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CAS No 500-44-7 , (2S)-2-amino-3-(3-hydroxy-4-oxopyridin-1-yl)propanoic acid

  • Name: (2S)-2-amino-3-(3-hydroxy-4-oxopyridin-1-yl)propanoic acid
  • Synonyms: CHEBI:29063; Leucaenol; Leucaenine;(2S)-2-amino-3-(3-hydroxy-4-oxopyridin-1-yl)propanoic acid; 500-44-7; Leucenine; L-Mimosine from Koa hoale seeds; Leucenol; Mimosin;L-mimosine;
  • CAS Registry Number:
  • Melting Point: 224-228 °C
  • Flash Point: 213°C
  • Boiling Point: 428.6°Cat760mmHg
  • Density: 1.544g/cm3
  • Refractive index: 1.645
  • Safety Statements: 22-36
  • Hazard Symbols: Xn
  • Flash Point: 213°C
  • EINECS: 207-905-1
  • Molecular Weight: 198.176
  • InchiKey: WZNJWVWKTVETCG-YFKPBYRVSA-N
  • InChI: InChI=1S/C8H10N2O4/c9-5(8(13)14)3-10-2-1-6(11)7(12)4-10/h1-2,4-5,12H,3,
    9H2,(H,13,14)/t5-/m0/s1
  • Risk Statements: 20/21/22
  • Molecular Formula: C8H10N2O4
  • Molecular Structure:CAS No:500-44-7 (2S)-2-amino-3-(3-hydroxy-4-oxopyridin-1-yl)propanoic acid
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500-44-7 1(4H)-Pyridinepropanoicacid, a-amino-3-hydroxy-4-oxo-, (aS)-

  • United States INDOFINE Chemical Co., Inc. [Manufacturer]
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500-44-7 1(4H)-Pyridinepropanoicacid, a-amino-3-hydroxy-4-oxo-, (aS)-

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500-44-7 L-MIMOSINE

  • Germany CHEMOS GmbH [Manufacturer]
  • Tel: 0049 9402/9336 0
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  • Address: CHEMOS GmbH
    Werner-von-Siemensstr. 3
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    Germany ,Germany
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500-44-7 SC-201536 L-MIMOSINE

  • United States Santa Cruz Biotechnology, Inc. [Manufacturer]
  • Tel: 831-457-3800/ 800-457-3801
  • Fax: 831-457-3801
  • Address: Santa Cruz Biotechnology, Inc.
    2145 Delaware Ave.
    Santa Cruz, CA 95060 ,United States
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500-44-7 M-7300 L-MIMOSINE

  • Switzerland Biosynth AG [Manufacturer]
  • Tel: +41 71 858 20 20/ 630.305.8400 (USA)
  • Fax: +41 71 858 20 30
  • Address: BIOSYNTH AG
    Rietlistrasse 4
    9422 Staad / Switzerland
    Phone: +41 (0)71 858 20 20
    Fax: +41 (0)71 858 20 30 ,Switzerland
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500-44-7 LEUCENOL(RG)

  • United States ChromaDex Inc. [Manufacturer]
  • Tel: 949-419-0288
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  • Address: ChromaDex Inc.
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    Irvine, CA 92618 ,United States
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500-44-7 1(4H)-Pyridinepropanoicacid, a-amino-3-hydroxy-4-oxo-, (aS)-

  • United States BIOMOL [Importer/Exporter]
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  • Address: 5120 Butler Pike Plymouth Meeting, PA 19462 Plymouth Meeting,Plymouth MeetingUnited States
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500-44-7 L-MIMOSINE

  • China Nanjing Chemlin Chemical Industry Co.,Ltd. [Manufacturer]
  • Tel: +86 25 8369-7070/ +86 138 51816776 (Mobile)
  • Fax: +86 25 8345-3275
  • Address: Rm.902 Longyin Plaza,
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References of (2S)-2-amino-3-(3-hydroxy-4-oxopyridin-1-yl)propanoic acid
Title: Mimosine
CAS Registry Number: 500-44-7
CAS Name: a-Amino-3-hydroxy-4-oxo-1(4H)-pyridinepropanoic acid
Synonyms: 3-hydroxy-4-oxo-1(4H)-pyridinealanine; b-[N-(3-hydroxy-4-pyridone)]-a-aminopropionic acid; leucenol; leucenine; leucaenine; leucaenol
Molecular Formula: C8H10N2O4
Molecular Weight: 198.18
Percent Composition: C 48.48%, H 5.09%, N 14.14%, O 32.29%
Literature References: A naturally occurring amino acid found in large quantities in the seeds and foliage of the legume genera Mimosa and Leucena. Isoln from Leucena glauca (Willd.) Benth., Leguminosae: Renz, Z. Physiol. Chem. 244, 153 (1936); Mascré, Compt. Rend. 204, 890 (1937); improved large-scale isoln: N. K. Hart et al., Heterocycles 7, 265 (1977). Structure: Adams, Jones, J. Am. Chem. Soc. 69, 1803 (1947). Synthesis: Adams, Johnson, ibid. 71, 705 (1949). Identity of mimosine and leucenol: Kleipool, Wibaut, Rec. Trav. Chim. 69, 37 (1950); Wibaut, Schuhmacher, ibid. 71, 1017 (1952). Crystal structure: A. Mostad et al., Acta Chem. Scand. 27, 164 (1973). Shown to cause inhibition of hair growth and loss of hair in mice: Crounse et al., Nature 194, 694 (1962). Explanation of the toxicity in animals: J. F. Thompson et al., Annu. Rev. Biochem. 38, 137 (1969).
 
Derivative Type: dl-Form
Properties: Crystals from water, mp 235-236°. Slightly sol in water, much less sol in methanol and ethanol. Practically insol in the higher alcohols, in dioxane, ethyl acetate, ether, benzene, chloroform, glacial acetic acid, pyridine, Cellosolve. Sol in dil acids or bases and may be recovered from these solns by adjusting the pH so that it is just acid to bromcresol green. uv max: 282 nm (log e 4.23).
Melting point: mp 235-236°
Absorption maximum: uv max: 282 nm (log e 4.23)
 
Derivative Type: dl-Hemihydrate
Properties: Crystals, darkens at 215-226°, mp 227-228°.
Melting point: mp 227-228°
 
Derivative Type: l-Form
Properties: Crystals from water, mp 225°. [a]D22 -20°.
Melting point: mp 225°
Optical Rotation: [a]D22 -20°
 
Derivative Type: Hydrochloride
Molecular Formula: C8H11ClN2O4
Molecular Weight: 234.64
Percent Composition: C 40.95%, H 4.73%, Cl 15.11%, N 11.94%, O 27.27%
Properties: Dec 175°, sol in water.
 
Derivative Type: Hydrobromide
Molecular Formula: C8H11BrN2O4
Molecular Weight: 279.09
Percent Composition: C 34.43%, H 3.97%, Br 28.63%, N 10.04%, O 22.93%
Properties: Dec 179.5°, sol in water.
 
Use: Depilatory agent, Hegarty et al., Aust. J. Agric. Res. 15, 153 (1964), C.A. 60, 16405e (1964).