4311-12-0

Basic information

• Product Name: 2-amino-4-(propan-2-ylcarbamoyl)butanoic acid
• Synonyms: 2-amino-4-(propan-2-ylcarbamoyl)butanoic acid;2-amino-5-(isopropylamino)-5-keto-valeric acid;2-amino-5-oxo-5-(propan-2-ylamino)pentanoic acid;2-azanyl-5-oxo-5-(propan-2-ylamino)pentanoic acid;Isopropyl-L-glutamine;L-Gln(isopropyl)-OH;(2S)-2-amino-4-[(propan-2-yl)carbamoyl]butanoic acid;H-L-Gln(Isoropyl)-OH
• CAS NO: 4311-12-0
• Molecular Formula: C₈H₁₆N₂O₃
• Molecular Weight: 188.22
• Mol File: 4311-12-0.mol

Chemical Properties

• Boiling Point: 424.2°Cat760mmHg
• Flash Point: 210.3°C
• Appearance: /
• Density: 1.136g/cm³
• Vapor Pressure: 2.2E-08mmHg at 25°C
• Refractive Index: 1.488
• Storage Temp.: Store at 0°C
• CAS DataBase Reference: 2-amino-4-(propan-2-ylcarbamoyl)butanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-amino-4-(propan-2-ylcarbamoyl)butanoic acid(4311-12-0)
• EPA Substance Registry System: 2-amino-4-(propan-2-ylcarbamoyl)butanoic acid(4311-12-0)

Safety Data

• Hazardous Substances Data: 4311-12-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-amino-4-(propan-2-ylcarbamoyl)butanoic acid is used as a potential treatment for neurodegenerative diseases due to its neuroprotective effects in various experimental models.
Used in Peptide-based Drug Synthesis:
2-amino-4-(propan-2-ylcarbamoyl)butanoic acid is used as a building block for the synthesis of peptide-based drugs, contributing to the development of new therapeutic agents.

InChI:InChI=1/C8H16N2O3/c1-5(2)10-7(11)4-3-6(9)8(12)13/h5-6H,3-4,9H2,1-2H3,(H,10,11)(H,12,13)

Upstream product

• 138594-81-7 N²-Benzyloxycarbonyl-N⁵-isopropyl-L-glutaminbenzylester 
• 3705-42-8 Cbz-(L)-Glu-OBn 
• 142-47-2 monosodium glutamate 
• 75-31-0 isopropylamine 
• 56-85-9 L-glutamine 
• 10148-81-9 L-γ-glutamyl-L-glutamine 

Downstream Products

• 56-86-0 L-glutamic acid 
• 75-31-0 isopropylamine 

Relevant articles and documents

AMINO ACID DERIVATIVES AND THEIR USE AS FLAVOR MODIFIERS

The present invention provides derivatives of glutamine of formula (I) and derivatives of arginine of formula (II), and the use of such compounds as flavor modifiers. The invention further provides the use of such derivatives of glutamine and arginine to enhance the salty and umami taste of ingestible compositions as ingestible compositions that include such derivatives of glutamine and arginine and bulking agents.

Molecular cloning and characterization of γ-Glutamyltranspeptidase from pseudomonas nitroreducens IFO12694

y-Glutamyltranspeptidase from Pseudomonas nitroreducens IFO12694 (PnGGT) exhibited higher hydro-lytic activity than transfer activity, as compared with other y-glutamyltranspeptidases (GGTs). PnGGT showed little activity towards most of L-amino acids and towards glycyl-glycine, which is often used as a standard y-glutamyl accepter in GGT transfer reactions. The preferred substrates for PnGGT as a y-glutamyl accepter were amines such as methylamine, ethylamine, and isopropylamine.

A novel catalytic ability of γ-glutamylcysteine synthetase of Escherichia coli and its application in theanine production

γ-Glutamylcysteine synthetase (γGCS, EC 6.3.2.2) catalyzes the formation of γ-glutamylcysteine from L-glutamic acid (Glu) and L-cysteine (Cys) in an ATP-dependent manner. While γGCS can use various amino acids as substrate, little is known about whether it can use non-amino acid compounds in place of Cys. We determined that γGCS from Escherichia coli has the ability to combine Glu and amines to form γ-glutamylamides. The reaction rate depended on the length of the methylene chain of the amines in the following order: n-propylamine > butylamine > ethylamine methylamine. The optimal pH for the reaction was narrower and more alkaline than for the reaction with an amino acid. The newly found catalytic ability of γGCS was used in the production of theanine (γ-glutamylethylamine). The resting cells of E. coli expressing γGCS, in which ATP was regenerated through glycolysis, synthesized 12.1 mm theanine (18 h) from 429 mm ethylamine.