-Glutamic acid
6893-26-1

D-Glutamic acid

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium carbonate / water / 0 - 20 °C
2: acetic anhydride / 110 °C
View Scheme
N-ethoxycarbonylphthalimide
22509-74-6

N-ethoxycarbonylphthalimide

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium carbonate / water / 0 - 20 °C
2: acetic anhydride / 110 °C
View Scheme
4-nitro-aniline
100-01-6

4-nitro-aniline

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

(S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-4-(4-nitro-phenylcarbamoyl)-butyric acid
56816-40-1

(S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-4-(4-nitro-phenylcarbamoyl)-butyric acid

Conditions
ConditionsYield
With acetic acid In benzene at 65℃;100%
7,10-Diaza-tricyclo[7.3.1.02,7]tridec-4-en-6-one
126494-64-2

7,10-Diaza-tricyclo[7.3.1.02,7]tridec-4-en-6-one

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

1-(gamma-phthalylglutamyl)cytisine
126494-58-4

1-(gamma-phthalylglutamyl)cytisine

Conditions
ConditionsYield
In 1,4-dioxane at 60℃; for 2h;99%
diethylamine
109-89-7

diethylamine

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

Nγ,Nγ-diethyl-Nα,Nα-phthaloyl-L-glutamine
112710-87-9

Nγ,Nγ-diethyl-Nα,Nα-phthaloyl-L-glutamine

Conditions
ConditionsYield
In 1,4-dioxane for 3h; Ambient temperature; 2.)reflux, 12 h;98.4%
In tetrahydrofuran for 2h; Ring cleavage; Heating;64%
3,4-dimethoxybenzylamine
5763-61-1

3,4-dimethoxybenzylamine

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

A

N-phthalyl-γ-L-glutamylveratrylamine
127106-76-7

N-phthalyl-γ-L-glutamylveratrylamine

B

N-phthalyl-α-L-glutamylveratrylamine

N-phthalyl-α-L-glutamylveratrylamine

Conditions
ConditionsYield
In chloroform for 3h; Ambient temperature;A 97%
B n/a
N-<7-bromo-5-(2-chlorophenyl)-1,2-dihydro-3H-1,4-benzodiazepin-2-on-1-ylacetyl>piperazine
126494-62-0

N-<7-bromo-5-(2-chlorophenyl)-1,2-dihydro-3H-1,4-benzodiazepin-2-on-1-ylacetyl>piperazine

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

N-(gamma-phthalylglutamyl)-N'-<7-bromo-5-(2-chlorophenyl)-1,2-dihydro-3H-1,4-benzodiazepine-2-on-1-ylacetyl>piperazine
126494-57-3

N-(gamma-phthalylglutamyl)-N'-<7-bromo-5-(2-chlorophenyl)-1,2-dihydro-3H-1,4-benzodiazepine-2-on-1-ylacetyl>piperazine

Conditions
ConditionsYield
In 1,4-dioxane at 60℃; for 2h;93%
3-nitro-aniline
99-09-2

3-nitro-aniline

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

(S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-4-(3-nitro-phenylcarbamoyl)-butyric acid

(S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-4-(3-nitro-phenylcarbamoyl)-butyric acid

Conditions
ConditionsYield
In chloroform at 50℃; for 1h;93%
[1,3,4]Thiadiazol-2-ylamin
4005-51-0

[1,3,4]Thiadiazol-2-ylamin

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

(S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-4-([1,3,4]thiadiazol-2-ylcarbamoyl)-butyric acid

(S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-4-([1,3,4]thiadiazol-2-ylcarbamoyl)-butyric acid

Conditions
ConditionsYield
In chloroform at 50℃; for 1h;91%
thiophenol
108-98-5

thiophenol

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

γ-Thiophenyl N-phthalyl-L-glutamate dicyclohexylammonium salt

γ-Thiophenyl N-phthalyl-L-glutamate dicyclohexylammonium salt

Conditions
ConditionsYield
In 1,4-dioxane for 72h;85%
thiophenol
108-98-5

thiophenol

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

γ-Thiophenyl N-phthalyl-L-glutamate
82263-17-0

γ-Thiophenyl N-phthalyl-L-glutamate

Conditions
ConditionsYield
With citric acid 1) dioxane, 72 h, 2) water, AcOEt;85%
6-methoxybenzothiazol-2-ylamine
1747-60-0

6-methoxybenzothiazol-2-ylamine

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

(S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-4-(6-methoxy-benzothiazol-2-ylcarbamoyl)-butyric acid

(S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-4-(6-methoxy-benzothiazol-2-ylcarbamoyl)-butyric acid

Conditions
ConditionsYield
In chloroform at 50℃; for 1h;82%
2-methoxy-4-nitrophenylamine
97-52-9

2-methoxy-4-nitrophenylamine

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

(S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-4-(2-methoxy-4-nitro-phenylcarbamoyl)-butyric acid

(S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-4-(2-methoxy-4-nitro-phenylcarbamoyl)-butyric acid

Conditions
ConditionsYield
In chloroform at 50℃; for 1h;80%
4'-[(6-hydroxyhexyl)oxy]biphenyl-4-carbonitrile
111232-16-7

4'-[(6-hydroxyhexyl)oxy]biphenyl-4-carbonitrile

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

(S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-pentanedioic acid 5-[6-(4'-cyano-biphenyl-4-yloxy)-hexyl] ester
197647-91-9

(S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-pentanedioic acid 5-[6-(4'-cyano-biphenyl-4-yloxy)-hexyl] ester

Conditions
ConditionsYield
In toluene for 24h; Heating;80%
2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

(S)-4-(Benzothiazol-2-ylcarbamoyl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyric acid

(S)-4-(Benzothiazol-2-ylcarbamoyl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyric acid

Conditions
ConditionsYield
In chloroform at 50℃; for 1h;78%
2-Amino-4-phenylthiazole
2010-06-2

2-Amino-4-phenylthiazole

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

(S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-4-(4-phenyl-thiazol-2-ylcarbamoyl)-butyric acid

(S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-4-(4-phenyl-thiazol-2-ylcarbamoyl)-butyric acid

Conditions
ConditionsYield
In chloroform at 50℃; for 1h;72%
2-thiazolylamine
96-50-4

2-thiazolylamine

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

(S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-4-(thiazol-2-ylcarbamoyl)-butyric acid

(S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-4-(thiazol-2-ylcarbamoyl)-butyric acid

Conditions
ConditionsYield
In chloroform at 50℃; for 1h;70%
N-(2-acetamido-2-deoxy-β-D-glucopyranosyl)glycinamide
6255-72-7

N-(2-acetamido-2-deoxy-β-D-glucopyranosyl)glycinamide

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

2-acetamido-2-deoxy-N-[(N-phthaloyl-γ-L-glutamyl)glycyl]-β-D-glucopyranosylamine

2-acetamido-2-deoxy-N-[(N-phthaloyl-γ-L-glutamyl)glycyl]-β-D-glucopyranosylamine

Conditions
ConditionsYield
In dimethyl sulfoxide at 20℃; for 24h; Acylation;65%
5-methyl-1,3,4-thiadiazol-2-amine
108-33-8

5-methyl-1,3,4-thiadiazol-2-amine

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

(S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-4-(5-methyl-[1,3,4]thiadiazol-2-ylcarbamoyl)-butyric acid

(S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-4-(5-methyl-[1,3,4]thiadiazol-2-ylcarbamoyl)-butyric acid

Conditions
ConditionsYield
In chloroform at 50℃; for 1h;61%
trans,trans-farnesyl-L-cysteine
68000-92-0

trans,trans-farnesyl-L-cysteine

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

(S)-5-((R)-1-carboxy-2-((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienylthio)ethylamino)-2-(1,3-dioxoisoindolin-2-yl)-5-oxopentanoic acid
1227281-21-1

(S)-5-((R)-1-carboxy-2-((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienylthio)ethylamino)-2-(1,3-dioxoisoindolin-2-yl)-5-oxopentanoic acid

Conditions
ConditionsYield
Stage #1: trans,trans-farnesyl-L-cysteine; N-phthaloyl-L-glutamic anhydride With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 2h;
Stage #2: With hydrogenchloride In dichloromethane pH=2.0 - 3.0;
60%
ethyl-2-amino-4-methylthiazole-5-carboxylate
7210-76-6

ethyl-2-amino-4-methylthiazole-5-carboxylate

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

2-[(S)-4-Carboxy-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyrylamino]-4-methyl-thiazole-5-carboxylic acid ethyl ester

2-[(S)-4-Carboxy-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyrylamino]-4-methyl-thiazole-5-carboxylic acid ethyl ester

Conditions
ConditionsYield
In chloroform at 50℃; for 1h;58%
ethyl 2-methyl-[5-(13)C]-thiazolidine-4(R)-carboxylate
1335568-57-4

ethyl 2-methyl-[5-(13)C]-thiazolidine-4(R)-carboxylate

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

ethyl N-[γ-4'(S)-glutamyl]-2-methyl-[5-(13)C]-thiazolidine-4(R)-carboxylate
1335568-58-5

ethyl N-[γ-4'(S)-glutamyl]-2-methyl-[5-(13)C]-thiazolidine-4(R)-carboxylate

Conditions
ConditionsYield
Stage #1: ethyl 2-methyl-[5-(13)C]-thiazolidine-4(R)-carboxylate With 2,2,2-trifluoro-N,N-bis(trimethylsilyl)-acetamide In acetonitrile for 0.833333h; Reflux; Inert atmosphere;
Stage #2: N-phthaloyl-L-glutamic anhydride In acetonitrile at 20℃; for 72h;
Stage #3: With triethylamine; hydrazine In methanol; water
48%
2,2-dimethyl-thiazolidine-4(R)-carboxylic acid
58166-38-4

2,2-dimethyl-thiazolidine-4(R)-carboxylic acid

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

(R)-3-L-γ-glutamyl-2,2-dimethyl-thiazolidine-4-carboxylic acid
100051-89-6

(R)-3-L-γ-glutamyl-2,2-dimethyl-thiazolidine-4-carboxylic acid

Conditions
ConditionsYield
With acetic acid anschliessend Behandeln mit N2H4+H2O in wss. NaHCO3;
N-((R)-2,2-dimethyl-thiazolidine-4-carbonyl)-glycine-methyl ester

N-((R)-2,2-dimethyl-thiazolidine-4-carbonyl)-glycine-methyl ester

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

N-[(R)-2,2-dimethyl-3-(N,N-phthaloyl-L-γ-glutamyl)-thiazolidine-4-carbonyl]-glycine-methyl ester
117147-13-4

N-[(R)-2,2-dimethyl-3-(N,N-phthaloyl-L-γ-glutamyl)-thiazolidine-4-carbonyl]-glycine-methyl ester

Conditions
ConditionsYield
With chloroform; triethylamine
methanol
67-56-1

methanol

sodium methylate
124-41-4

sodium methylate

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

A

2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-pentanedioic acid 5-methyl ester
138036-14-3

2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-pentanedioic acid 5-methyl ester

B

(2S)-2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)pentanedioic acid α-methyl ester
42294-25-7

(2S)-2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)pentanedioic acid α-methyl ester

Conditions
ConditionsYield
With 1,4-dioxane
methanol
67-56-1

methanol

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-pentanedioic acid 5-methyl ester
138036-14-3

2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-pentanedioic acid 5-methyl ester

2-cyanoethylamine
151-18-8

2-cyanoethylamine

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

N-L-γ-glutamyl-β-alanine nitrile
539-95-7

N-L-γ-glutamyl-β-alanine nitrile

Conditions
ConditionsYield
With 1,4-dioxane Behandeln des Reaktionsprodukts mit N2H4+H2O in wss.Na2CO3;
L-Phenylalanine amide
5241-58-7

L-Phenylalanine amide

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

N-(N,N-phthaloyl-L-γ-glutamyl)-L-phenylalanin-amide

N-(N,N-phthaloyl-L-γ-glutamyl)-L-phenylalanin-amide

Conditions
ConditionsYield
With 1,4-dioxane
L-Tyr-NH2
4985-46-0

L-Tyr-NH2

N-phthaloyl-L-glutamic anhydride
25830-77-7

N-phthaloyl-L-glutamic anhydride

N-(N,N-phthaloyl-L-γ-glutamyl)-L-tyrosin-amide

N-(N,N-phthaloyl-L-γ-glutamyl)-L-tyrosin-amide

Conditions
ConditionsYield
With 1,4-dioxane

25830-77-7Relevant articles and documents

Stereochemistry of ephedrine-like compounds. Absolute configuration of the four isomeric cis- and trans-6-amino-6,7,8,9-tetrahydro-5H-benzocycloheptenols-(5)

Mohr,Frahm,Zymalkowski

, p. 103 - 111 (1972)

-

Investigations of the Alignment Process of PBPMLG: 2H NMR Analysis Reveals a Thermoresponsive 90° Flip of the Polymer

Hirschmann, Max,Lehmann, Matthias,Radulov, Iliya A.,Schirra, Dominic S.,Thiele, Christina M.

supporting information, p. 21040 - 21046 (2021/08/23)

The application of anisotropic parameters in NMR-spectroscopy enables the acquisition of spatial and angular information, complementary to those from conventional isotropic NMR-measurements. The use of alignment media is a well-established method for inducing anisotropy. PBPMLG is a recently discovered polyglutamate-based alignment medium, exhibiting thermoresponsive behavior in the lyotropic liquid crystalline (LLC) phase, thus offering potential for deeper understanding of the alignment process. We present one approach for investigating the thermoresponsive behavior by synthesizing specifically deuterated PBPMLG-isotopologues and their subsequent analyses using 2H NMR-spectroscopy. It was possible to relate the observed thermoresponsive behavior to a flip of the polymer with respect to the external magnetic field—an effect never observed before in glutamate-based polymeric alignment media. Furthermore, a solvent-induced temperature dependent gelation was verified in THF, which might provide yet another opportunity to manipulate the properties of this alignment medium in the future.

Poly-γ-p-Biphenylmethyl-Glutamate as Enantiodifferentiating Alignment Medium for NMR Spectroscopy with Temperature-Tunable Properties

Jeziorowski, Sharon,Thiele, Christina M.

, p. 15631 - 15637 (2018/09/27)

The use of anisotropic NMR parameters—especially residual dipolar couplings (RDCs)—offers access to additional structural information and, therefore, alignment media required for this approach are under a continuous development. Here, we present poly-γ-p-biphenylmethyl-glutamate (PBPMG) as a new versatile enantiodifferentiating alignment medium. The thermoresponsive properties of this polymer allowed for RDC measurements of more than one orientation within the same sample at different temperatures. Moreover, the outstanding enantiodifferentiation along with excellent spectral quality even offered the opportunity to differentiate enantiomers in mixtures.

Novel Dipeptides incorporating selenoamino acids with enhanced bioavailability- Synthesis, pharmaceutical and cosmeceutical applications thereof

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Page/Page column 6, (2010/11/29)

Disclosed is a novel synthetic method for isomeric peptides through an appropriate linkage of L-selenomethionine or Se-Methyl-L-selenocysteine with L-glutamic acid. The novel synthetic method produces isomeric peptides of L-selenomethionine or Se-Methyl-L-selenocysteine that exhibit (i) enhanced water solubility; (ii) enhanced rate of dissolution in water; (iii) enhanced bioavailability; (iv) excellent vascular endothelial growth factor promoting activity; (v) excellent anti-5-alpha-reductase activity; (vi) capabilities to prevent/reduce “hair fall” and promote “hair growth”, thereby maintaining a perfect homeostasis for “hair care”. Cosmeceutical and pharmaceutical compositions comprising the isomeric peptides obtained through an appropriate linkage of L-selenomethionine or Se-Methyl-L-selenocysteine with L-glutamic acid are also disclosed. Other dipeptides with several other amino acids and uses thereof are also disclosed.

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