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Home > Products > Specialty & Industrial Chemicals > Specialty Chemicals > O-Amino-L-homoserine
O-Amino-L-homoserine structure, CAS 496-93-5

O-Amino-L-homoserine

CAS Number496-93-5

SynonymsL-2-amino-4-(aminooxy)butyric acid; O-Amino-homoserin; Canaline; O-amino-homoserine; O-amino-DL-homoserine; O-Amino-DL-homoserin; 2-amino-4-aminooxybutanoic acid; L-a-amino-g-(aminooxy)-n-butyric acid; (S)-2-Amino-4-(aminooxy)butanoic acid; L-2-amino-4-(aminooxy)butyrate; L-Homoserine,O-amino; O-Amino-L-homoserine; L-Canaline

Molecular FormulaC4H10N2O3

Molecular Weight199.10 (free acid basis)

Purity≥95 (TLC)%

Density1.298g/cm3

Boiling Point378.1ºC at 760mmHg

Melting Point

Flash Point

Appearancepowder

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Cat. No.: 2A-9022273 Purity: ≥95 (TLC)%
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Quality Control of [ 496-93-5 ] Purity: ≥95 (TLC)% SDS Specification MoL

COA NMR CNMR HPLC LC-MS
Chemical & Physical Properties
CAS Number496-93-5
Catalog No.2A-9022273
Chinese Name6-硝基-2-氨苯酚-4-磺酸
SynonymsL-2-amino-4-(aminooxy)butyric acid; O-Amino-homoserin; Canaline; O-amino-homoserine; O-amino-DL-homoserine; O-Amino-DL-homoserin; 2-amino-4-aminooxybutanoic acid; L-a-amino-g-(aminooxy)-n-butyric acid; (S)-2-Amino-4-(aminooxy)butanoic acid; L-2-amino-4-(aminooxy)butyrate; L-Homoserine,O-amino; O-Amino-L-homoserine; L-Canaline
Molecular FormulaC4H10N2O3
Molecular Weight199.10 (free acid basis)
Purity≥95 (TLC)
Density1.298g/cm3
Boiling Point378.1ºC at 760mmHg
Appearancepowder
Storage Condition-20°C, dry, sealed
ApplicationL-Canaline is a non-protein amino acid found in many leguminous plants. L-Canaline is a toxic metabolite of L-canavanine and its arginase catalysis. L-Canaline is a potent and irreversible inhibitor o
HTC2922509090
SMILES[P](=O)(OCC[C@H](N)C(=O)O)(O)O
InChI1S/C4H10NO6P/c5-3(4(6)7)1-2-11-12(8,9)10/h3H,1-2,5H2,(H,6,7)(H2,8,9,10)/t3-/m0/s1
InChI KeyFXDNYOANAXWZHG-VKHMYHEASA-N
NACRES CodeNA.26
UNSPSC12352209
MSDSmsds/22273_1_496_93_5.pdf
Use ofL-Canaline is a nonprotein amino acid stored in many leguminous plants. L-Canaline is a cytotoxic metabolite catalyzed by L-canavanine and its arginase. L-Canaline is a potent and irreversible inhibitor of ornithine aminotransferase. L-Canaline inhibits the growth of the malaria parasite Plasmodium falciparum with an IC50 of 297 nM. L-Canaline has anticancer and antiproliferative effects[1][2][3]. Properties Name (2S)-2-amino-4-aminooxybutanoic acid Synonym More Synonyms l-canaline base Biological Activity Description L-Canaline is a nonprotein amino acid stored in many leguminous plants. L-Canaline is a cytotoxic metabolite catalyzed by L-canavanine and its arginase. L-Canaline is a potent and irreversible inhibitor of ornithine aminotransferase. L-Canaline inhibits the growth of the malaria parasite Plasmodium falciparum with an IC50 of 297 nM. L-Canaline has anticancer and antiproliferative effects[1][2][3]. Related Catalog Research Areas >> Cancer Research Areas >> Infection IC50: 297 nM (Plasmodium falciparum)[3]; Ornithine aminotransferase[1] In Vivo L-Canaline decreases the aspartic acid content of tissues of the medulla oblongata of male Wistar rats, but it does not affect the evoked release of this nonprotein amino acid into these tissues[2]. Intraseptal injection of 100 μg of L-canaline into male Sprague-Dawley rats causes a 90% decrease in the omithine aminotransferase activity of the septum tissues evaluated from animals killed 1 h later[2]. References [1]. Bence AK, et al. The antiproliferative and immunotoxic effects of L-canavanine and L-canaline. Anticancer Drugs. 2002 Mar;13(3):313-20. [2]. Rosenthal GA. L-canaline: a potent antimetabolite and anti-cancer agent from leguminous plants. Life Sci. 1997;60(19):1635-41. [3]. Berger BJ. Antimalarial activities of aminooxy compounds. Antimicrob Agents Chemother. 2000 Sep;44(9):2540-2. Chemical & Physical Properties Molecular Formula C4H10N2O3 Exact Mass 134.06900 PSA 98.57000 LogP 0.07930 Index of Refraction 1.51 InChIKey FQPGMQABJNQLLF-VKHMYHEASA-N SMILES NOCCC(N)C(=O)O Safety Information Hazard Codes Xi HS Code 2922509090 Synthetic Route ethyl N-[2-(2,5... CAS#:92117-88-9 l-canaline base CAS#:496-93-5 Literature: Nyberg; Christensen Journal of the American Chemical Society, 1957 , vol. 79, p. 1222,1225 Nα-Benzoyl-Nγ-d... CAS#:15985-58-7 l-canaline base CAS#:496-93-5 Literature: Gilon,C. et al. Tetrahedron, 1967 , vol. 23, p. 4441 - 4447 CAS#:101794-06-3 l-canaline base CAS#:496-93-5 Literature: Knobler; Frankel Journal of the Chemical Society, 1958 , p. 1629 Precursor & DownStream Precursor 3 CAS#:92117-88-9 ethyl N-[2-(2,5... CAS#:15985-58-7 Nα-Benzoyl-Nγ-d... CAS#:1192-69-4 DL-CYCLOHOMOSERINE DownStream 2 CAS#:6169-65-9 2-[N-(benzenesu... CAS#:7664-41-7
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