239135-34-3

Basic information

• Product Name: GLUTAMATE CAGED
• Synonyms: caged glutamate;Caged Glutamate hydrate, (S)-Methyl 1-[5-(4-amino-4-carboxybutanoyl)]-7-nitroindoline-5-acetate hydrate;Glutamate, Caged hydrate;(S)-Methyl 1-[5-(4-amino-4-carboxybutanoyl)]-7-nitroindoline-5-acetate hydrate;Caged Glutamate hydrate;(alphaS)-alpha-Amino-2,3-dihydro-5-(2-methoxy-2-oxoethyl)-7-nitro-delta-oxo-1H-indole-1-pentanoic acid
• CAS NO: 239135-34-3
• Molecular Formula: C₁₆H₁₉N₃O₇
• Molecular Weight: 365.34
• Mol File: 239135-34-3.mol

Chemical Properties

• Appearance: white/solid
• Storage Temp.: −20°C
• Solubility: H2O: >10 mg/mL
• CAS DataBase Reference: GLUTAMATE CAGED(CAS DataBase Reference)
• NIST Chemistry Reference: GLUTAMATE CAGED(239135-34-3)
• EPA Substance Registry System: GLUTAMATE CAGED(239135-34-3)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 239135-34-3(Hazardous Substances Data)

Usage

Uses

Used in Neurobiology Research:
GLUTAMATE CAGED is used as a supplement in neurobasal medium for primary culture of mouse cortical neurons. This allows researchers to study the effects of glutamate on neuronal development and function in a controlled environment.
Used in Laboratory-Prepared Food:
GLUTAMATE CAGED is used as a supplemental glutamate in laboratory-prepared food (LF). This is important for maintaining the health and well-being of animals used in research, as glutamate is an essential amino acid that plays a crucial role in various physiological processes.
Used in Mouse Brain-Slice Experiments:
GLUTAMATE CAGED is used as a component of slicing solution used for perfusing the animal in mouse brain-slice experiments. This allows researchers to study the effects of glutamate on brain slices, which can provide valuable insights into the mechanisms of neurotransmission and other neurological processes.

Biochem/physiol Actions

Caged glutamate is a photoactivatable compound. It is active on exposure to ultraviolet light.

Upstream product

• 239135-31-0 methyl 1-(S)-{[(4-tert-butoxycarbonyl)-4-(tert-butoxycarbonylamino)]butanoyl}indoline-5-acetate 
• 16078-35-6 1-(1-acetylindolin-5-yl)ethanone 
• 188111-62-8 2-(indolin-5-yl)acetic acid methyl ester 
• 81709-42-4 1-acetyl-2,3-dihydro-1H-indole-5-acetic acid, methyl ester 

Downstream Products

• 56-86-0 L-glutamic acid 

Relevant articles and documents

1-Acyl-7-nitroindoline derivatives, their preparation and their use as photocleavable precursors

Photoreleasable compounds comprising a caging moiety linked to an effector moiety represented by structural formula (I) wherein R1is hydrogen; C1-10alkyl or substituted alkyl; O(CH2)n—Y; N(COZ)(CH2)mY; or N[(CH2)mY′[(CH2)NY]; R2and R3are independently selected from: hydrogen; C1-10alkyl or substituted alkyl; or R2and R3together are cycloalkyl; R4is hydrogen; C1-10alkyl or substituted alkyl; phenyl or substituted phenyl; (CH2)nY; or (CH2)mO(CH2)nY; wherein m and n are independently between 1 and 10; Y and Y′ are independently selected from hydrogen, CO2H or salts thereof or OPO32?, Z is hydrogen or C1-10alkyl or substituted alkyl; and, X is an effector moiety or a group capable of being coupled or converted to an effector moiety, which are capable of releasing the effector moiety on irradiation, typically by flash irradiation with UV light. The photoreleasable compounds can therefor be used to deliver biologically active effector moieties such as neuroactive amino acids or metal chelators to sites where their activity is required.