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Cas Database |
| Name |
L-Quisqualic acid |
EINECS | N/A |
| CAS No. | 52809-07-1 | Density | 1.679 g/cm3 |
| PSA | 131.32000 | LogP | -1.75820 |
| Solubility | NH4OH 1 M: 20 mg/mL, clear, colorless | Melting Point |
185-187 °C |
| Formula | C5H7N3O5 | Boiling Point | 324.36°C (rough estimate) |
| Molecular Weight | 189.128 | Flash Point | N/A |
| Transport Information | N/A | Appearance | off-white solid |
| Safety | 26-36 | Risk Codes | 20/21/22 |
| Molecular Structure |
|
Hazard Symbols |
 Xn
|
| Synonyms |
1,2,4-Oxadiazolidine-2-propanoicacid, a-amino-3,5-dioxo-, (S)-;Quisqualic acid (7CI);L-Quisqualic acid;Quisqualinic acid;S-Quisqualic acid; |
Article Data | 8 |
L-Quisqualic acid Synthetic route
| Conditions | Yield |
|---|---|
| With gallium(III) nitrate; pyridoxal 5'-phosphate In water at 62 - 65℃; for 2h; pH=5.0; | 10% |
| cysteine synthases from Pisum sativum | |
| With acetate buffer; metal ions; pyridoxal 5'-phosphate | |
| isoenzyme B (cysteine synthase fromm Quisqualis indica var. villosa) |
- 52809-07-1
quisqualic acid
| Conditions | Yield |
|---|---|
| With Dowex 50W-X8(H); trifluoroacetic acid 1.) 20 deg C, 1 h; Yield given; |
| Conditions | Yield |
|---|---|
| With acetate buffer; metal ions; pyridoxal 5'-phosphate |
| Conditions | Yield |
|---|---|
| With Tris-HCl buffer at 30℃; for 0.166667h; β-cyano-L-alanine synthase (from Spinacia oleracea, Chenopodiaceae); |
- 52809-07-1
quisqualic acid
| Conditions | Yield |
|---|---|
| With Amberlite IR-45; methoxybenzene; trifluoroacetic acid In N,N-dimethyl-formamide at 0℃; for 16h; Yield given; |
- 97839-01-5
((S)-2-Ethoxycarbonylaminocarbonyl-5-oxo-isoxazolidin-4-yl)-carbamic acid tert-butyl ester
- 52809-07-1
quisqualic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: NaOH / tetrahydrofuran; H2O / 0.33 h / 20 °C 2: 1.) CF3COOH, 2.) Dowex 50W-X8(H) / 1.) 20 deg C, 1 h View Scheme |
- 52809-07-1
quisqualic acid
- 1483-07-4
L-2-Amino-3-ureido-propanoic acid
| Conditions | Yield |
|---|---|
| With hydrogen; platinum(IV) oxide In water at 20℃; for 3h; |
L-Quisqualic acid Specification
The IUPAC name of L-Quisqualic acid is (2S)-2-Amino-3-(3,5-dioxo-1,2,4-oxadiazolidin-2-yl)propanoic acid. With the CAS registry number 52809-07-1, it is also named as Quisqualic acid. The product's categories are amino acids 13C, 2H, 15N, amino acids & derivatives, neurochemicals, glutamate receptor, glutamate. In addition, its molecular formula is C5H7N3O5 and its molecular weight is 189.13. It is off-white solid, which should be cool and dry place at 2-8 °C. Besides, you must keep container tightly sealed. And you should ensure that workplaces have good ventilation or exhaust. Furthermore, the product is stable and incompatible with strong oxidizing agents, which is souble in NH4OH.
The other characteristics of L-Quisqualic acid can be summarized as: (1)ACD/LogP: -1.86; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -4.36; (4)ACD/LogD (pH 7.4): -4.38; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)H bond acceptors: 8; (10)H bond donors: 4; (11)Freely Rotating Bonds: 4; (12)XLogP3-AA: -3.9; (13)Rotatable Bond Count: 3; (14)Tautomer Count: 3; (15)Exact Mass: 189.03857; (16)MonoIsotopic Mass: 189.03857; (17)Topological Polar Surface Area: 122; (18)Heavy Atom Count: 13; (19)Complexity: 265; (20)Index of Refraction: 1.571; (21)Molar Refractivity: 37.02 cm3; (22)Molar Volume: 112.6 cm3; (23)Polarizability: 14.67×10-24cm3; (24)Surface Tension: 79 dyne/cm; (25)Density: 1.679 g/cm3; (26)Melting Point: 185-187 °C.
Uses of L-Quisqualic acid: this chemical is An amino acid that is able to function as an agonist at multiple excitatory amino acid receptor substrates in the central nervous system. It also has high affinity for the kainate, AMPA and the metabotropic receptors. Additionally, it Inhibits the Ca2+ and Cl- depending.
When you are using this chemical, please be cautious about it as the following: it is harmful by inhalation, in contact with skin and if swallowed. Please wear suitable protective clothing. Moreover, in case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
People can use the following data to convert to the molecule structure.
(1)SMILES:O=C1NC(=O)ON1C[C@H](N)C(=O)O
(2)InChI:InChI=1/C5H7N3O5/c6-2(3(9)10)1-8-4(11)7-5(12)13-8/h2H,1,6H2,(H,9,10)(H,7,11,12)/t2-/m0/s1
(3)InChIKey:ASNFTDCKZKHJSW-REOHCLBHBE
(4)Std. InChI:InChI=1S/C5H7N3O5/c6-2(3(9)10)1-8-4(11)7-5(12)13-8/h2H,1,6H2,(H,9,10)(H,7,11,12)/t2-/m0/s1
(5)Std. InChIKey:ASNFTDCKZKHJSW-REOHCLBHSA-N
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