Product Name

  • Name

    QUISQUALIC ACID

  • EINECS
  • CAS No. 52809-07-1
  • Article Data8
  • CAS DataBase
  • Density 1.679 g/cm3
  • 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
  • Transport Information
  • Appearance off-white solid
  • Safety 26-36
  • Risk Codes 20/21/22
  • Molecular Structure Molecular Structure of 52809-07-1 (QUISQUALIC ACID)
  • Hazard Symbols HarmfulXn
  • Synonyms 1,2,4-Oxadiazolidine-2-propanoicacid, a-amino-3,5-dioxo-, (S)-;Quisqualic acid (7CI);L-Quisqualic acid;Quisqualinic acid;S-Quisqualic acid;
  • PSA 131.32000
  • LogP -1.75820

Synthetic route

O-acetyl-L-serine
5147-00-2

O-acetyl-L-serine

[1,2,4]oxadiazolidine-3,5-dione
24603-68-7

[1,2,4]oxadiazolidine-3,5-dione

quisqualic acid
52809-07-1

quisqualic acid

Conditions
ConditionsYield
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)
Sodium; (S)-2-tert-butoxycarbonylamino-3-(3,5-dioxo-[1,2,4]oxadiazolidin-2-yl)-propionate

Sodium; (S)-2-tert-butoxycarbonylamino-3-(3,5-dioxo-[1,2,4]oxadiazolidin-2-yl)-propionate

quisqualic acid
52809-07-1

quisqualic acid

Conditions
ConditionsYield
With Dowex 50W-X8(H); trifluoroacetic acid 1.) 20 deg C, 1 h; Yield given;
L-serin
56-45-1

L-serin

[1,2,4]oxadiazolidine-3,5-dione
24603-68-7

[1,2,4]oxadiazolidine-3,5-dione

quisqualic acid
52809-07-1

quisqualic acid

Conditions
ConditionsYield
With acetate buffer; metal ions; pyridoxal 5'-phosphate
L-Cysteine
52-90-4

L-Cysteine

[1,2,4]oxadiazolidine-3,5-dione
24603-68-7

[1,2,4]oxadiazolidine-3,5-dione

quisqualic acid
52809-07-1

quisqualic acid

Conditions
ConditionsYield
With Tris-HCl buffer at 30℃; for 0.166667h; β-cyano-L-alanine synthase (from Spinacia oleracea, Chenopodiaceae);
(S)-2-tert-Butoxycarbonylamino-3-(3,5-dioxo-[1,2,4]oxadiazolidin-2-yl)-propionic acid tert-butyl ester

(S)-2-tert-Butoxycarbonylamino-3-(3,5-dioxo-[1,2,4]oxadiazolidin-2-yl)-propionic acid tert-butyl ester

quisqualic acid
52809-07-1

quisqualic acid

Conditions
ConditionsYield
With Amberlite IR-45; methoxybenzene; trifluoroacetic acid In N,N-dimethyl-formamide at 0℃; for 16h; Yield given;
((S)-2-Ethoxycarbonylaminocarbonyl-5-oxo-isoxazolidin-4-yl)-carbamic acid tert-butyl ester
97839-01-5

((S)-2-Ethoxycarbonylaminocarbonyl-5-oxo-isoxazolidin-4-yl)-carbamic acid tert-butyl ester

quisqualic acid
52809-07-1

quisqualic acid

Conditions
ConditionsYield
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
quisqualic acid
52809-07-1

quisqualic acid

L-2-Amino-3-ureido-propanoic acid
1483-07-4

L-2-Amino-3-ureido-propanoic acid

Conditions
ConditionsYield
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

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View