295325-62-1 Usage
Description
(S)-ALPHA-AMINO-2,3-DIHYDRO-4-METHOXY-7-NITRO-D-OXO-1H-INDOLE-1-PENTANOIC ACID, also known as MNI-caged-L-glutamate, is a novel caged neuroactive amino acid that utilizes the 4-methoxy-7-nitroindolinyl (MNI) group to create caged ligands specific for glutamate receptor subtypes. (S)-ALPHA-AMINO-2,3-DIHYDRO-4-METHOXY-7-NITRO-D-OXO-1H-INDOLE-1-PENTANOIC ACID allows for the rapid release of glutamate upon photolysis, making it a valuable tool in neuroscience research.
Uses
Used in Neuroscience Research:
MNI-caged-L-glutamate is used as a research tool for studying the role of glutamate receptors in various neurological processes. Its ability to rapidly release glutamate upon photolysis enables researchers to investigate the specific functions and mechanisms of different glutamate receptor subtypes in a controlled manner.
Used in Drug Development:
MNI-caged-L-glutamate can be employed in the development of new drugs targeting glutamate receptors, which are implicated in various neurological disorders such as Alzheimer's disease, Parkinson's disease, and multiple sclerosis. By understanding the specific actions of this caged neuroactive amino acid, researchers can design more effective and targeted therapies for these conditions.
Used in Neurotransmitter Release Studies:
MNI-caged-L-glutamate is used as a research tool to study the release of neurotransmitters, particularly glutamate, in response to various stimuli. This can help researchers gain insights into the underlying mechanisms of neurotransmission and develop a better understanding of how it is regulated in the brain.
Used in Optogenetics:
MNI-caged-L-glutamate can be utilized in optogenetics, a technique that combines genetics and optics to control cells in living tissue. By using this caged neuroactive amino acid, researchers can selectively control the release of glutamate in specific neurons, allowing for the investigation of their function and interactions with other cells in the nervous system.
Biological Activity
Caged glutamate that rapidly and efficiently releases glutamate when photolysed (300-380 nm excitation). Water-soluble, highly resistant to hydrolysis, stable at neutral pH, and pharmacologically inactive at neuronal glutamate receptors (up to mM concentrations). 2.5-fold more efficient at releasing L-glutamate than NI-caged L-glutamate.
Check Digit Verification of cas no
The CAS Registry Mumber 295325-62-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,9,5,3,2 and 5 respectively; the second part has 2 digits, 6 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 295325-62:
(8*2)+(7*9)+(6*5)+(5*3)+(4*2)+(3*5)+(2*6)+(1*2)=161
161 % 10 = 1
So 295325-62-1 is a valid CAS Registry Number.
295325-62-1Relevant articles and documents
Efficient preparation of photolabile agent mni-glu by regioselective nitration of 4-methoxyindoline derivative
Wang, Xiaowei,Gao, Yu,Xu, Yang,Li, Li,Zhang, Zhili,Liu, Junyi
, p. 4030 - 4038 (2009)
The present work investigates the nitration of 4-methoxy indoline derivative with different reagents and optimized conditions. We now report a simple methodology for nitration employing claycop in the presence of amine, which offers significant improvement with regard to the yield and regioselectivity, and a much more favorable isomeric ratio of products was obtained under mild conditions. Therefore, a useful method for preparation of a photolabile L-glutamate derivative was concurrently established.
An Fmoc-compatible method for synthesis of peptides containing photocaged aspartic acid or glutamic acid
Tang, Shan,Cheng, Jing-Yuan,Zheng, Ji-Shen
, p. 4582 - 4585 (2015)
A new method compatible with 9-fluorenylmethoxycarbonyl (Fmoc) solid phase peptide synthesis (SPPS) was developed to synthesize photocaged peptides carrying the photosensitive 4-methoxy-7-nitroindoline (MNI) group on the side chain of aspartic acid (Asp) and glutamic acid (Glu). The caged building blocks, Fmoc-Asp(MNI)-OH and Fmoc-Glu(MNI)-OH, could be readily synthesized on multi-gram scale. An important advantage of the new method is that the MNI group prevents the formation of aminosuccinyl side products and pyrrolidones during Fmoc SPPS and has rapid photolysis kinetics. Thus our method provides a useful approach for photocaging of peptides and proteins at side chain carboxylic groups.
