495-27-2

Basic information

• Product Name: OPHTHALMIC ACID
• Synonyms: OPHTHALMIC ACID;H-GAMMA-GLU-ABU-GLY-OH;H-GLU(ABU-GLY-OH)-OH;GLU(ABU-GLY-OH)-OH;(2S)-2-amino-4-[[(2S)-2-aminobutanoyl]-(carboxymethyl)carbamoyl]butanoic acid;L-γGlu-L-Abu-Gly-OH;N-[(2S)-2-[(γGlu-)Amino]butyryl]glycine;N-[(S)-α-(L-γ-Glutamylamino)butyryl]glycine
• CAS NO: 495-27-2
• Molecular Formula: C11H19N3O6
• Molecular Weight: 289.29
• Mol File: 495-27-2.mol
• Article Data: 3

Chemical Properties

• Melting Point: 177-179 °C (decomp)
• Boiling Point: 560.2°Cat760mmHg
• Flash Point: 292.6°C
• Appearance: /
• Density: 1.384g/cm³
• Vapor Pressure: 3.38E-22mmHg at 25°C
• Refractive Index: 1.532
• Storage Temp.: -15°C
• PKA: 2.22±0.10(Predicted)
• CAS DataBase Reference: OPHTHALMIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: OPHTHALMIC ACID(495-27-2)
• EPA Substance Registry System: OPHTHALMIC ACID(495-27-2)

Safety Data

• Hazardous Substances Data: 495-27-2(Hazardous Substances Data)

Usage

Uses

Ophthalmic Acid is used in the composition and method for enhancing cooling sensation of food and beverage, and flavor composition.

Definition

ChEBI: A L-glutamine derivative that is L-glutamine substituted by a 1-[(carboxymethyl)amino]-1-oxobutan-2-yl at the terminal amino nitrogen atom.

InChI:InChI=1/C11H19N3O6/c1-2-7(10(18)13-5-9(16)17)14-8(15)4-3-6(12)11(19)20/h6-7H,2-5,12H2,1H3,(H,13,18)(H,14,15)(H,16,17)(H,19,20)/t6-,7-/m0/s1

Upstream product

• 2747-97-9 N--glycin-<4-nitro-benzylester> 
• 16305-77-4 N-Benzyloxycarbonyl-L-α-amino-butyryl-glycin-benzylester 
• 2747-99-1 N-(4-Nitro-benzyloxycarbonyl)-L-glutaminsaeure-1-benzylester 
• 801143-15-7 N--glycin-<4-nitro-benzylester> 
• 13030-09-6 1-benzyl L-glutamate 
• 92235-10-4 N-((S)-2-benzyloxycarbonylamino-butyryl)-glycine ethyl ester 
• 16305-80-9 L-α-Amino-butyryl-glycin 
• 3705-42-8 Cbz-(L)-Glu-OBn 
• 103506-39-4 N-{(S)-2-[(N-benzyloxycarbonyl-L-γ-glutamyl)-amino]-butyryl}-glycine 

Relevant articles and documents

A turn-on NIR fluorescence and colourimetric cyanine probe for monitoring the thiol content in serum and the glutathione reductase assisted glutathione redox process

We report a novel reaction-based thiol selective turn-on near-infrared (NIR) fluorescence and colourimetric dinitrobenzenesulfonyl-cyanine (DNBSCy) probe. In the presence of thiols such as glutathione (GSH), new absorption bands (476 and 581 nm) were observed, with the colour of the solution (10 mM PBS, pH = 7.4) changing from light green to blue. Interestingly, relatively non-fluorescent DNBSCy exhibited enhanced fluorescence emission around 700 nm in the NIR region. GSH reacted efficiently with the electron withdrawing sulfonyl ester moiety of DNBSCy, releasing the quinone embedded heptamethine cyanine (Cy-quinone) with extended π-electron conjugation responsible for the turn-on NIR fluorescence. Cy-quinone also displayed a conjugated π-electron push-pull character under physiological conditions. The DNBSCy probe was effectively employed to monitor the thiols in fetal bovine serum (FBS). The probe was capable of monitoring the oxidized glutathione (GSSG)/GSH redox process in the presence of glutathione reductase and NADPH with NIR fluorescence and colourimetric optical response. Thus, DNBSCy has the potential to measure the activity of glutathione reductase as a measure of oxidative stress. The Royal Society of Chemistry 2013.

Syntheses of ophthalmic acid and its analogues.

-