Synonym
UBP141, UBP 141, UBP-141
IUPAC/Chemical Name
(2R,3S)-1-[(phenanthren-3-yl)carbonyl]piperazine-2,3-dicarboxylic acid
InChi Key
VVUAQPXBYDYTDF-ZWKOTPCHSA-N
InChi Code
InChI=1S/C21H18N2O5/c24-19(23-10-9-22-17(20(25)26)18(23)21(27)28)14-8-7-13-6-5-12-3-1-2-4-15(12)16(13)11-14/h1-8,11,17-18,22H,9-10H2,(H,25,26)(H,27,28)/t17-,18+/m0/s1
SMILES Code
O=C([C@@H]1N(C(C2=CC=C3C=CC4=CC=CC=C4C3=C2)=O)CCN[C@@H]1C(O)=O)O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
378.38
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Yamamoto H, Kamegaya E, Sawada W, Hasegawa R, Yamamoto T, Hagino Y, Takamatsu Y, Imai K, Koga H, Mishina M, Ikeda K. Involvement of the N-methyl-D-aspartate receptor GluN2D subunit in phencyclidine-induced motor impairment, gene expression, and increased Fos immunoreactivity. Mol Brain. 2013 Dec 16;6:56. doi: 10.1186/1756-6606-6-56. PubMed PMID: 24330819; PubMed Central PMCID: PMC3878647.
2: Wang M, Chazot PL, Ali S, Duckett SF, Obrenovitch TP. Effects of NMDA receptor antagonists with different subtype selectivities on retinal spreading depression. Br J Pharmacol. 2012 Jan;165(1):235-44. doi: 10.1111/j.1476-5381.2011.01553.x. PubMed PMID: 21699507; PubMed Central PMCID: PMC3252980.
3: Palygin O, Lalo U, Pankratov Y. Distinct pharmacological and functional properties of NMDA receptors in mouse cortical astrocytes. Br J Pharmacol. 2011 Aug;163(8):1755-66. doi: 10.1111/j.1476-5381.2011.01374.x. PubMed PMID: 21449975; PubMed Central PMCID: PMC3166701.
4: Palygin O, Lalo U, Verkhratsky A, Pankratov Y. Ionotropic NMDA and P2X1/5 receptors mediate synaptically induced Ca2+ signalling in cortical astrocytes. Cell Calcium. 2010 Oct;48(4):225-31. doi: 10.1016/j.ceca.2010.09.004. PubMed PMID: 20926134.
5: Suárez F, Zhao Q, Monaghan DT, Jane DE, Jones S, Gibb AJ. Functional heterogeneity of NMDA receptors in rat substantia nigra pars compacta and reticulata neurones. Eur J Neurosci. 2010 Aug;32(3):359-67. doi: 10.1111/j.1460-9568.2010.07298.x. Epub 2010 Jul 6. PubMed PMID: 20618827; PubMed Central PMCID: PMC4177768.
6: Costa BM, Feng B, Tsintsadze TS, Morley RM, Irvine MW, Tsintsadze V, Lozovaya NA, Jane DE, Monaghan DT. N-methyl-D-aspartate (NMDA) receptor NR2 subunit selectivity of a series of novel piperazine-2,3-dicarboxylate derivatives: preferential blockade of extrasynaptic NMDA receptors in the rat hippocampal CA3-CA1 synapse. J Pharmacol Exp Ther. 2009 Nov;331(2):618-26. doi: 10.1124/jpet.109.156752. Epub 2009 Aug 14. PubMed PMID: 19684252; PubMed Central PMCID: PMC2775268.
7: Harney SC, Jane DE, Anwyl R. Extrasynaptic NR2D-containing NMDARs are recruited to the synapse during LTP of NMDAR-EPSCs. J Neurosci. 2008 Nov 5;28(45):11685-94. doi: 10.1523/JNEUROSCI.3035-08.2008. PubMed PMID: 18987204; PubMed Central PMCID: PMC3844786.
8: Tong CK, Kaftan EJ, Macdermott AB. Functional identification of NR2 subunits contributing to NMDA receptors on substance P receptor-expressing dorsal horn neurons. Mol Pain. 2008 Oct 10;4:44. doi: 10.1186/1744-8069-4-44. PubMed PMID: 18847474; PubMed Central PMCID: PMC2572590.
9: Brothwell SL, Barber JL, Monaghan DT, Jane DE, Gibb AJ, Jones S. NR2B- and NR2D-containing synaptic NMDA receptors in developing rat substantia nigra pars compacta dopaminergic neurones. J Physiol. 2008 Feb 1;586(3):739-50. Epub 2007 Nov 22. PubMed PMID: 18033813; PubMed Central PMCID: PMC2375608.