Ac-Asp(Glu-OH)-OH

Modify Date: 2024-01-02 11:05:30

Ac-Asp(Glu-OH)-OH Structure
Ac-Asp(Glu-OH)-OH structure
Common Name Ac-Asp(Glu-OH)-OH
CAS Number 4910-46-7 Molecular Weight 304.253
Density 1.5±0.1 g/cm3 Boiling Point 769.5±60.0 °C at 760 mmHg
Molecular Formula C11H16N2O8 Melting Point N/A
MSDS Chinese USA Flash Point 419.1±32.9 °C

 Use of Ac-Asp(Glu-OH)-OH


β-Spaglumic acid (β-NAAG) is a competitive NAAG peptidase inhibitor (Ki=1 µM) that protects spinal cord neurons from excitotoxicity and hypoxic damage. β-Spaglumic acid is also a selective mGluR3 antagonist (mGluR3 receptor functions to regulate activity-dependent synaptic potentiation in the hippocampus). β-Spaglumic acid can be used in neuroprotection-related studies[1][2].

 Names

Name N-Acetyl-β-Asp-Glu
Synonym More Synonyms

 Ac-Asp(Glu-OH)-OH Biological Activity

Description β-Spaglumic acid (β-NAAG) is a competitive NAAG peptidase inhibitor (Ki=1 µM) that protects spinal cord neurons from excitotoxicity and hypoxic damage. β-Spaglumic acid is also a selective mGluR3 antagonist (mGluR3 receptor functions to regulate activity-dependent synaptic potentiation in the hippocampus). β-Spaglumic acid can be used in neuroprotection-related studies[1][2].
Related Catalog
Target

NAAG peptidase, mGluR3[1][2].

In Vitro β-Spaglumic acid (63-1000 µM; 2 h) protects against NMDA-induced injury of spinal cord cells in a dose-dependent manner[1]. β-Spaglumic acid (0-1000 µM; 2 h) protects spinal cord cells against hypoxia[1]. β-Spaglumic acid (500 µM) significantly reduces intraneuronal free Ca2+ responses upon neuronal exposure to 25 µM NMDA[1]. β-Spaglumic acid (100 µM; 7 min) antagonizes mGluR3 in cerebellar granule cells[2]. Cell Viability Assay[1] Cell Line: Spinal cord cells (NMDA-induced) (from spinal cords removed from prenatal day 15 Sprague-Dawley rat fetuses) Concentration: 63-1000 µM Incubation Time: 2 h Result: Led to a significant attenuation of NMDA toxicity at a concentration of 63 µM and completely blocked NMDA toxicity with 500 and 1000 µM concentrations. Apparently minimized the basal loss of cell viability associated with experimental handling of the cells (e.g. serum removal, media changes). Cell Viability Assay[1] Cell Line: Spinal cord cells (hypoxic-induced) Concentration: 0-1000 µM Incubation Time: 2 h Result: Provided 75% protection during hypoxia when at 8 µM and completely eliminated hypoxia-induced loss of viability (107.4-114.4% protection, respectively) when at 63-1000 µM. Cell Viability Assay[2] Cell Line: Cerebellar granule cells (expressing group I-III mGluRs) Concentration: 100 µM Incubation Time: 7 min Result: Blocked NAAG inhibition of forskolin-stimulated cAMP formation via mGluR3.

 Chemical & Physical Properties

Density 1.5±0.1 g/cm3
Boiling Point 769.5±60.0 °C at 760 mmHg
Molecular Formula C11H16N2O8
Molecular Weight 304.253
Flash Point 419.1±32.9 °C
Exact Mass 304.090668
PSA 170.10000
LogP -1.96
Vapour Pressure 0.0±5.7 mmHg at 25°C
Index of Refraction 1.540
Storage condition −20°C

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Safety Phrases 22-24/25
RIDADR NONH for all modes of transport
WGK Germany 3

 Synthetic Route

~87%

Ac-Asp(Glu-OH)-OH Structure

Ac-Asp(Glu-OH)-OH

CAS#:4910-46-7

Literature: Piotrovskii, L. B.; Dumpis, M. A.; Poznyakova, L. N.; Aleksandrova, L. N.; Sepetov, N. F. Journal of Organic Chemistry USSR (English Translation), 1988 , vol. 24, p. 96 - 100 Zhurnal Organicheskoi Khimii, 1988 , vol. 24, # 1 p. 111 - 116

~%

Ac-Asp(Glu-OH)-OH Structure

Ac-Asp(Glu-OH)-OH

CAS#:4910-46-7

Literature: Piotrovskii, L. B.; Dumpis, M. A.; Poznyakova, L. N.; Aleksandrova, L. N.; Sepetov, N. F. Journal of Organic Chemistry USSR (English Translation), 1988 , vol. 24, p. 96 - 100 Zhurnal Organicheskoi Khimii, 1988 , vol. 24, # 1 p. 111 - 116

~%

Ac-Asp(Glu-OH)-OH Structure

Ac-Asp(Glu-OH)-OH

CAS#:4910-46-7

Literature: Piotrovskii, L. B.; Dumpis, M. A.; Poznyakova, L. N.; Aleksandrova, L. N.; Sepetov, N. F. Journal of Organic Chemistry USSR (English Translation), 1988 , vol. 24, p. 96 - 100 Zhurnal Organicheskoi Khimii, 1988 , vol. 24, # 1 p. 111 - 116

~%

Ac-Asp(Glu-OH)-OH Structure

Ac-Asp(Glu-OH)-OH

CAS#:4910-46-7

Literature: Piotrovskii, L. B.; Dumpis, M. A.; Poznyakova, L. N.; Aleksandrova, L. N.; Sepetov, N. F. Journal of Organic Chemistry USSR (English Translation), 1988 , vol. 24, p. 96 - 100 Zhurnal Organicheskoi Khimii, 1988 , vol. 24, # 1 p. 111 - 116

 Precursor & DownStream

Precursor  2

DownStream  0

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 Synonyms

N-(N-Acetylaspartyl)glutamic acid
N-Acetyl-α-aspartylglutamic acid
2-[(2-Acetamido-3-carboxypropanoyl)amino]pentanedioic acid
Glutamic acid, N-acetyl-α-aspartyl-
Spaglumic acid,N-Acetyl-L-aspartyl-L-glutamicacid
N-Acetyl-a-aspartylglutamic acid
Ac-Asp(Glu-OH)-OH
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