L-2-AMINO-4-SULFOBUTYRIC ACID

Modify Date: 2024-01-03 16:17:57

L-2-AMINO-4-SULFOBUTYRIC ACID Structure
L-2-AMINO-4-SULFOBUTYRIC ACID structure
Common Name L-2-AMINO-4-SULFOBUTYRIC ACID
CAS Number 14857-77-3 Molecular Weight 183.18300
Density 1.638g/cm3 Boiling Point N/A
Molecular Formula C4H9NO5S Melting Point N/A
MSDS Chinese USA Flash Point N/A

 Use of L-2-AMINO-4-SULFOBUTYRIC ACID


L-Homocysteic acid (L-HCA) is an endogenous excitatory amino acid that acts as a NMDA receptor agonist (EC50: 14 μM). L-Homocysteic acid is neurotoxic, and can be used in the research of neurological disorders[1][2][3].

 Names

Name L-Homocysteic acid
Synonym More Synonyms

 L-2-AMINO-4-SULFOBUTYRIC ACID Biological Activity

Description L-Homocysteic acid (L-HCA) is an endogenous excitatory amino acid that acts as a NMDA receptor agonist (EC50: 14 μM). L-Homocysteic acid is neurotoxic, and can be used in the research of neurological disorders[1][2][3].
Related Catalog
Target

NMDA Receptor:14 μM (EC50)

In Vitro L-Homocysteic acid activates NMDA receptor with an EC50 value of 14 μM[1]. L-Homocysteic acid (100 μM) induces large currents (1.8 nA) that is insensitive to the NMDA receptor-antagonist mixture in Purkinje cells[1]. L-Homocysteic acid (250 μM, 30 min) potently induces an acute excitotoxic reaction in ex vivo chick embryo retina[2]. L-Homocysteic acid (0-2 mM, 48 h) induces a concentration-dependent neurotoxic effect in rat primary neurons[3].
In Vivo L-Homocysteic acid (intraperitoneal injection, 4-11 mmol/kg) elicits seizures in rats during early postnatal development[4]. L-Homocysteic acid (intraperitoneal injection, 100-1500 mg/kg) partially substitutes for NMDA, producing maximum values of 61-67% NMDA-lever responding at doses of 1000 and 560 mg/kg, respectively in Sprague-Dawley rats[5]. Animal Model: Male albino rats of the Wistar strain[4] Dosage: 4, 5.5, 8, 11 mM/kg Administration: Intraperitoneal injection, daily for 14 days Result: Induced flexion seizures at 4 mmol/kg. Led to intense tail flicking, pivoting, and locomotion. Decreased ECoG (electrocorticograms) activity for 5-9 min.
References

[1]. M Yuzaki, et al. Characterization of L-homocysteate-induced currents in Purkinje cells from wild-type and NMDA receptor knockout mice. J Neurophysiol . 1999 Nov;82(5):2820-6.

[2]. J W Olney, et al. L-homocysteic acid: an endogenous excitotoxic ligand of the NMDA receptor. Brain Res Bull. 1987 Nov;19(5):597-602.

[3]. B Lockhart, et al. Inhibition of L-homocysteic acid and buthionine sulphoximine-mediated neurotoxicity in rat embryonic neuronal cultures with alpha-lipoic acid enantiomers. Brain Res. 2000 Feb 14;855(2):292-7.

[4]. P Mares, et al. Convulsant action of D,L-homocysteic acid and its stereoisomers in immature rats.

[5]. Katherine L Nicholson, et al. The discriminative stimulus effects of N-methyl-D-aspartate glycine-site ligands in NMDA antagonist-trained rats. Psychopharmacology (Berl). 2009 Apr;203(2):441-51.

 Chemical & Physical Properties

Density 1.638g/cm3
Molecular Formula C4H9NO5S
Molecular Weight 183.18300
Exact Mass 183.02000
PSA 126.07000
LogP 0.45730
Index of Refraction 1.56

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
RIDADR NONH for all modes of transport
HS Code 2922499990

 Synthetic Route

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Detail
Literature: Nomoto, Shinya; Shimoyama, Akira; Shiraishi, Susumu Tetrahedron Letters, 1998 , vol. 39, # 9 p. 1009 - 1012

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Detail
Literature: Nomoto, Shinya; Shimoyama, Akira; Shiraishi, Susumu Tetrahedron Letters, 1998 , vol. 39, # 9 p. 1009 - 1012

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Detail
Literature: Nomoto, Shinya; Shimoyama, Akira; Shiraishi, Susumu Tetrahedron Letters, 1998 , vol. 39, # 9 p. 1009 - 1012

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L-2-AMINO-4-SULFOBUTYRIC ACID Structure

L-2-AMINO-4-SUL...

CAS#:14857-77-3

Literature: Watkins,J.C. Journal of Medicinal and Pharmaceutical Chemistry, 1962 , vol. 5, p. 1187 - 1199

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Detail
Literature: Nomoto, Shinya; Shimoyama, Akira; Shiraishi, Susumu Tetrahedron Letters, 1998 , vol. 39, # 9 p. 1009 - 1012

~%

Detail
Literature: Nomoto, Shinya; Shimoyama, Akira; Shiraishi, Susumu Tetrahedron Letters, 1998 , vol. 39, # 9 p. 1009 - 1012

~%

Detail
Literature: Nomoto, Shinya; Shimoyama, Akira; Shiraishi, Susumu; Seno, Tomoyuki; Sahara, Denzo Bioscience, Biotechnology and Biochemistry, 1998 , vol. 62, # 4 p. 643 - 649

 Customs

HS Code 2922499990
Summary HS:2922499990 other amino-acids, other than those containing more than one kind of oxygen function, and their esters; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) MFN tariff:6.5% General tariff:30.0%

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 Synonyms

L-2-Amino-4-sulfobutyric acid
(2S)-2-amino-4-sulfobutanoic acid
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