ChemicalBook > CAS DataBase List > N-[[[(1S)-1-CARBOXY-3-METHYLBUTYL]AMINO]CARBONYL]-L-GLUTAMIC ACID

N-[[[(1S)-1-CARBOXY-3-METHYLBUTYL]AMINO]CARBONYL]-L-GLUTAMIC ACID

Product Name
N-[[[(1S)-1-CARBOXY-3-METHYLBUTYL]AMINO]CARBONYL]-L-GLUTAMIC ACID
CAS No.
723331-20-2
Chemical Name
N-[[[(1S)-1-CARBOXY-3-METHYLBUTYL]AMINO]CARBONYL]-L-GLUTAMIC ACID
Synonyms
ZJ 43;N-[[[(1S)-1-CARBOXY-3-METHYLBUTYL]AMINO]CARBONYL]-L-GLUTAMIC ACID;L-Glutamic acid, N-[[[(1S)-1-carboxy-3-methylbutyl]amino]carbonyl]-
CBNumber
CB92453434
Molecular Formula
C12H20N2O7
Formula Weight
304.3
MOL File
723331-20-2.mol
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N-[[[(1S)-1-CARBOXY-3-METHYLBUTYL]AMINO]CARBONYL]-L-GLUTAMIC ACID Property

storage temp. 
Store at -20°C
solubility 
Soluble in DMSO (up to at least mg/ml) or in Water (up to at least 25 mg/ml)
form 
solid
color 
White
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20° for up to 2 months.
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML2793
Product name
ZJ43
Purity
≥98% (HPLC)
Packaging
5 mg
Price
$103
Updated
2025/07/31
Sigma-Aldrich
Product number
SML2793
Product name
ZJ43
Purity
≥98% (HPLC)
Packaging
25 mg
Price
$416
Updated
2025/07/31
Tocris
Product number
2675
Product name
ZJ43
Purity
≥95%(HPLC)
Packaging
10
Price
$317
Updated
2021/12/16
TRC
Product number
Z485110
Product name
ZJ43
Packaging
2.5mg
Price
$100
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0009973
Product name
ZJ 43
Purity
95.00%
Packaging
10MG
Price
$322.35
Updated
2021/12/16
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N-[[[(1S)-1-CARBOXY-3-METHYLBUTYL]AMINO]CARBONYL]-L-GLUTAMIC ACID Chemical Properties,Usage,Production

Description

ZJ43 (723331-20-2) is potent inhibitor of glutamate carboxypeptidases II (Ki = 0.8 nM) and III (Ki = 23 nM).1?It potently (IC50?= 2.4 nM) inhibited the ability of glutamate carboxypeptidase II to hydrolyze the neurotransmitter N-acetylaspartylglutamate (NAAG) resulting in an increase in synaptic levels of group II mGluRs. Peripherally administered ZJ43 increased the activation of mGluR3 by NAAG released from peripheral sensory neurites resulting in analgesia.2,3?ZJ43 has also shown efficacy in other inflammatory pain models.4,5

Biological Activity

Potent inhibitor of glutamate carboxypeptidase II and III (GCP II and III/NAAG peptidase/NAALADase) (K i values are 0.8 and 23 nM respectively) that inhibits the hydrolysis of NAAG (IC 50 = 2.4 nM) . Does not directly interact with NMDA or metabotropic glutamate receptors. Reduces neuronal degeneration in a rat model of? traumatic brain injury (TBI) and reduces locomotor activity in the PCP-model of schizophrenia.

in vitro

as a potent inhibitor of glutamate carboxypeptidase ii and iii (gcp ii and iii) with kivalues of 0.8 and 23 nm respectively, zj-43 inhibited the hydrolysis of naag via indirect interactions with nmda or metabotropic glutamate receptors [1].

in vivo

intravenous injection of zj-43 coiuld suppress both phases of the agitation behaviour induced by paw formalin injection in the rat neuropathic pain model. moreover, intravenous administration of zj-43 attenuated the level of mechanical allodynia induced by the nerve ligation. these effects of zj-43 in both the formalin test and the partial sciatic nerve ligation model were completely antagonized by pretreatment with ly-341495, which was a highly selective group ii mglur antagonist [1].

IC 50

2.4 nm

storage

Store at -20°C

References

[1] RAFAL T. OLSZEWSKI. NAAG peptidase inhibition reduces locomotor activity and some stereotypes in the PCP model of schizophrenia via group II mGluR[J]. Journal of Neurochemistry, 2004, 89 4: 876-885. DOI:10.1111/j.1471-4159.2004.02358.x
[2] TATSUO YAMAMOTO. Antinociceptive effects of N-acetylaspartylglutamate (NAAG) peptidase inhibitors ZJ-11, ZJ-17 and ZJ-43 in the rat formalin test and in the rat neuropathic pain model[J]. European Journal of Neuroscience, 2004, 20 2: 483-494. DOI:10.1111/j.1460-9568.2004.03504.x
[3] TATSUO YAMAMOTO. Local administration of N-acetylaspartylglutamate (NAAG) peptidase inhibitors is analgesic in peripheral pain in rats[J]. European Journal of Neuroscience, 2007, 25 1: 147-158. DOI:10.1111/j.1460-9568.2006.05272.x
[4] TATSUO YAMAMOTO. Intracerebroventricular administration of N-acetylaspartylglutamate (NAAG) peptidase inhibitors is analgesic in inflammatory pain.[J]. Molecular Pain, 2008: 31. DOI:10.1186/1744-8069-4-31
[5] TAKAHIRO NONAKA. A role for the locus coeruleus in the analgesic efficacy of N-acetylaspartylglutamate peptidase (GCPII) inhibitors ZJ43 and 2-PMPA.[J]. Molecular Pain, 2017, 13: 1744806917697008. DOI:10.1177/1744806917697008

N-[[[(1S)-1-CARBOXY-3-METHYLBUTYL]AMINO]CARBONYL]-L-GLUTAMIC ACID Preparation Products And Raw materials

Raw materials

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N-[[[(1S)-1-CARBOXY-3-METHYLBUTYL]AMINO]CARBONYL]-L-GLUTAMIC ACID Suppliers

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723331-20-2, N-[[[(1S)-1-CARBOXY-3-METHYLBUTYL]AMINO]CARBONYL]-L-GLUTAMIC ACIDRelated Search:


  • N-[[[(1S)-1-CARBOXY-3-METHYLBUTYL]AMINO]CARBONYL]-L-GLUTAMIC ACID
  • ZJ 43
  • L-Glutamic acid, N-[[[(1S)-1-carboxy-3-methylbutyl]amino]carbonyl]-
  • 723331-20-2